Vacation Home Rentals By Owner In Cape Charles, VA

$566.68

`Awenasa` Luxury Beach Retreat

Cape Charles, Virginia, United States

Welcome to Awenasa, your sanctuary located at the newly constructed 2 Moon Court in the Signature Homes of Bay Creek. This exquisite retreat, whose name means `My Home` in Cherokee, seamlessly blends luxury with comfort, making it the perfect destination for both relaxation and entertainment. Awenasa boasts 4 spacious bedrooms, 4 and a half baths, and comfortably sleeps 10 guests, making it ideal for families or groups.brbrIncluded with your stay is a convenient cart to explore the community, ensuring every local delight is within easy reach—from the sun-kissed beaches to the lush golf courses and vibrant downtown. Awenasa offers an array of exceptional amenities designed to enhance every aspect of your stay. The full game room invites you and your guests to indulge in a variety of activities, including pool, ping pong, shuffleboard, darts, and even a pinball machine. For those who enjoy a cinematic experience, the home features a state-of-the-art movie theater on the second floor, perfect for movie nights. Culinary enthusiasts will appreciate the gourmet kitchen, equipped with high-end appliances and ample space for cooking and socializing.brbrWith every detail thoughtfully curated to ensure your utmost comfort, Awenasa is more than just a stay—it’s an experience. Whether you`re seeking a peaceful retreat close to nature or an adventurous escape filled with activities, Awenasa offers the ideal backdrop for creating lasting memories.`brbrThis should provide a complete and inviting picture of what guests can expect at Awenasa.brYou must have all cars on the driveway. If you have more cars than will fit in the driveway you must park at one of the HOA pools and have someone pick you up. If you park in the street your car may be towed at your expense.

4

Bath

10

Sleeps

Exceptional(6)

$503.74

/ Nightly

Private Vacation Home

Spacious 4BR Coastal Retreat in Bay Creek – Beach & Golf

Cape Charles, Virginia, United States

Discover your perfect coastal getaway in Bay Creek, located in the charming seaside town of Cape Charles, VA. This beautifully situated home offers the ideal blend of relaxation and adventure, just minutes from a private beach, resort-style pools, and premier golf courses.brbrExplore the charm of this comfortable retreat where a short golf cart ride, bike ride, or quick drive brings you to the Historic Town of Cape Charles—full of unique character, local shops, and dining.brbrOutdoor enthusiasts will love the easy access to golfing, biking, kayaking, and fishing, along with scenic nature trails and unforgettable coastal sunsets. After a day of exploring, unwind on the spacious screened-in back porch or gather inside in the inviting living and dining areas, complete with a TV and board games. brbrDays in the sun and on the bay make the most of this coastal getaway!

Bed

Bath

Sleeps

$763.7

/ Nightly

Private Vacation Home

Brand new Stylish home for you and your pet!

Cape Charles, Virginia, United States

Live your best life in this open concept living home with inviting spaces where there's plenty of room to entertain and play games.brWith its high end appliances and luxury materials this home is a must rent.brThis home boasts a gas range, granite countertops and a large kitchen island with enough seating for 4, with a larger dining room table brfor 6 more perfect for families or golf groups, the living room with its large cozy couch, 2 comfortable chairs and 75 inch mounted TV along with boards games and playing cards for the kids, you will be entertained no matter what!brThe home has 3 bedrooms, 2 full bathrooms and a half bath. There are 2 King master suites, one on the first floor with beautiful master bathroom with walk in shower and 65 inch TV and large walk in closet, the other on the second floor with en suite bathroom.brThe third bedroom has two twin beds. You will also find a loft area with a couch that converts to a queen bed and a 65 inch TV.brThe home also offers a covered screened in back patio with comfortable patio furniture and a gas grill, where you can enjoy your morning coffee or a glass of your favorite wine!brbrEnjoy the surrounding natural beauty that is Bay Creek with its pet friendly walking trails, community tennis courts, pools, gym,br2 mile private sandy beach, Coach house tavern and golf course. Or, visit the quaint town of Cape Charles with its one of a kind local brshops and restaurants.

Bed

Bath

Sleeps

$534.01

/ Nightly

Private Vacation Home

Perfect Location in the heart of Cape Charles

Cape Charles, Virginia, United States

Everyone that comes to Cape Charles falls in love with the charm and beauty of this small town. Peach Retreat is nestled right in the heart of town, just a block from the shops and restaurants. Once you arrive you will be able to walk, bike or golf cart everywhere in town! Our home is a family friendly home with 4 bedrooms and two bathrooms. There is one bedroom and bathroom on the first floor, and three bedrooms upstairs. Downstairs you will find a California king size bed. Upstairs the bedrooms have a queen size bed, a king size bed, and one bedroom with a queen over queen bunk and a twin trundle bed. The bunk room and the king room have TV's and are very spacious. Downstairs the living room has a 65 inch smart TV, a large sectional sofa and two large club chairs for relaxing. The sofa also has a queen size sofa bed. The kitchen is well stocked for any meal you would like to cook in the home and has a dishwasher. In the dining room you will find a large table that comfortably seats ten, and a small kids table for two. The best part of the home is the large wrap around porch that has 4 rocking chairs and a porch swing, with a small kids picnic table around the side. In the backyard is the most beautiful courtyard, with a table for four, and a lounge area with a love seat and two chairs. The patio bistro lights are wired to a switch and give off the best ambiance for evening cocktails. We want to be sure you have everything that you need while you are visiting Peach Retreat so we have a shed in the back with two beach cruiser bikes, corn hole boards, 7 beach chairs, 2 kids beach chairs, 2 adult kayaks, one kid pull-behind kayak, life jackets, beach umbrellas, a cooler, a wagon and sand toys. Attached to the shed is a dart board. brbrWe take great pride in the home and the cleanliness of the home. Be assured that if you rent Peach Retreat you will have a clean, comfortable home. We love our guests and we love sharing our home with friends and visitors. We are available for any questions! brbrWe have a golf cart that is available to rent for $65/day or $325 a week with your stay. Please note that this is an additional payment and you must sign an additional agreement if you wish to rent the golf cart. The golf cart can only be rented for the length of your stay and not shorter or longer periods of time. A golf cart is the BEST way to get around town! We highly recommend adding this to your stay!

4

Bed

2

Bath

9

Sleeps

$383.95

/ Nightly

Private Vacation Home

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

Cape Charles, Virginia, United States

Perfect for families with children; And for Two Families to Rent Side-by-side!brbrWe offer BOTH mirror image sides of our vacation rental duplex, 303 and 305 Strawberry Street. We recently purchased this duplex and plan to continue the history of making memories for families for years to come! This 1925 duplex has beautiful soft light from tall windows and a great dining room to gather. Couples, small groups of friends, and families who want to slow down, go to the beach and the park, and relax in this walk-able small town should feel right at home.brbrEach side has 3 bedrooms and 1.5 baths - they are similar bot not identical. The atmosphere is sunny coastal with style-conscious kitchen and baths. The property has a fenced-in small yard with deck with table and 4 chairs, upscale grill, outdoor shower, and some beach gear for your convenience.brbrOur property is conveniently located at the crossroads of Cape Charles - an easy walk to downtown, the beach, and across the street from Central Park. The duplex has a covered porch to enjoy your coffee in the morning overlooking the park and a back deck with table/chairs, umbrella and new gas grill, overlooking the fenced-in back yard with outdoor shower. The kitchen is newly equipped with upscale dishes and serving pieces if you like to entertain, Keurig coffee maker, electric and stovetop teapots. The kitchen also has a high chair, or youth chair if the tray is removed, plus children's dishes are provided.brbrWiFi internet is provided and a new 40 flat screen TV. We've added a few DVDs, games, and books in the dining room bookshelf, along with a few toys/puzzles. brbrBedrooms: 1 with a king size bed, 1 with a double bed and 1 with 2 twin-size beds. Linens provided by a linen service.brbrThere is an outdoor shower and small, fenced-in back yard. Beach gear that is provided to lighten the load of your travel here includes: 4 beach chairs, and a beach cart. Sometimes guests have left their purchases, e.g., fishing poles and crab nets, rather than take them home. There is a washer-dryer in the kitchen. For dog(s) approved in advance, dog bed is provided. A pet cleaning fee is charged for approved dogs. An additional cost of cleaning any furniture and bed spreads will be retained from your security deposit if the fur is found on the furniture and beds.brbrCape Charles is embraced by water on three sides: commercial town harbor and yacht center (south), public beach (west), and marina (north). It's a wonderful setting if you love the water! Park Place is 3 blocks from the beach (Bay Ave.) and 2 blocks from the shops on main street (Mason Ave.). We are a mile from Bay Creek's two signature golf courses by Arnold Palmer and Jack Nicklaus, with top ratings by Golf Digest. The area promotes eco-tourism opportunities, including kayaking (even kayak/wine-tasting trips to a local winery), fishing off the town pier, hiking, and birding. You can rent jet skis at the harbor, bicycles, and golf carts. The town often has festivals, planned recreational activities for children and adults, and sometimes shows, movies, or live bands in the Park. The Eastern Shore Birding and Wildlife Festival in early October - fall weather is great here! Festive Fridays for shopping and Christmas treats are held the month of December on Mason Avenue. Year-round, Cape Charles has live theater performed by Arts Enter and others at the Palace Theater, art galleries, a Brown Dog ice cream shop, ladies upscale consignment, and beautiful spa to name a few of the attractions in town! We have good eateries and, if you like nostalgia, be sure to stop by the lunch counter at Rayfield's pharmacy at the corner of Mason Ave. and Fig. Street. Cape Charles Medical Center is located on Mason Ave. too.

3

Bed

1

Bath

6

Sleeps

$479.5

/ Nightly

Private Vacation Home

New to Vacation Rentals! Coastal Comfort at Bay Creek Golf Resort!

Cape Charles, Virginia, United States

Welcome to your perfect coastal retreat in Bay Creek Golf Resort—where relaxed luxury meets effortless beach living. This beautifully appointed 3-bedroom, 3-bath townhome comfortably sleeps up to 6 guests and offers a spacious, thoughtfully designed layout ideal for families, couples, or a friends’ getaway. The main living area invites you to unwind with a cozy fireplace and 55 TV—perfect for relaxing after a sun-soaked day at the beach or exploring the charm of Cape Charles. Gather with ease in the generous dining area with seating for 8, plus a charming breakfast nook for 4—ideal for morning coffee, casual meals, or game nights. The fully equipped kitchen has everything you need to feel at home, featuring a Keurig coffee maker, ice maker, dishwasher, and ample prep space for everything from quick bites to full family dinners.brbrOn the first floor, you’ll find a private primary suite with a queen bed and en-suite bath with double vanities, along with a second queen bedroom and a full hall bath—perfect for convenient single-level living. Upstairs, a third queen bedroom with its own full bath offers added privacy, while the loft provides a cozy flex space for reading, relaxing, or additional lounging.brbrStep outside and enjoy evenings under the stars around your private firepit—an inviting spot for conversation, cocktails, and making memories.brbrAs a guest, you’ll enjoy exclusive access to Bay Creek’s premier amenities, including a community pool, tennis and pickleball courts, a private 2-mile soft sand beach, 350 acres of scenic nature trails, a kayak launch, and on-site dining at the Coach House Tavern. Just minutes away, the historic charm of Cape Charles awaits with boutique shopping, local dining, live entertainment, and year-round events—all easily explored in this golf-cart-friendly town.brbrRecognized by Coastal Living as one of the happiest beach towns in America, Cape Charles offers the perfect blend of relaxation, recreation, and small-town coastal charm.brbrYour Eastern Shore escape starts here.brClick here to see our video of this home

Bed

Bath

Sleeps

$1056.26

/ Nightly

Private Vacation Home

Across from Cape Charles Beach - HOT TUB, MOVIE THEATER, GOLF CART

Cape Charles, Virginia, United States

Escape to Cape Charles and unwind at our charming waterfront ranch, nestled in the heart of the historic district. This delightful ranch offers comfortable accommodations with four bedrooms, featuring one king bed, two queen beds, and two twin beds, ensuring a restful stay for all guests. Each bedroom is equipped with a mounted 42-inch TV.brbrAmenities include:brCocktail area with recipes (yes, we have an espresso machine!)brWasher/Dryer, Laundry SteamerbrHair DryerbrSix matching bikes included in the rental feebr2 Car Off-street parking spacesbrEnjoy the convenience of off-street parking, a rare find during the busy season. Just take our provided beach chairs and walk across the street to the beautiful Cape Charles beach.brbrThe outdoor dining and lounge area is perfect for relaxing. The den off the kitchen, featuring a sleek frameless matte 55 TV, is ideal for relaxed gathering or enjoying your favorite shows while cooking. For a more refined experience, the formal dining room offers an exquisite retreat. Imagine sipping Aperol spritzes and enjoying a fresh seafood dinner, while the pocket door provides a serene separation from the kitchen and den, looking out to the Cape Charles Beach.brbrRecently acquired and continuously updated, our house promises a blend of historic charm and modern comfort.

4

Bed

2

Bath

8

Sleeps

$551.46

/ Nightly

Private Vacation Home

Overlooking Park with 1st and 2nd Floor Primary Suites - Anchors by the Park

Cape Charles, Virginia, United States

Staying at our home, Anchors by The Park, you will experience all that Cape Charles has to offer, being just three blocks from the beach and Mason Street. Built in 2016, this home features two primary suites, one being on the first floor. With the home facing the central park, you can enjoy summer concerts right from the front porches. The first floor offers an open floor plan. The second floor includes, the second primary suite, a third bedroom large enough to accommodate four adults or children, an additional open gaming area with a pull-out couch. The spacious backyard, which includes a gas grill and an outdoor shower, is perfect for gatherings or for relaxing while sitting under the screened-in back deck. Additionally, we offer a four-seater and six-seater beach cruisers available to rent, ready to go when you arrive on the property.brNote: Children ages 2 and under do not need to be added to the guest total when booking.brLooking for something different Check out our other listing on VRBO: https://www.vrbo.com/4134279 - Brickhaven by The Park

Bed

Bath

Sleeps

$527.73

/ Nightly

Private Vacation Home

Walk to Beach & Town! Cozy Cape Charles Retreat with Private Backyard Oasis

Cape Charles, Virginia, United States

This cozy yet open home is ideally located just a short walk to both the beach and the charming downtown area—making it easy to enjoy sandy toes, ice cream strolls, local shops, and waterfront dining without ever getting in the car. Designed with families and comfort in mind, the home offers an inviting, open layout thoughtfully stocked with everything you need for a relaxing stay. Whether you’re cooking meals together, spreading out after a beach day, or settling in for a quiet evening, this space truly feels like a home away from home. Step outside to a private backyard, perfect for kids to play, morning coffee, or winding down after a day at the beach. Rinse off in the outdoor shower or enjoy the firepit after the sun goes down. Inside, you’ll find comfortable bedrooms, a well-equipped kitchen, and cozy gathering spaces that make it easy to relax and reconnect. With walkable access to the beach, downtown Cape Charles, parks, shops, and restaurants, this home offers the ideal blend of convenience, comfort, and coastal charm—perfect for family vacations, couples, or a laid-back seaside getaway. Come enjoy Cape Charles the way it’s meant to be experienced—easy, walkable, and wonderfully relaxing.

3

Bed

2

Bath

7

Sleeps

$538.02

/ Nightly

Private Vacation Home

Steps away from Beach - Modern Coastal Retreat

Cape Charles, Virginia, United States

Summary:brbrAlways Sunny—a beautifully renovated three-story coastal retreat where classic charm meets modern beachside luxury. Every detail has been thoughtfully designed to create a stay that feels both elevated and effortless.brbrbrbrPlease SEE: Other Things to NotebrbrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbrbr*This is a no pet/animal home.brbrbrbrThe Space:brbrAlways Sunny, Home Features:brbr• 4 Bedroom, 3 Bath - Available for up to 8 Guests!brbr• Free WiFi & Smart TVbrbr• A fully equipped, open-concept kitchen and dining area designed for hosting family dinners and coastal feasts.brbrbrbrSleeping Arrangements: brbr- Multi-Level Homebrbr• Bedroom 1 - Queen Bed located on the main level for easy access. Private ensuite.brbr• Bedroom 2 - King Bed located on the 2nd level, Twin daybed w/ trundle, direct access to balcony.brbr• Bedroom 3 - Two Twin Beds located on the 2nd level, perfect for children or friends.brbr• Bedroom 4 - Queen Bed on the 3rd level with private ensuite.brbrbrbrWelcome to Always Sunny, a coastal masterpiece in the heart of the Cape Charles historic district. This stunning multi-level residence, noted on the National Register of Historic Places, offers a perfect marriage of Americana nostalgia and modern coastal luxury on Virginia’s Eastern Shore.brbrbrbrFrom the moment you arrive, you will be swept away by the serene, small-town atmosphere and the proximity to the Chesapeake Bay. The water here is famously calm, the sunsets are legendary, and the beach is just steps away from your front door.brbrbrbrDesigned for those who appreciate refined living, Always Sunny features expansive indoor and outdoor spaces that invite relaxation. The home radiates a bright, airy energy, whether you are sipping morning coffee on the private balcony or hosting a family dinner in the open-concept living area. The gourmet-ready kitchen is perfect for preparing coastal feasts, while high-speed Wi-Fi and Smart TVs ensure you stay connected and entertained.brbrbrbrThe home comfortably accommodates up to 8 guests across three distinct levels with four elegantly appointed bedrooms and three modern bathrooms:brbrbrbrOn the main level, you will find a sophisticated Queen suite with a private ensuite bathroom, offering easy access and ultimate privacy. The second level features the primary retreat—a grand King Bed suite with a twin daybed and trundle, plus direct access to the balcony to catch the salt air breeze. Also on the second level is a bedroom with two cozy twin beds, ideal for children or friends traveling together. The third level serves as a secluded sanctuary, offering a Queen bed and its own private ensuite for maximum peace.brbrbrbrGuest Access:brbrChesapeake Properties by Portoro offers convenient self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrbrbrThe Neighborhood:brbrNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrbrbrThings to See:brbr• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!brbr• Local Restaurants & Shoppingbrbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, E&O Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, AJ's Grillbrbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrbrbrAnnual Festivals & Events:brbr• Crabby Blues Festivalbrbr• Annual Crab Slambrbr• LOVEFestbrbr• Sounds of the Shorebrbr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)brbr• Free Concert in the Park (Summer Season, very Saturday evening)brbr• Grand Illumination (Dec)brbrbrbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrbrbrNorthampton County Short-Term Rental Registration No. # A-000282brbrbrbrGetting Around:brbrCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrbrbrTraveling to/around Cape Charles, Virginia: brbr• Golf Carts [i.e., Eastern Shore Custom Carts, CC Ryder Rentals]brbr• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]brbr• STAR Transit, local fixed route and bus servicebrbr• Uber, Lyft brbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrbrbrAirports:brbr• Norfolk International Airport (about 45 min by vehicle)brbr• Newport News Williamsburg International Airport (PHF)brbr• Accomack County Airport (MFV)brbr• Norfolk Ns (Chambers Fld) Airport (NGU)brbr• Langley Air Force Base (LFI)brbrbrbrPopular Landmarks:brbr• Cape Charles Museum and Welcome Centerbrbr• Kiptopeke State Parkbrbr• Cape Charles Natural Area Preservebrbr• Cape Charles Lighthousebrbr• Cape Charles Town Beachbrbr• Cape Charles Brewing CompanybrbrbrbrInteraction with Guests:brbrOur goal is to make sure your stay exceeds expectations from start to finish. Portoro Homes communicates by email and phone, and once your booking is confirmed, we’ll email your rental agreement for e-signature. Check-in instructions are sent by email and text message prior to arrival, and we offer convenient self check-in. During your stay, we’ll typically check in by text once or twice to ensure a 5-star experience, and we’re available 24/7 if any questions come up. After checkout, we’ll follow up—we’re excited to hear about your stay and welcome any feedback.brbrbrbr• Early check-ins or late check-outs: Standard check-in time is 4:00 p.m. and standard check-out time is 11:00 a.m.. If the home is ready earlier on the day of arrival, an early check-in may be available with approval from our main office. Late check-outs must be requested and confirmed by the main office prior to departure.

4

Bed

3

Bath

8

Sleeps

$405.22

/ Nightly

Private Vacation Home

Woody's Place on Plum - A brand new 106 year old historic property

Cape Charles, Virginia, United States

Woody's Place features high-speed internet throughout, a 70” smart tv in the living room, as well as 50 tvs in the main bedroom, and on the back porch.brbrLocated on a quiet, corner lot in the historic district, we are a short walk to everything in town. The corner lot provides for plenty of street parking (in addition to the driveway, extra space, and privacy. The front porch has two swivel chairs, while the back deck includes a large outdoor couch, 50 tv, and a large outdoor shower.brbrThe downstairs is wide open with the living room's large couch and 70 smart tv. With a comfortable half bath. The dining room has two swivel chairs, perfect for reading, a six person table, and an NBA Jam Arcade game. There is also a stackable, full size washer/dryer in the closet.brbrThe brand-new kitchen features extensive counter space, a dishwasher, and new appliances, cooking utensils, wine glasses, spices, and more. The kitchen door leads to the side entrance and the back patio, a large outdoor couch, 50 tv, outdoor shower, and barbecue grill.brbrUpstairs there are three bedrooms and another full bath with a tub. The master bedroom features a king bed and smart tv, the second bedroom has a queen, and the last bedroom has a queen bed. Each with full, walk-in closets.brbrThe house has two separate HVAC zones, with central heat and air upstairs and two mini-split units downstairs.brbrFresh linens and bath towels are provided as well.

Bed

Bath

Sleeps

$251.1

/ Nightly

Private Vacation Home

Beach Days & Dtwn Charm! Cape Charles Cottage

Cape Charles, Virginia, United States

Pets Welcome w/ Fee | Beach Chairs & Towels | 4 Mi to Historic DistrictbrbrSoak up the sunshine and savor vibrant small-town energy from this vacation rental in Cape Charles. The 2-bed + loft, 2-bath cottage is perfectly placed in a quiet neighborhood, inviting low-key backyard barbecues and fun-filled game nights inside. Meanwhile, you can explore the best of the Eastern Shore, from Victorian architecture in town to scenic shores at Kiptopeke State Park. Your perfect family escape starts here!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 queen bedbr- Bedroom 2: 1 king bedbr- Loft: 1 twin bunk bed w/ twin trundlebr- Additional Sleeping: 1 portable cribbrbrOUTDOOR LIVINGbr- Gravel patio, outdoor dining set w/ umbrellabr- Gas grill (propane provided), fire tablebr- Lounge seating, backyard (unfenced)br- Beach chairs & towelsbrbrINDOOR LIVINGbr- Smart TV, board games, children's booksbr- Dining tablebrbrKITCHENbr- Dishwasher, refrigerator, stove/oven, microwavebr- Keurig, toasterbr- Cooking basics, dishware & flatwarebr- High chair, trash bags & paper towelsbrbrGENERALbr- Central heating & A/Cbr- Towels & linens, complimentary toiletries, hair dryerbr- Washer & dryer, hangersbr- Free WiFibr- Keyless entrybrbrFAQbr- 1 exterior security camera (facing out)br- Pet fee (paid pre-trip)brbrACCESSIBILITYbr- 2-story home, 4 steps to enterbr- Bedroom & bathroom on 1st floorbrbrPARKINGbr- Driveway (4 vehicles)br- Boat parkingbrbr-- THE LOCATION --brbr- 4 miles to downtown: fresh seafood, coffee shops, bakeries, boutiquesbr- 4 miles to Cape Charles Fishing Pier & 5 miles to Cherrystone Beach: Chesapeake Bay access br- 8 miles to Kiptopeke State Parkbr- 34 miles to First Landing State Park & Cape Henry Lighthousebr- 44 miles to Norfolk Int'l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Must be at least 18 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This 2-story home requires 4 steps to enter, with a bedroom and full bathroom on the 1st floorbr- Your safety matters. This property features 1 exterior security camera on the front of the house facing the driveway. The camera is outward facing and does not look into interior spaces. The camera is not active while guests are in residence

2

Bed

2

Bath

7

Sleeps

$598.24

/ Nightly

Private Vacation Home

Family House for rent with 16' x 32' salt water pool, large yd,wrap around porch

Cape Charles, Virginia, United States

Jacuzzi in second floor master bathroom. TV and ceiling fan in all bedrooms, Two master bathrooms. One on first floor and one on the second floor. Salt water swimming pool on the premise with wrap around porch attached to house. The porch is equipped with six comfortable rocking chairs that can be moved to the screened portion of the porch when sitting out at night or during the mid afternoon when the sun moves to the west side of the house

Bed

Bath

Sleeps

$399.67

/ Nightly

Private Vacation Home

Walk to Beach and Shopping from Vibrant Duplex

Cape Charles, Virginia, United States

Looking for a comfortable and memorable stay, look no further than this fabulously located 1700 era duplex where you cannot can’t get closer to the shops, restaurants, bakeries and galleries that the Seaside Sisters: Caroline. With its vibrant vibe, Seaside sisters: Caroline's side is a favorite for those who want affordable, close access to everything in town, Town Harbor, and nightlife, right around the corner from Mason Avenue. This brick duplex residence offers all the comforts of home with its stylish trendy décor. The Seaside Sisters are named in honor of our two daughters, Chloe and Caroline. The home has great Wi-Fi that covers the entire property. An onsite golf cart is available for an additional rental fee.

Bed

Bath

Sleeps

$341.57

/ Nightly

Private Vacation Home

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Cape Charles, Virginia, United States

Summary:brWelcome to Cape Charles Tiny Livin. Escape to a groovy tiny house retreat just a short drive from the beach in Cape Charles, Virginia. This unique Jimmy Hendrix themed home is filled with eccentric art and decor, making it the perfect spot for those seeking a one-of-a-kind vacation experience. brbrLounge by the fire pit, grill up a feast on the barbecue, and enjoy free WiFi and a flat-screen TV. Located just outside of town, you'll be away from the hustle and bustle but close enough to explore all that Cape Charles has to offer!brbr Bold and Beautiful: A Unique Cherry Red Tiny House brbrWelcome to our one-of-a-kind tiny house that is sure to catch your eye with its striking bright red exterior. As soon as you step inside, you'll be transported into a world of vibrant and bold design. brbrEvery inch of this tiny house has been meticulously crafted to create a unique and unforgettable experience. From the cozy seating area to the comfortable mattress, this tiny house has everything you need for a memorable stay. brbrThe interior of this charming tiny house is a vibrant and colorful space, perfectly complementing the bold red exterior. Every corner of the home is thoughtfully decorated with bright and cheerful accents, making it a truly unique and lively space. brbrFrom the playful throw pillows to the quirky wall art, this tiny house is sure to put a smile on your face. You won't find another tiny house like this one, so come and experience the bright and bold beauty for yourself.brbrbr Groove to the Beat of Our Hippie Hideaway - Jimmy Hendrix Themed Tiny House brbrLooking for a unique and eclectic vacation experience Look no further than our Jimmy Hendrix themed tiny house, the ultimate hippie hideaway! brbrFeaturing groovy decor and eccentric art, this tiny house will transport you back to the psychedelic 60s & 70s. From the bright colors to the trippy patterns, every inch of this tiny house is designed to help you unwind and let your hair down. brbrTake in the fresh air as you relax on the outdoor patio, complete with a fire pit and barbecue grills. Inside, you'll find all the amenities you need, including wifi and a flat screen TV, to stay connected while you unplug. brbrLocated just a short drive from the beach and away from the hustle and bustle of town, this tiny house is the perfect retreat for those seeking a truly unique and groovy experience. Book now and let the good vibes flow!brbrbr Gather Around the Fire & Enjoy BBQs at Our Cozy Retreat brbrImagine spending your evenings surrounded by friends and family, gathered around a crackling fire as the delicious scent of barbecue wafts through the air. brbrOur cozy retreat offers the perfect setting for you to connect with loved ones and make unforgettable memories. With a community BBQ and fire pit, you can savor delicious meals while sharing stories and creating cherished moments that will last a lifetime. The property even offers guests the chance to enjoy a fun game of cornhole with friends and family.brbrWhether you're roasting marshmallows or grilling up your favorite dishes, our outdoor space is the ideal place to unwind and enjoy the peaceful serenity of nature. Don't miss out on this unique opportunity to experience the ultimate in relaxation and rejuvenation.brbrbr Unbeatable Amenities for Your One-of-a-Kind Getaway brbr Pamper yourself with our complimentary hair dryer, shampoo, and Ginger Lilly body soap.br Enjoy a hot shower anytime with our reliable hot water and shower gel provided for your convenience.br Relax in comfort with our quality bedroom and laundry essentials, including towels, bed sheets, soap, and toilet paper.br Keep your clothes neat and organized with our hangers and bed linens, and enjoy a good night's sleep with our room-darkening shades.br Look your best with our iron provided in the unit.br Stay entertained with our TV featuring Roku for your favorite shows and movies.br Stay cool in the summer with our window AC unit, and cozy in the winter with our heating system.br Stay safe with our security cameras located outside the property, and our smoke alarm, carbon monoxide alarm, fire extinguisher, and first aid kit provided in the unit.br Stay connected with our high-speed Wifi, verified by speed test, and suitable for streaming 4K videos and joining video calls.br Satisfy your hunger and thirst with our microwave, mini fridge, coffee maker, wine glasses, and coffee provided in the unit.br Soak up the sun and fresh air in our private patio, backyard, and outdoor furniture.br Gather around our fire pit, and enjoy a meal with our outdoor dining area and BBQ grill.br Park your car for free on our premises, and enjoy the convenience of our single level home with no stairs.br Enjoy a hassle-free check-in with our self-check-in and smart lock system.brbrbr Coastal Tiny House Just Minutes from the Beach brbrEscape the crowds and unwind at our secluded coastal retreat in Cape Charles, Virginia. Located just a short drive from the beach, you can soak up the sun and feel the sand between your toes in no time. brbrAnd when you're ready to relax and recharge, our peaceful location just outside of town offers the perfect respite from the hustle and bustle of everyday life. Enjoy the best of both worlds - easy access to all the area has to offer, combined with the privacy and tranquility you crave. brbrBook your stay today and start making unforgettable memories at our hidden gem by the sea.brbrGuests will have full and private access to the entire tiny house and its outdoor amenities, including the fire pit, barbecue grills, and outdoor dining area. The house features a private entrance, and there are no shared spaces with other guests or hosts.brbrSelf check-in is available with a smart lock, so guests can arrive at their convenience without worrying about coordinating with a host. The lock uses a unique code for each guest, ensuring that only those with authorized access can enter the property.brbrThe house is equipped with high-speed Wi-Fi, and guests can enjoy streaming movies or working remotely from the comfort of their own space.brbrFor added convenience, we provide all essential amenities, including clean towels, bed sheets, soap, shampoo, and toilet paper. Additionally, we offer a mini fridge, coffee maker, and microwave for guests to prepare simple meals or snacks during their stay.brbrWith no stairs in the home, the single-level layout is easily accessible for all guests. And, for those traveling by car, free parking is available on the premises.brbrOur goal is to provide a comfortable and convenient home away from home for our guests, so they can relax and enjoy all that Cape Charles has to offer.

Bed

Bath

Sleeps

$365.61

/ Nightly

Private Vacation Home

Trendy Duplex Close to Beach and Mason Ave

Cape Charles, Virginia, United States

Nestled in the downtown Mason Avenue area, you can’t get closer to the shops, restaurants, bakeries and galleries that the Seaside Sisters: Chloe. With its hip vibe, Seaside sisters: Chloe's side is a favorite for those who want an affordable rental with close access to the beach, Mason Avenue, and the Town Harbor. This 1700 era brick duplex residence offers all the comforts of home with its stylish trendy décor. The Seaside Sisters are named in honor of our two daughters, Chloe and Caroline. The home has great Wi-Fi that covers the entire property. An onsite golf cart is available for rental for an additional fee.

3

Bed

1

Bath

6

Sleeps

$365.91

/ Nightly

Private Vacation Home

Shore Reflections | Restored Victorian Retreat Near Cape Charles, Spacious & Charming

Cape Charles, Virginia, United States

Now available and awaiting your next vacation adventure, this lovingly restored 4-bedroom Victorian home blends traditional charm with modern convenience. Nestled in a picturesque setting with beautiful landscaping and mature trees, you're just a 10-minute drive from the vibrant Cape Charles community. Explore and enjoy downtown Cape Charles, which features a pristine beach, delicious food offerings, eclectic shopping, ice cream treats, coffee shops and so much more!brbrSpanning 3,000 sq ft, this exquisite property features a layout with high ceilings and wood flooring throughout, enhancing the airy and expansive feel of each room. The main living spaces boast large windows that flood the home with natural light, creating a warm, welcoming atmosphere. Four generously sized bedrooms offer ample personal space for relaxation and rejuvenation. The home also includes 2.5 bathrooms, each maintaining the character of the house with tasteful touches.brbrGuests will enjoy a beautifully landscaped yard, ideal for leisurely days spent outdoors or entertaining guests in a serene environment. The kitchen, equipped with essential appliances, provides a comfortable space for culinary exploration and seamlessly caters to both casual dining and larger gatherings.brbrThis property is perfect for those who appreciate the beauty of historic homes but expect the functionality needed for a contemporary lifestyle. Make your home away from home in a place where tradition meets comfort in the heart of Eastville, VA. Experience the unique charm of this Victorian beauty and the inviting community that surrounds it.brbr- No smoking is permitted on the premises. br- Linens and towels are provided for your stay. br- No pets are permitted on the premises.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$990.27

/ Nightly

Private Vacation Home

Sunset on the Rocks | 4BR Bayview Butler's Bluff Retreat w/ Game Room + Pet Friendly

Cape Charles, Virginia, United States

Experience coastal living at its finest in this stunning 4-bedroom, 3.5-bathroom abode nestled within the prestigious Butler's Bluff community of Cape Charles, VA. Boasting an impressive 4,900 sq ft of interior space, this home offers a perfect blend of luxury, fun and comfort.brbrThe heart of this home lies in its expansive windows that frame mesmerizing views of the Chesapeake Bay. The interiors are thoughtfully designed to maximize both comfort and elegance, featuring a dedicated game room and a serene lookout sitting area ideal for enjoying breathtaking sunsets or a quiet morning coffee.brbrOutdoors, the property exhibits meticulously maintained landscaping that harmonizes with its secluded setting. Entertain or simply unwind in the outdoor seating areas that provide a private beach feel without leaving your home. The charm of this residence is enhanced by its proximity to downtown Cape Charles, where you can indulge in local restaurants, eclectic shops, tasty ice cream parlors, and entertaining mini-golf options, all just minutes away.brbrPet owners will appreciate the pet-friendly environment, ensuring every family member is catered for in this idyllic locale.brbrThis home not only promises a peaceful and picturesque setting but also offers practicality with its generous room sizes and versatile living spaces. Whether it's hosting gatherings, family game nights, or simply enjoying the solace of the bay, this escape provides the perfect setting.brbr- Linens and towels are included with your reservationbr- No smoking is permitted on the premises. br- This home is pet friendly (with fee). Maximum of two dogs; no cats.br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$635.4

/ Nightly

Private Vacation Home

The Great Escape | Downtown Cape Charles Walk to Shops & Dining, Restored 5BR Retreat

Cape Charles, Virginia, United States

Discover the charm of Cape Charles in this beautifully restored 5-bedroom, 3-bathroom house, available for your next vacation adventure. Nestled in the heart of downtown, The Great Escape places you just minutes away from a vibrant selection of shopping, dining, and entertainment options, including local ice cream shops and mini-golf. Whether you're enjoying the bustling town scene or relaxing at home, this property offers both convenience and comfort.brbrStep onto the inviting open front porch where you can sip your morning coffee while soaking in the town views. Alternatively, the screened porch provides a tranquil retreat to unwind in the evenings without the pesky insects. Inside, you'll find a clean and comfortable interior with ample living space that caters to both large and small families alike.brbrThe Great Escape is ideal for those seeking a blend of small-town charm and modern amenities, all within walking distance of Cape Charles' delightful attractions. Whether you're settling down with your family or looking for a scenic change of pace, this vacation home promises a lifestyle of ease and excitement. Don't miss out on making this house your new home away from home — book your getaway today!brbr- Linens and towels are included with your reservation. br- No smoking is permitted on the premises. br- No pets are permitted on the premises. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bed

Bath

Sleeps

$364.48

/ Nightly

Private Vacation Home

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Cape Charles, Virginia, United States

Perfect for families with children; And for Two Families to Rent Side-by-side!brWe offer BOTH mirror image sides of our vacation rental duplex, 303 and 305 Strawberry Street. We recently purchased this duplex and plan to continue the history of making memories for families for years to come! This 1925 duplex has beautiful soft light from tall windows and a great dining room to gather. Couples, small groups of friends, and families who want to slow down, go to the beach and the park, and relax in this walk-able small town should feel right at home.brbrEach side has 3 bedrooms and 1.5 baths - they are similar bot not identical. The atmosphere is sunny coastal with style-conscious kitchen and baths. The property has a fenced-in small yard with deck with table and 4 chairs, upscale grill, outdoor shower, and some beach gear for your convenience.brbrOur property is conveniently located at the crossroads of Cape Charles - an easy walk to downtown, the beach, and across the street from Central Park. The duplex has a covered porch to enjoy your coffee in the morning overlooking the park and a back deck with table/chairs, umbrella and new gas grill, overlooking the fenced-in back yard with outdoor shower. The kitchen is newly equipped with upscale dishes and serving pieces if you like to entertain, Keurig coffee maker, electric and stovetop teapots. The kitchen also has a high chair, or youth chair if the tray is removed, plus children's dishes are provided.brbrWiFi internet is provided and a new 40 flat screen. We've added a few DVDs, games, and books in the dining room bookshelf, along with a few toys/puzzles. brbrBedrooms: 1 with a king size bed, 1 with a double bed and 1 with 2 twin-size beds. Linens provided by a linen service.brbrThere is an outdoor shower and small, fenced-in back yard. Beach gear that is provided to lighten the load of your travel here includes: 4 beach chairs and beach cart. Sometimes guests have left their purchases, e.g., fishing poles and crab nets, rather than take them home. There is a stacking washer-dryer in the kitchen. For dog(s) approved in advance, dog bed is provided. A pet cleaning fee is charged for approved dogs. An additional cost of cleaning any furniture and bed spreads will be retained from your security deposit if the fur is found on the furniture and beds.brbrCape Charles is embraced by water on three sides: commercial town harbor and yacht center (south), public beach (west), and marina (north). It's a wonderful setting if you love the water! Park Place is 3 blocks from the beach (Bay Ave.) and 2 blocks from the shops on main street (Mason Ave.). We are a mile from Bay Creek's two signature golf courses by Arnold Palmer and Jack Nicklaus, with top ratings by Golf Digest. The area promotes eco-tourism opportunities, including kayaking (even kayak/wine-tasting trips to a local winery), fishing off the town pier, hiking, and birding. You can rent jet skis at the harbor, bicycles, and golf carts. The town often has festivals, planned recreational activities for children and adults, and sometimes shows, movies, or live bands in the Park. The Eastern Shore Birding and Wildlife Festival in early October - fall weather is great here! Festive Fridays for shopping and Christmas treats are held the month of December on Mason Avenue. Year-round, Cape Charles has live theater performed by Arts Enter and others at the Palace Theater, art galleries, a Brown Dog ice cream shop, ladies upscale consignment, and beautiful spa to name a few of the attractions in town! We have good eateries and, if you like nostalgia, be sure to stop by the lunch counter at Rayfield's pharmacy at the corner of Mason Ave. and Fig. Street. Cape Charles Medical Center is located on Mason Ave. too. brbrbrbr

3

Bed

1

Bath

6

Sleeps

Vacation Home Rentals By Owner In Cape Charles, VA

$566.68

$503.74

$763.7

$534.01

$383.95

$479.5

$1056.26

$551.46

$527.73

$538.02

$405.22

$251.1

$598.24

$399.67

$341.57

$365.61

$365.91

$990.27

$635.4

$364.48

Rent a place that suits your needs

Most popular vacation rentals in Cape Charles

$830.16

$888.36

$881.86

$879.41

$854.68

$853.70

$842.33

$790.10

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