Vacation Rentals By Owner In Cambridge, MD

Relax and unwind at our 2 acre waterfront cottage. Enjoy the private dock, kayaks, fire pit, front porch, or back deck! Known for excellent fishing, crabbing, hunting, and boating. The tiny city of Cambridge is rich with history, has maintained its charm and adds tasteful local shops/eats.brPublic boat ramp 3 miles away brHyatt Regency Golf Course and Spa Resort (15min)brAdorable Easton/ St. Michaels (30min)brNearby Blackwater National Wildlife Refuge is 28,000 acres ideal for the outdoors man/womanbrbr2 Bedroom 1 Bathroom Home brbrBedroom One - Queen Bed with 2 Dressers and full size Mirror and Closet brbrBedroom Two - 2 Twin beds with large 6 drawer dresser and closet brbrBathroom - Full bathroom: tub and shower combo, large vanity and sink, hair dryerbrbrFull bathroom: tub and shower combo, vanity with single sink, hair dryer, towels, shampoo, conditioner, body wash (Better than your average brand, usually Native Brand)brbrFull Kitchen: lots of counter space, double sink, electric oven/ 4 burner range, dishwasher, french door refrigerator/freezer, cast iron and stainless pots and pans, large crab steaming pot, bread maker, hand mixer, utensils, coffee pot, wine glasses, brbrLaundry room: full size washer and dryerbrbrDining room: table with a view of the back yard and dockbrbrLiving room: full sofa and love seatbrbrDanny Windsor Seafood: Extremely local seafood market and shedding tank for soft shell crabs- seasonally (5343 Ragged Point Rd, Cambridge, MD) brbrKool Ice Seafood Market: more commercial local seafood market brbrGrocery stores: 15 mins awaybrFood lionbrAldibrWalmart brbr

Cottage

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$683.24

WATERFRONT! HOT TUB! KAYAKS! Relax with the entire family at this peaceful 3 bedroom private waterfront cottage on a quiet cove off the Choptank River. Enjoy the incredible views and beautiful sunrises from comfort of your bed, from the large screened-in porch, from the oversized deck, from the hammock or swinging chairs out by the water! Launch a kayak right from the property and watch the gorgeous sunsets while on the water! 2 Kayaks included for guest use. Take a serene bike ride around the neighborhood and enjoy life on the shore! 3 bikes included for guest use.

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$1001.53

Summary:brbrChesapeake Dream is a stunning renovated waterfront farmhouse on 5.6 acres with breathtaking Chesapeake Bay views — perfect for families & friend groups. Boat, fish, crab & hunt at this outdoorsman's paradise. Watch the sunset from the screened porch, gather around the bayside fire pit, or BBQ poolside. With historic landmarks, hiking, golf & charming towns nearby, every day brings a new adventure.brbrbrbrHosted by Wander Home - see Other Things To Note in the description below.brbrbrbrThe Space:brbrSPECIAL AMENITIES & SPACES:brbr● Chesapeake Bay views from all over the house & property!brbr● Private waterfront w/ dock - bring your boat (public boat ramps nearby)brbr● Excellent location for fishing, crabbing, deer & duck hunting, & bird watching - bring your gear to do all on the property or book with nearby guides & excursionsbrbr● Heated Swimming Pool (Available Apr-October. Optional heating fee applies.)brbr● Large screened porch & open-air balcony w/ outdoor seatingbrbr● Wood-burning fire pit & outdoor fireplace (w/ firewood provided)brbr● Outdoor kitchen w/ gas BBQ grill & fridgebrbr● Master bedroom suite w/ king bed, TV, soaking tub & showerbrbr● Fully air conditioned and heated - central air system & split unitsbrbr● Gas fireplacebrbr● High-speed Wi-Fibrbr● Sonos bluetooth sound systembrbr● Fully stocked & equipped kitchenbrbrbrbrOTHER FEATURES:brbr● Outdoor pool house bathroom w/ shower (seasonal)brbr● Hammock & swingbrbr● 2 Kayaks and 3 paddles w/ life jackets (seasonal)brbr● Coffee pot & Keurig w/ coffee pods & groundsbrbr● Board games, puzzles & booksbrbr● Children's toys & booksbrbr● Washer & Dryerbrbr● Telescopebrbr● Ceiling fansbrbr● 2 pack 'n playsbrbrbrbrSLEEPING ARRANGEMENT:brbr1st Floorbrbr● Living Room - large sofabrbrbrbr2nd Floorbrbr● Bedroom 1 - 1 queen bed w/ ceiling fan & closetbrbr● Bedroom 2 - 1 queen bed w/ ceiling fanbrbr● Bedroom 3 Master Suite - 1 king bed w/ en suite bathroom, TV, closet, & dresserbrbrbrbr3rd Floor/Loftbrbr● Bedroom 4 - 1 queen bed w/ dresserbrbr● Loft/Kids Bedroom - 1 double bed & 3 twin bedsbrbrbrbrKITCHEN:brbr● Farmhouse sinkbrbr● Large island w/ stool seatingbrbr● Stainless steel appliances - fridge/freezer w/ water dispenser & ice maker, gas stove/oven, dishwasherbrbr● Mini fridge for drinksbrbr● Microwave, air fryer, toaster, slow cooker, & blenderbrbr● Coffee pot & Keurig single servebrbr● Cooking & baking basicsbrbr● Tableware & cutlerybrbr● Basic spicesbrbr● Grilling utensilsbrbrbrbrESSENTIALS & EXTRAS:brbr● Linens, pillows & towelsbrbr● Shampoo, conditioner & body washbrbr● Laundry detergent, dishwasher detergent & dishwashing soapbrbr● Clothing storage: dressers, closets, & luggage racksbrbr● First aid kitbrbr● Hair dryerbrbr● Basic cleaning suppliesbrbrbrbrGuest Access:brbr● Self-check-in with keyless entry - Access code will be sent out once the rental agreement is signedbrbr● Driveway parking for up to 10 vehiclesbrbr● Early check-in and late-check out may be accommodated for a fee ($100 each). Please contact us to see if we can accommodate your request. Payment will only be collected once we confirm that your request can be accommodated.brbr● Guests have access to the dock (boat lifts are not for guest use), bay, and swimming pool (seasonal). Access these amenities and swim at your own risk.brbrbrbrThe Neighborhood:brbrThe property is a quiet, private retreat, but the nearby area has plenty to offer - including downtown Cambridge, local hunting and fishing guides, American history, fresh seafood, outdoor activities, and water sports. It is also within 1 hour of the towns of St. Michaels, Easton, and Salisbury, and within 2 hours of Ocean City, Chincoteague, Assateague, and the Delaware beaches. Below are a few highlights:brbrbrbr5 minute drive to:brbr● Soft & Salty Seafood Marketbrbr● Danny's Soft Crabs restaurant & marketbrbr● Ragged Point boat rampbrbrbrbr10 minute drive to:brbr● Neck District Grillbrbrbrbr20 minute drive to:brbr● Downtown Cambridgebrbr● Ironman Marylandbrbr● RaR Brewingbrbr● Blue Ruin restaurantbrbr● The Dive Club bar & restaurantbrbr● Ava’s Pizzeria & Wine Barbrbr● Choptank Oyster Companybrbr● Cambridge Skeet & Gun Clubbrbr● Gerry Boyle Park and Boat Launchbrbr● Choptank River Lighthousebrbr● Cambridge Farmers Market at Long Wharfbrbrbrbr25 minute drive to:brbr● Choptank River Lighthousebrbr● Long Wharf Parkbrbr● Carmela’s Cucinabrbr● Portside Seafood Restaurantbrbr● Choptank River Crab & Oyster Co. seafood marketbrbr● Emily's Produce marketbrbr● Little Blackwater Soft Launch & Water Trailbrbr● Sailwinds Park & Playgroundbrbr● Dorchester County Visitor Centerbrbrbrbr30 minute drive to:brbr● Blue Point Provision Company restaurantbrbr● Blackwater Adventures - Hyatt locationbrbr● River Marsh Golf Clubbrbr● Rise Up Coffeebrbr● Breckenridge Barn wedding venuebrbrbrbr35 minute drive to:brbr● Harriet Tubman Underground Railroad National Historical Parkbrbr● Blackwater National Wildlife Refuge Visitor Centerbrbr● Blackwater Adventures Chesapeake Baybrbr● Marsh Edge Hiking Trailbrbr● Layton's Chance Vineyard & WinerybrbrbrbrGetting Around:brbr● You will need a car to go anywhere off the property. Uber and taxi cabs are available in the area, but can have long wait times or be difficult to find.brbrbrbrOther Things to Note:brbrFor specials, promotions, deals and additional availability please contact our team at Wander Home Poconos.brbrbrbr● The rental agreement will be sent to you once the reservation is accepted. Your booking is only confirmed once it is signed. Kindly complete it within 24 hours to secure your reservation.brbr● This property can host a maximum of 12 guests, including children and infants, per the local governing regulations.brbrbrbrPOOL HEAT:brbr● The pool can be heated to 85°F for a $50 service fee + $75/night. The nightly fee will apply to the entire length of the reservation.brbr● Please notify us at least 1 day prior to check-in if you'd like to add pool heat. The fees will be applied to your booking upon confirmation.brbrbrbr● Wander Home welcomes guests with fully verified profiles. Please upload your government-issued ID and payment method in your account settings, as well as send us a photo of your ID.brbr● Eligible refunds are subject to a 6% processing fee.brbr● A damage waiver fee ($50) is included for all reservations. Most booking channels add this upfront. Others do not have this capability, and it will be manually added to the invoice once the reservation is confirmed.brbr● We provide enough essential items to cover stays of about 2-3 nights. If you need more supplies during your stay, you can drive 25-minutes into the town of Cambridge for stores like Walgreens, Aldi, Food Lion, & Family Dollar.brbr● Given the rural setting of the property, occasional sightings of ants, spiders, flying insects, and mice may occur despite our year-round pest control efforts. We strive to manage these encounters to the best of our ability, but cannot guarantee that the house will be completely pest free.brbr● When drought, weather or other conditions present an unusual fire risk, a burn ban may be imposed by the local jurisdictions without prior notice.brbrbrbrSECURITY CAMERAS / AUDIO RECORDING DEVICES:brbr● 1 doorbell camera at the front entry doorbrbr● 3 additional security cameras around the exterior of the property: front porch facing driveway, pool deck, rear porch facing baybrbrbrbrInteraction with Guests:brbr● We are here for you during your stay, but our level of interaction is up to you. We are only a phone call or message away. You and your party will be able to self check-in upon arrival.brbr● Please remember that you are staying in a house, not a hotel. Please treat the space with respect. If any problems arise we will do our best to take action ASAP, but there is no one living on-site 24/7.

Modern Chesapeake Waterfront - Heated Pool - Dock

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$481.69

Enjoy historic Cambridge all year at this fully stocked and freshly renovated 2 bedroom, 2.5 bath townhouse across the street from the City Marina. Bring your boat, water toys & fishing gear to enjoy the many amenities of this quaint neighborhood, including a beach, fishing pier, playgrounds, and more. The property is within walking distance of all the fabulous downtown pubs, restaurants, and boutiques and close to the Harriet Tubman Visitor's Center, Blackwater Wildlife Refuge, and Sailwinds Park.

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$486.47

This waterfront home has a open floor plan for entertaining and comfortable living. The view of the river is fully visible from all rooms downstairs with over-sized windows to fully enjoy the surroundings. The Dining area is furnished with a large unique industrial table, sideboard, high-top table for entertaining. The Livingroom is a comfortable slipcovered sofa to enjoy the view or watch a movie or sports on Netflix! The kitchen is also included as the open space, with features of all high-quality appliances! Of course, what home isn't complete without Alexa! She can change the mood you want by playing music, changing the color of the cabinet strip light or turn on and off lights at your command! An open sitting room with fresh, comfortable wicker furniture also has views and TV. There is a downstairs sunroom with a twin bed, with full waterfront views and is a relaxing place to have your morning tea! Also, 1/2 bath with a stackable washer/dryer. The double front doors open up to a 20x10ft porch furnished with iron furniture (large table, and many chairs for seating! Upstairs, has a spa bathroom with a walk-in tiled glass enclosed shower!br A waterfront Coastal bedroom, with a Queen size bed. Another Bedroom with a Queen size bed. Plenty of room in the back yard and large front yard for outside living and enjoyment!! Grill up your diner or walk 5 minutes/ drive to numerous restaurants!! Other attractions are pubs, golfing, antiques, museums and local events. Not, to mention a 2-minute walk to the walkway under the bridges to the visitors center an

Attractive Waterfront Home over looking Choptank River. Sleeps 5

Cambridge, Maryland, United States

3

Bed

Bath

5

Sleeps

$256.52

Peaceful 2bed cottage on Church Creek with 61 private acres. Spend the day by the private riverfront pool, kayak and paddle-board, or bring your boat to fish and crab right from the dock. Evenings are perfect around the fire pit. Excellent location for turkey, sika, and whitetail hunting. Beautiful setting for small weddings, retreats, and quiet getaways. Complete privacy in a gorgeous setting with over 1000 feet of waterfront. Cottage has 2 bedroom with queen beds and a queen pullout couch.

2BR Riverfront Retreat on 61 acres with 270 degrees of waterfront/ private Pool

Cambridge, Maryland, United States

Bed

Bath

Sleeps

Select Dates for Price

This 4-bedroom house in Cambridge is perfect for your Eastern Shore experience. With 2 queen beds and 4 twin beds, guests will find the sleeping arrangements fabulous. The property offers heating, AC, WiFi, and a washer and dryer for a pleasant stay. Each year we are either directly on the running course or within walking distance to make it easy to support your athlete(s). There is a spacious back deck with grilling equipment and back yard with a swing set. We're happy to assist with any questions while you stay at our house.

Ironman & Eagleman - 4-bedroom house in charming Cambridge.

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$851.87

Bring the whole family to this great place with lots of room for fun. Centered in the beautiful, historic town of Cambridge, MD you can relax by the water, walk to the local restaurants and shops or explore the outdoors! This is a perfect getaway for your family vacation, work retreat or weekend getaway.

Entire home in Cambridge, Maryland

Cambridge, Maryland, United States

6

Bed

5

Bath

15

Sleeps

$338.91

Walkable Location | Close to Shops & BreweriesbrbrTurn your getaway dreams into reality right on the water! This 1-bed, 1-bath vacation rental offers direct access to the Choptank River, promising spectacular sunsets and effortless fishing or kayaking. After strolling through local parks and museums, retreat indoors for a movie or game night. Perfect for couples heading to Maryland's Eastern Shore, this Cambridge apartment places history, outdoor fun, and downtown hot spots just moments away!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom: 1 queen bedbr- Living Room: 1 full sleeper sofabrbrKITCHENbr- Stove/oven, refrigerator, microwavebr- Single-serve coffee maker (coffee provided)br- Blender, toaster, spicesbr- Cooking basics, dishware & flatwarebr- Trash bags/paper towelsbrbrMAIN FEATURESbr- Smart TVbr- Dining tablebr- Board games, booksbr- River viewsbrbrGENERALbr- Gas heating, window A/C unitsbr- Linens/towelsbr- Complimentary toiletries, hair dryerbr- Free WiFibrbrACCESSIBILITYbr- Single-story apartment, 2nd-floor unitbr- Stairs required to accessbrbrPARKINGbr- Community parking lot (4 vehicles)brbrADDT’L ACCOMMODATIONSbr- An additional property is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to bookingbrbr-- THE LOCATION --brbr- On-site access to Choptank Riverbr- Less than 1 mile to local restaurants, breweries, barsbr- 0.6 miles to Gerry Boyle Park at Great Marsh Boat Launch: Choptank River accessbr- 11 miles to Harriet Tubman Underground Railroad National Historical Parkbr- 78 miles to Baltimore/Washington Int'l Thurgood Marshall 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- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story apartment is on the 2nd floor and requires stairs to access

Apartment

Waterfront Gem < 1 Mi to Dtwn Cambridge!

Cambridge, Maryland, United States

Bed

Bath

Sleeps

Select Dates for Price

Welcome to our lovely and spacious home in Cambridge with 3 bedrooms and a den that will allow you to get ready to race, support your athlete, and enjoy all that Cambridge has to offer! We recently renovated this as a personal vacation home and added it to VRBO for the Ironman races. Our beautiful escape offers plenty of space for families or groups, featuring a king bed, queen bed, twin bed, and a sofa bed on the first floor. Guests enjoy two bathrooms, one equipped with a shower and one with a shower/bathtub for added comfort. The cozy living areas invite you to relax after a day of exploring and training. Take advantage of the fact that you can walk to the starting line, keep your race gear and stuff all close to the race. This is your perfect home base with off-street parking, airconditioning and a gourmet kitchen. brWe look forward to hosting you at our place.

Lovely Newly Renovated 3 Bed House Walk to IronMan with Off-Street Parking

Cambridge, Maryland, United States

Bed

2

Bath

6

Sleeps

$1968.57

Located on the Little Choptank River, Cherry Point Farm is a 280-acre historic sporting estate with over 25,000 feet of shoreline and expansive grounds. Relax by the pool and enjoy the glorious sunset views. Children will love the enormous tree house, sweeping fields for games, playing on the beach, fishing, crabbing, and swimming off of the dock. By renowned designer Darryl Carter and featured in House Beautiful, the home is a spectacular and relaxing place to spend the week.

Country House

Remarkable waterfront property on 270 acres

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$1151.16

Beautiful, sun-filled, waterfront home where the Choptank meets the Chesapeake Bay. Water views from nearly every window. Watch the sunset from large porches with plenty of seating for your whole family. Screened section of porch has large table for al fresco dining without the bugs. brbrProperty is 3 acres with private pier for crabbing, point with firepit and Adirondack chairs for s’mores, private pool with pergola & lounge chairs. brbrThe main house has high ceilings, hardwood floors throughout and windows windows windows! Stream movies & hang in the large living/dining area (table seats 12!) or gather around the kitchen island. There is a first floor primary bedroom with bathroom, and two additional bedrooms on the second floor with shared bathroom. brbrFully restored 2-br 1760s guest home steps from the main house allows older or younger guests to escape for an early bedtime or to read a book on the porch. brbrGuests are welcome to use our 2 kayaks, stand up paddle board, gas grill, propane crab pot. brbrWe are a 15 minute drive from charming downtown Cambridge with its great dining and shopping.

Waterfront retreat, beautiful views!

Cambridge, Maryland, United States

Bed

Bath

Sleeps

Select Dates for Price

Waterfront Retreat on 4 Private Acres | Pool, Dock, Kayaks & Game BarnbrbrWelcome to your private Eastern Shore escape—where peaceful waterfront views, wide-open space, and thoughtful luxury come together for an unforgettable stay.brbrFor nearly a decade, we’ve welcomed guests to this special property, and once you arrive, you’ll understand why so many return year after year. As you wind down the quarter-mile driveway past a 200+ year-old sycamore, the stress of everyday life begins to fade. When the red barn and swaying willow trees come into view—you’ve arrived.brbrThe HomebrbrStep inside our beautifully restored stone house and take in sweeping views of Fishing Creek through a stunning wall of floor-to-ceiling windows.brbrThe open-concept great room is designed for connection and comfort, featuring:brbrA fully equipped modern kitchenbrOversized dining table + custom island seatingbrPlush seating for your entire groupbrEasy access to the screened-in porch—perfect for sunset breezesbrSleeping Arrangements (Sleeps Large Groups Comfortably)brbrMain Level:brbrB&O Railroad Room: Queen bedbrChesapeake Room: King bed + twin trundle (2 beds)brFull bathroombrbrUpper Level (2 Private Suites):brbrCaptain’s Quarters: King bed, ensuite bath, walk-in closetbrPineapple Room: Queen bed, ensuite bath, walk-in closetbrEach suite includes a rollaway twin for added flexibilitybrbrPerfect for families, multi-generational groups, or friends traveling together.brbrOutdoor Living & Waterfront FunbrbrThis is where the property truly shines:brbrPrivate dock for crabbing, fishing, or relaxing by the waterbrKayaks & paddleboards available for guest usebrGentle boat ramp for your own watercraftbr4 scenic acres to explore, play, and unwindbrPool + BarnbrSaltwater pool with tanning ledge + umbrella seatingbrExpansive barn game room with:brPool tablebrPing pongbrAir hockeybrDartsbrbrPlus a large open field for cornhole, croquet, or your favorite outdoor games.brbrEvenings to RememberbrGas grill for easy cookoutsbrFire pit with provided firewoodbrPerfect setting for s’mores, stargazing, and storytellingbrExplore the AreabrbrLocated near charming Cambridge, you’re close to some of the Eastern Shore’s best experiences:brbrWaterfront dining with fresh local seafoodbrBreweries and shops along Race StreetbrNature and wildlife at Blackwater National Wildlife RefugebrHistory at the Harriet Tubman Underground Railroad Visitor CenterbrResort amenities and golf at Hyatt Regency Chesapeake Bay Golf Resort, Spa and MarinabrYour StaybrbrYou’ll have full, private access to the property during your stay. Occasionally, we may be in the barn loft apartment when not traveling—but we fully respect your privacy. If you’d like local tips or a friendly chat, we’re always happy to connect.brbrWhy Guests Love Itbrbr✔ Waterfront + private dockbr✔ Pool + game barn = fun for all agesbr✔ Peaceful, secluded setting (yet close to town)br✔ Ideal for families & group getawaysbr✔ Thoughtfully designed for relaxation and connection

Family-Friendly Waterfront Retreat w/ Pool, Dock, Firepit & Game Room

Cambridge, Maryland, United States

Bed

3

Bath

10

Sleeps

$1157.17

Welcome to Juniper Cove! Large luxury waterfront home on 15 private acres, with a large in-ground salt water pool in Cambridge, Maryland, on the Maryland Eastern Shore.brbrCatch your breath and enjoy everything the Eastern Shore has to offer! Juniper Cove offers plenty of space for friends and family to unwind and reconnect without having to step foot off the property. For example:brbr-Launch a kayak or canoe from the backyard directly into the cove.br-Crab and fish right off the private dock.br-Enjoy the salt water pool during the spring and summer.br-Enjoy a soak in the 7-person hot tub facing stunning water views.br-Roast marshmallows in the outdoor fire pit by the water.br-Take a gander at the many wild ducks and birds that call Juniper Cove home.br-Play games of ping pong, horse shoes, and board games at the house. Sports equipment, including fishing rods, are provided for your use.br-Browse the internet and watch movies (or 100+ TV Channels) on one of the many new smart flat screen TVs.brbrThe house features a covered, screened-in porch overlooking the water. The back porch and upper level deck off the Second Owner's Suite provides beautiful views of the tranquil Mitchells Creek, right off the Choptank River. The front porch overlooks the two ponds at Juniper Cove. The house is newly funished and professionally decorated.brbrThe Shore offers plenty of options for guests seeking adventure beyond Juniper Cove. Kayak, bicycle, or hike through the magnificent Blackwater National Wildlife Refuge. Pack a picnic and enjoy the family-friendly atmosphere at Layton's Chance Vineyard and Winery. Break a sweat cycling the Ironman Loop on the same course as Eagleman triathletes. Visit charming downtown Cambridge to enoy fresh seafood, craft drinks, and sweet treats.brbrProperty Details:brbrFull-Equipped Kitchen. Cooking meals is a delight in our fully-equipped Gourmet Kitchen featuring luxury countertops, stainless steel appliances, dinnerware, cookware and serviing pieces. The house is equipped with a Nespresso machine, drip coffee maker, electric kettle, and blender. Gas BBQ and outdoor table are located on the rear deck for your use.brbrFirst Owner Suite (In-Law Suite). Guests staying in the First Owner Suite will enjoy views of the water from the sitting area. The First Owner Suite Bedroom features a Queen Bed, en-suite bathroom with shower, and smart flat screen TV. The First Owner Suite Sitting Area has a separate Queen Sleeper Sofa, smart flat screen TV, and kitchenette. The First Owner Suite is conveniently located on the ground floor to allow multi-generational gatherings.brbrSecond Owner Suite. Guests staying in the Second Owner Suite will enjoy views of the water from the upper level. The Second Owner Suite features a King Bed, gas fireplace, smart flat screen TV, closet, large glass-enclosed shoer, and a soaking jetted tub. The Second Owner Suite includes its own private deck overlooking the water.brbrThird Bedroom. The expansive Third Bedroom features a King Bed, Queen Sleeper Sofa, Twin Bunkbed, and smart flat screen TV. This bedroom enjoys views of the two ponds at Juniper Cove.brbrFourth Bedroom. The oversized Fourth Bedroom features a Queen Bed, smart flat screen TV, and walk-in closet.brbrSitting Room. The Sitting Room provides additional sleep space with a Queen Sleeper Sofa.brbrFamily Room. The Family Room features a large sectional sofa, smart flat screen TV, and gas fireplace.brbrLaundry Room. Includes front-loading water and dryer.brbrHouse is on the cycling course for IRONMAN Races.brbrPool is open from May 1st until November 1st; weather permitting.brbr7-person hot tub off rear deck open year round. Pets permitted on a case-by-case basis with a pet fee.brbrMust be 25 years or older to rent. June - August rentals are generally Friday- Friday with a five-night minimumbrbrInquire about mutiple week discounts.

Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$656.07

Experience a peaceful waterfront retreat on Maryland’s eastern shore at this stunning Cambridge vacation rental! Complete with incredible indoor and outdoor spaces, this renovated 4-bedroom, 2.5-bath home has everything needed for your next family getaway — including a private dock and kayaks! When you’re not out on the water, explore downtown Cambridge and learn about the town’s rich maritime history. After, fire up the grill for dinner and enjoy a family game night around the dining table!brbr-- THE PROPERTY --brbr2,400 Sq Ft | Recently Renovated | Furnished Deck w/ Water Views | Private DockbrbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed, Twin Bunk Bed | Additional Sleeping: Pack ‘n PlaybrbrHOME HIGHLIGHTS: Smart TV, multiple living spaces, gas & charcoal grills, luggage racks, 10-person dining tablebrFAMILY FUN: 2 Tandem Kayaks, 2 Single Kayaks, air hockey table, board games, outdoor gamesbrKITCHEN: Fridge, stove, dishwasher, coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, high chairbrGENERAL: Free WiFi, washer/dryer, keyless entry, central heating & A/C, complimentary toiletries, hair dryer, linens/towels, ceiling fansbrFAQ: 2 exterior security cameras (facing out), quiet hours (10:00 PM-sunrise)brSUITABILITY: 3 steps required to enter, single story brPARKING: Driveway (4 vehicles), free street parkingbrbr-- THE LOCATION --brbrWATER RECREATION: Hurst Creek (on-site), Sailwinds Park (4 miles), Long Wharf Park (5 miles), Choptank River Lighthouse (5 miles), Cambridge Yacht Basin (5 miles), Gerry Boyle Park (6 miles), Bill Burton Fishing Pier State Park (6 miles), Ferry Point Marina (6 miles), Blackwater National Wildlife Refuge (13 miles)brHISTORIC SITES + MUSEUMS: Heritage Museum & Gardens of Dorchester (4 miles), Harriet Tubman Museum & Educational Center (4 mile), Dorchester Center for the Arts (4 miles), Richardson Maritime Museum (4 miles), Spocott Windmill and Village (10 miles, Site of Harriet Tubman Childhood Home (10 miles), Harriet Tubman Underground Railroad National Historical Park (13 miles)brWINERIES + BREWERIES: RAR Brewing (4 miles), Layton’s Chance Vineyard & Winery (10 miles), Far Eastern Shore Winery (19 miles)brAIRPORTS: Baltimore/Washington International Thurgood Marshall Airport (80 miles)brbr-- 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 smoking or vaping of any kind allowedbr- No pets allowedbr- No events, parties, or large gatheringsbr- Please observe quiet hours from 10:00 PM to sunrisebr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera located at the front of the house facing toward the front yard and 1 located at the back of the house facing toward the backyard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motionbr- NOTE: The property requires 3 steps to access the entrance

Waterfront Retreat < 4 Mi to Dtwn Cambridge!

Cambridge, Maryland, United States

Bed

Bath

Sleeps

$595.37

Waterfront Home w/ Private 150’ Pier | Kayaks | Paddleboard | Bikes | Yard Games | Family-FriendlybrbrThis waterfront vacation rental is located on the Choptank River, with private shoreline access and a 150-foot private pier. Guests enjoy water views from most rooms, direct access to the pier, and a peaceful waterfront setting ideal for families, groups, and extended stays.brbrThe home is a renovated 1920s bungalow that combines classic coastal charm with modern amenities. Its location makes it ideal for guests searching VRBO’s map-based waterfront listings.brbr⸻brbrWaterfront Location & Outdoor Recreationbr • Waterfront property with direct water accessbr • Private 150’ pier for fishing, crabbing, kayaking, and relaxingbr • Three kayaks and one paddleboard available for guest usebr • Waterfront seating areas and shoreline accessbr • Sunrise and sunset water viewsbr • Quiet residential waterfront settingbrbr⸻brbrOutdoor Fun & Equipment IncludedbrbrGuests have access to a variety of on-site outdoor recreation, making it easy to enjoy the property without leaving:br • Five adult bicyclesbr • Yard games including cornhole, spikeball, frisbee, and croquetbr • Huge yard space for games and relaxationbr • Direct water access for paddling and kayakingbrbr⸻brbrInterior Living SpacebrbrThe home features an open-concept living, dining, and kitchen area with high ceilings and water views. The living room includes a 55” smart TV with streaming services.brbrTwo four-season sunrooms provide additional living and dining space with direct water views, allowing guests to enjoy the waterfront year-round.brbr⸻brbrKitchen & DiningbrbrThe renovated kitchen is fully equipped for family meals and group stays, with ample cookware, dishes, and serving items. A stocked pantry and spice cabinet support longer stays. Dining options include a high-top dining table and a waterfront sunroom.brbr⸻brbrBedrooms & Sleeping Arrangementsbr • 4 bedrooms totalbr • 3 bedrooms with queen bedsbr • 1 large bunk room with two sets of bunks (sleeps 4)brbrThis layout is ideal for families, multi-generational groups, and guests traveling together.brbr⸻brbrFamily-Friendly & Work-Ready Amenitiesbr • High-speed internetbr • Printerbr • Pack-and-play with sheetsbr • High chairbr • Baby bathbrbr⸻brbrIdeal Forbr • Waterfront family vacationsbr • Groups seeking direct water access and on-site recreationbr • Guests searching VRBO map-based waterfront rentalsbr • Extended stays and remote workbrbrThis home offers what map-based searches prioritize most: true waterfront location, private pier, water views, and included outdoor activities, all in a comfortable, well-equipped setting.brbrLove the outdoors Relax on the back patio with friends and family. Enjoying grilling out Use the gas or charcoal grill for your entertainment. Don't feel like cooking, just head downtown (1 mile) and enjoy an assortment of restaurants. It is only a few short minutes via a bike ride or about 10-15 minutes to walk to down town. brEnjoy the fire pit in the back yard and hang out with friends and family; wood provided. Want to relax sitting by the water We have a picnic table and Adirondack chairs out front and plenty of extra chairs to take down to the waterfront deck and new pier as well. After a day in the sun, enjoy the outdoor shower with hot/cold water available April-Oct. (shampoo and soap provided) brAre you the adventurous outdoorsy type This house comes with 3 kayaks, 2 paddle boards, 5 bikes, life jackets and an assortment of lawn games. brIf you're needing additional Kayaks, paddle boards, bikes (children's or adults), Strollers, pack n plays, etc. just ask for details. We have extra equipment for your rental use. Rent a mini sailboat sunfish or rowboat Just ask for details. Would you like to take a day trip to Ocean city, Fenwick or Assateague and don't want to haul the equipment from your home We have you covered... Just ask about our beach equipment rental packages (includes: chairs, towels, cooler, umbrellas/anchor, boogie boards, skim boards. etc) Enjoy your day out without the hassle). Want to try your hand at fishing out front on your own private pier We have plenty of fishing eqpt for your rental use. Let us know what you're interested in prior to your stay!!!brbrWe are here to make your vacation or gathering extra special! Come relax, recharge and make memories.brbr*This property has two ring doorbells in use at the property as well as motion sensors in “off limit” areas. All guests must sign a waiver form prior to stay, or reservation will be canceled.

The Water's Edge Rental Cambridge, Md - sleeps 10, 4 bedrooms

Cambridge, Maryland, United States

Bed

10

Sleeps

Exceptional(3)

$789.7

The perfect location for an easy getaway in any season. The home is across the street from the IRONMAN Maryland finish line! brbrOverlooking Cambridge's stunning marina and yacht club, this impressive 3BR 2BA vacation home provides the perfect balance of historic charm and modern upgrades! The ideal location for a weekend getaway or extended stay!brbrUpdated with a modern kitchen, stainless appliances, stylish furnishings, a dining room, and washer/dryer, this spacious home has it all. Enjoy morning coffee or evening cocktails on the brand new mahogany wrap-around porch as you look out over the marina and yacht club. The home also features a charming back deck right off the kitchen complete with dining table, chairs, and umbrella. High-speed internet and upgraded TVs in the living room, kitchen, and master bedroom ensure that guests can catch up on the news or watch a movie. There is even a cozy gas wood stove in the living room, perfect for visits in cooler temperatures!brbrThis location offers a beautiful view of the Choptank River and an easy four-block walk into historic downtown, where popular restaurants, pubs, shops, and a vibrant arts scene await.brbrAs mentioned, the home is across the street from the IRONMAN Maryland finish line and is an ideal spot for visitors to the Blackwater National Wildlife Refuge. It also offers the perfect location for boaters looking for an on-shore property during their visit. Visitors are encouraged to see the Harriet Tubman Underground Railroad Visitor Center, just 20 minutes away, or take a drive through history on the Harriet Tubman Underground Railroad Byway, a self-guided, scenic driving tour. Easton, MD is an easy 20-minute drive, for visitors to Plein Air Easton in July and the Waterfowl Festival in November. Historic St. Michaels is an easy 25-minute drive.brbrThe perfect location for an easy getaway in any season, this home is positioned in the family-friendly, walkable Cambridge Historic District. A rare vacation opportunity. Book your stay today! brbrCity of Cambridge Short-Term Rental Permit PR-594br

Gorgeous retreat across from yacht club, the Choptank, and IronMan finish line!

Cambridge, Maryland, United States

3

Bed

2

Bath

6

Sleeps

$436

There are two houses on the property. In June of 2015 we completed a full and total re-build of the carriage house and are back up and running on VRBO. Since retiring in 2014, Clarissa and I are living full time in the house and you may see us from time to time, but the carriage house 'cottage' has been designed to be a get-away that is comfortable, elegant, private, cozy and memory making. It is perfect for families, couples, and or friends just wanting to spend some time together. It is far enough away from civilization to enjoy the water, sky, trees and wildlife, without being entirely out of touch. You are in short driving distance to Cambridge, Easton, St. Michaels, and Salisbury, or Ocean City for lots of day-trip entertainment. For nature lovers, we are near the Blackwater Refuge for kayaks or canoes. For hunters, this is an area sought after by those interested in ducks, geese, deer, turkey and others. For golfers, there is one nearby golf course and plenty of varied and highly-rated local restaurants. brbrIf you’d rather just stay on the property in a quiet, secluded natural arena, you can enjoy boating, kayaking, fishing, crabbing (right from the pier), swimming, walking, biking, sitting with your favorite folks, or holding down the hammock with a good book. In cool or rainy weather, there are games, books, internet and TV. The house is designed for entertaining, with a brand new kitchen equipped with plenty of cooking paraphernalia, and the living space is conducive to easy conversation and lots of comfortable seating.brbrThere are two different areas for dining, inside or under the pergola, all in view of the Brooks Creek/Choptank vista. It is perfect for a family to get reacquainted or a romantic getaway. We provide the ambiance, you provide the fun!brbrLiving room with 42' flat screen TV, dining room, bathroom and kitchen, two with queen beds and a third with a full size bed, and a loft with two twin-sized beds. separate 15 x 12 pergola with slate flooring, adirondacks, fireplace and dining seating for four. The pier can handle motorboats, canoes, or rowboats. Four kayaks are available. Linens and paperware provided along with all kitchen equipment and dining ware.

Cottage

Family and Pet-Friendly, Waterfront with Pier

Cambridge, Maryland, United States

Bed

Bath

8

Sleeps

$1964.78