Vacation Home Rentals By Owner In Cambridge, MD

$369.94

Luxury on the river, steps to downtown &boat ramp!

Cambridge, Maryland, United States

Beautifully crafted 1915 Sailmakers home nestled perfectly off the choptank harbor. Newly renovated with stunning appointments, you and guests will be transported back in time to the golden era of Maryland ship building and innovation. A short walk from several restaurants, public beach, historic downtown, and Harriet Tubman museum. Make your family memories in beautiful Cambridge Maryland!brbrEnter this beautifully appointed in town home through its front door and you are greeted warmly by it's old world craftsmanship. The stunning living room to the right of the foyer has high ceilings, wood flooring, wide crown molding, and chair rails. To the left of the foyer is the dining room with high ceilings, wood flooring, wide crown molding, and chair rails for gatherings and entertainment. The rear of the home is a nicely appointed kitchen with stainless steel appliances, including under the counter washer and dryer. Easy access to the first-floor primary bedroom is just off the living room and kitchen, and the primary bath with a modern tile shower and floor, and vanity, are practical and nicely finished. As you re-enter the foyer, you can immediately head up the steps to another well-appointed bath with a tub/shower combination, custom sink/vanity and tile flooring—the remaining three bedrooms round out this cozy home.brbrLocated directly across the street is the Maritime Museum. Tour the revitalized tall ships, crabbing boats, and steamers that made the Chesapeake what it is today. brbrThe home is a short 3 minute walk to the public boat ramp and free public pier!brbrThe beautiful Sailwinds Park is located just a short 2 minute drive (less than a 10 minute walk) from the house, offering public access to a beach, restrooms, playground, and a paved walking path.brbrAnother short 2 minute drive over the Cambridge Creek will bring you to a vibrant entertainment district with a number of cafes, restaurants, bars, shops, and the Harriet Tubman Museum.

4

Bed

2

Bath

10

Sleeps

$808.75

/ Nightly

Private Vacation Home

Memorial Day & Eagleman & Ironman Cozy 2BR Home near water+Fenced in back yard

Cambridge, Maryland, United States

Stay comfortably in Cambridge at this 2-bedroom house. The bedrooms feature a queen bed and a full bed, perfect for a restful night. Guests can unwind in the delightful living room, which includes a large sectional couch that is wide as a twin bed and can sleep 2 comfortably for extra sleeping space. The bathroom offers a relaxing bathtub and shower to soak away the day. With heating and air conditioning, the house stays comfortable year-round. Beautiful fenced backyard perfect for relaxing. Outdoor space includes a fire pit, grill, cornhole, kayaks, outdoor dining area, comfortable seating, Fresh linens and towels are provided, just bring your bag and enjoy your stay. Whether you’re relaxing indoors or planning your next adventure, this serene retreat provides a fantastic base. We're happy to assist with any questions while you stay at our house.

Bed

Bath

Sleeps

$1401.38

/ Nightly

Private Vacation Home

Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18

Cambridge, Maryland, United States

Choptank oasis offers the perfect Eastern Shore experience: 200' pier great for crabbing and fishing, river kayaking/canoeing, pool for day or night swimming, bike riding in Shore country, and plenty of outdoor space for great games of tag, croquet or whatever your heart desires. BBQ and steam crabs outside on the deck. Inside entertainment includes pool table, gaming, and ping pong. WEDDINNGS ARE NOT ALLOWED.brbr

5

Bed

5

Bath

18

Sleeps

$952.94

/ Nightly

Private Vacation Home

Chesapeake Bay Retreat

Cambridge, Maryland, United States

Chesapeake Bay Retreat offers a tranquil escape on the Bay with stunning sunsets and ocean liner views. Guests will enjoy a heated pool, kayaking, grilling, bonfires, and traditional Chesapeake activities like fishing & crabbing. The 22 ½ acre estate offers wildlife featuring deer, turkeys, and eagles. Comfortable accommodations for 16+ include TV rooms and private bathrooms. Nearby restaurants, and a public boat launch enhance the experience. The retreat delivers endless relaxation & adventurebrThe spacebr**UNDER NEW MANAGEMENT**brbr22 1/2 acre Chesapeake Bay estatebrbr475' shorelinebrbrHeated PoolbrbrOutdoor BarbrbrPaved drivewaybrbrNew furniture indoor and outbrGuest accessbrThe entire property is for you use and enjoymentbrOther things to notebr-Spectacular Sunsets and Scenic ViewsbrbrNestled along the serene shores of the Chesapeake Bay, this Retreat offers an idyllic escape from the hustle and bustle of everyday life. The picturesque waterfront property promises an unforgettable experience with its stunning amenities and breathtaking views.brbrOne of the retreat's most enticing features is its amazing westerly sunsets, providing a spectacular display of colors over the horizon each evening.brbrGuests will also enjoy breathtaking views of the grand ocean liners as they navigate the waters of the Chesapeake Bay, creating a perfect backdrop for relaxation and reflection.brbrYou can enjoy all from scenic balcony or from the newly installed dock.brbrbr-Endless Activities and AmenitiesbrbrChesapeake Bay Retreat is a haven for fun and adventure, offering a plethora of activities and amenities to suit every preference, kids and adults alike:brbr** Heated Swimming Pool: Dive into the refreshing waters of the pool, ideal for both relaxation and exercise.br** Kayaks: Explore the bay at your leisure with the kayaks provided, offering a unique opportunity to connect with nature.brbr** Grilling and Bonfires: Savor delicious meals grilled to perfection and unwind by the warmth of a crackling bonfire under the stars.brbr** Fishing & Crabbing: Engage in the traditional Chesapeake Bay pastime of fishing and crabbing, promising both excitement and a delicious reward. All can be experienced from the 125' long pier and new dock.brbr** Wildlife & Sightseeing: Engage nature’s serenity, just in the front yard, of this 22 ½ acre estate. You will be able to see deer (whitetail and the elusive Sika), turkeys, eagles, and so many more.brbrbr-Comfortable Guesthouse AccommodationsbrbrThe guesthouse at the retreat is designed for comfort and convenience, providing a cozy sanctuary for up to six guests.brbrIt includes a TV room perfect for relaxation and entertainment, along with a private bathroom for added comfort.brbrbr-Your Perfect Getaway AwaitsbrbrChesapeake Bay Retreat is more than just a vacation spot—it's a destination where tranquility and adventure coexist harmoniously. Whether you're seeking solitude or excitement, this waterfront paradise is sure to deliver an unforgettable experience making all of your wonderful memories even more nostalgic.

Bed

Bath

Sleeps

$728.5

/ Nightly

Private Vacation Home

Waterfront Cambridge Home: Pool & Dock!

Cambridge, Maryland, United States

Find your slice of paradise at ‘Hudson Creek Retreat,’ a 4-bed, 4-bath Cambridge vacation rental. This family home offers a boat dock with kayaks and canoes, making it the ideal space for those craving time on the water. Spend your days by the pool or dip your toes in the creek while soaking up the idyllic views. Fire up the gas grill and indulge in a backyard BBQ, then roast s'mores around the fire pit for dessert! For more to do, visit the Harriet Tubman Museum and St. Michaels Winery.br-- THE PROPERTY --brFire Pit (Wood Provided) | Wildlife Viewing On-Site | Sunset Views | Separate Suite w/ KitchenettebrBedroom 1: Queen Bed | Bedroom 2: 2 Full Beds | Bedroom 3: 2 Twin Beds | Bedroom 4: Queen Bed | Loft: Queen Bed brOUTDOOR LIVING: Heated pool, boat dock, 2 canoes & 3 kayaks, gas grill, deck & patio, garden area, pool toys & beach towelsINDOOR LIVING: Wood-burning fireplace (wood provided), Smart TVs, board games & books, piano, dining table, jetted tubKITCHEN: Dishwasher, oven, refrigerator, drip coffee maker & stovetop espresso maker (coffee, tea & sugar provided), microwave, Crockpot, toaster oven, blender, ice maker, cooking basics, complimentary spices, dishware & flatwareGENERAL: Free WiFi (laptop friendly), mini-split A/C & heating, washer & dryer, laundry detergent, iron/board, linens/towels, hair dryer, trash bags & paper towelsFAQ: Homeowner on-site (separate unit) w/ shared drivewayACCESSIBILITY: 2-story home, steps to enter, 1st-floor bedrooms & full bathroom, interior steps between roomsPARKING: Shared driveway (6 vehicles), no garage accessbr-- THE LOCATION --brAREA ATTRACTIONS: Long Wharf Park (10 miles), RAR Brewing (10 miles), Choptank River Lighthouse (10 miles), Marsh Edge Trail (19 miles)GOLFING: River Marsh Golf Club (12 miles), Hog Neck Golf Course (30 miles), Links at Perry Cabin (38 miles)MUSEUMS: Harriet Tubman Museum and Educational Center (10 miles), Oxford Museum (27 miles), The Water's Edge Museum (27 miles), St Michaels Museum (36 miles), Tilghman Watermen's Museum (48 miles)AIRPORT: Baltimore/Washington International Thurgood Marshall Airport (89 miles)br-- REST EASY WITH US --brEvolve 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.br-- POLICIES --br- No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in- NOTE: The garage is not available for guest use- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay. The driveway is shared- NOTE: This 2-story home requires steps to enter. There is a bedroom/full bathroom on the 1st floor, however, there are some interior steps between rooms and additional stairs are required to access the remaining bedrooms/full bathrooms

Bed

Bath

Sleeps

$339.02

/ Nightly

Private Vacation Home

Spacious, pet-friendly 3-bedroom home

Cambridge, Maryland, United States

Escape to this updated, single-level home with 3 bedrooms, a separate office (with doors), high-speed wifi, a large FENCED-IN backyard (very pet friendly!) and a patio with picnic table. * Book for a week or more and save 20%! * Gas fireplace, fully-equipped kitchen, washer/dryer and easy, off-street parking. Two blocks to the river and park, great for bikers, runners and kayakers. Garage can be made available for safe equipment storage. Upgrades — 2021: SureCell phone signal booster, 2 new TVs. — 2022: New stove, new roof!

Bed

Bath

Sleeps

$1283.81

/ Nightly

Private Vacation Home

Waterfront Home w/ Stunning Views, Deepwater Dock, Pool, HotTub, Kayaks & More

Cambridge, Maryland, United States

Escape to your private waterfront retreat in this 4,500 sq. ft. luxury home just off the Choptank River. Floor-to-ceiling windows and open water views greet you from nearly every room, creating the perfect setting to relax and recharge.brbrYou’ll enjoy a saltwater pool (seasonal), year-round hot tub, and a private dock for endless waterfront fun. Explore the river with provided kayaks and SUPs, hop on bikes to tour the area, or enjoy a true Eastern Shore experience by crabbing right off the dock!

Bed

Bath

Sleeps

$349.44

/ Nightly

Private Vacation Home

Aurora Blue - A Stylish Experience

Cambridge, Maryland, United States

Stylish experience at the centrally located retreat. New owners purchased East and renovated the entire home both inside and out. Enjoy the close proximity to the Chop Tank River and Cambridge Creek, Rt. 50, and the downtown area. The owners have renovated and furnished this house with all top-of-the-line, brand new, modern appliances, furniture, and amenities.

Bed

Bath

Sleeps

$530.57

/ Nightly

Private Vacation Home

New, Intown Waterfront Townhome wPool & Location!

Cambridge, Maryland, United States

Summary:brPerfect, large property for an extended, family or group stay at this superb Chesapeake retreat -- part of a gated, waterfront community with a pool, marina, and boardwalk situated right on the Cambridge waterfront.brbrDowntown Shops & Restaurants - 5 min walk!brSailwinds Park and Marina - 10 Min WalkbrRichardson Maritime Museum - 9 Min WalkbrHarriet Tubman Visitors Center - 10 Min DrivebrBlackwater National Wildlife Refuge - 10 Min DrivebrbrThe Space:brThe perfect combination - a newly-built 3-bedroom, 2.5 Bath Waterfront oasis on the Choptank; literally walking distance from all of the great restaurants, parks and shops! The home is right in the midst of the famous & charming Historic Cambridge-- one of the most beautiful pre-Civil-War towns and the origin of the famous Underground Railroad. brbrThis townhome is ideal for families and friend groups. The waterfront retreat boasts a scenic patio, tastefully decorated living area with high ceilings, and free bikes and kayaks for your personal use.brbrOutdoorsy in Cambridge We're ideally located in the epicenter of crabbing, fishing, boating, swimming, great golf, day trips and more. This property has all the charm and freshness of a hotel at a fraction of the price. Come be our guests!brbr☆☆ HIGHLIGHTS ☆☆brbr✹ 3 bedrooms; 1 king, 2 queens, 1 sofa bedbr✹ 2.5 bathrooms; complimentary toiletries providedbr✹ Large kitchen w/ stainless appliancesbr✹ River viewbr✹ 2 indoor living areas w/ comfortable seatingbr✹ Free wifi + Smart TVsbr✹ Great for remote workersbr✹ Central air conditioning + heatingbr✹ In-suite washer + dryerbr✹ Private patiobr✹ Bikes + kayaks providedbr✹ Waterfront locationbr✹ Free garage + street parkingbr✹ Access to a community pool (seasonally)br✹ Quiet neighborhoodbr✹ Flexible check-in + check-out upon requestbrbrEager to Read More brbrHere Are A Few Kind Words From Our Previous Guests:brbr“Enjoyed a weekend stay for a nearby conference. The house is a lovely as pictured. Brandon was a great host providing clear check-in and check-out instructions. Would definitely recommend or stay again.” - Emeraldbrbr“We had a great stay! The house was beautiful, spotlessly clean, and had every amenity we could have needed. The wi-fi was strong enough for us to both work with ease when we needed to, and the TV and comfortable couch in the living room was a great way to relax and unwind at night. It has a garage which is very convenient to use when entering/exiting the house. We'll certainly stay here again the next time we're in Cambridge! It was a wonderful experience and I recommend this house very highly!” - Nayarabrbr“This vacation home is truly perfect! Our family stayed here for a week and we just didn't want to leave! This is the first time the whole family has traveled together since the pandemic, and we could not have asked for a better setting, more enjoyable trip, or a more accommodating host. The house is in a great location, with views of the water from inside, and the sunset views are stunning. The home has all the amenities one could possibly need while on vacation and is tastefully and cozily furnished. We prepared most of our meals in the spacious and well-equipped kitchen. We had a great time visiting the Harriet Tubman Museum and the Blackwater National Wildlife Refuge. I'm looking forward to returning to this house. Brandon had been a wonderful host before, during, and after our trip! THANK YOU FOR THIS AMAZING EXPERIENCE!” - Rosebrbr★★ BEDROOMS ★★brThis beautiful home has three spacious bedrooms, each on the second floor with comfortable bedding and thoughtful decor, so you can enjoy a quiet retreat at the end of a busy day.brbr✹ Primary bedroom: King-sized bed, Smart TV, walk-in closet, ensuite bathroombr✹ Second bedroom: Queen-sized bedbr✹ Third bedroom: Queen-sized bedbrbr✔ Pull-out queen-sized sofa bed in the living roombrbr★★ BATHROOMS ★★brThis home features two full bathrooms on the top floor as well as a half bath on the main floor. Each bathroom is sparkling clean and features all the modern amenities that you’ll need during your stay.brbr✹ Primary ensuite bathroom: Separate double vanities, walk-in showerbr✹ Second full bathroom: Single vanity, shower/tub combinationbrbr✔ Fresh linensbr✔ Hair dryerbr✔ Shampoo, conditioner, and body wash providedbr✔ Washer and dryerbr✔ Ironbrbr★★ KITCHEN & DINING ★★brOn the first floor, you’ll find the charming full kitchen. This state-of-the-art space is the perfect place to whip up meals for the whole family when you’re not trying restaurants in historic downtown. The open-concept layout makes it easy to socialize with your whole group while chopping up veggies. When you’re ready to eat, there’s a large dining table adjacent to the kitchen and additional space at the kitchen island.brbr✔ Fully-equipped kitchenbr✔ High-end appliancesbr✔ Sleek white countertopsbr✔ Bright and modern coastal decorbr✔ Keurig + drip coffee machinebr✔ Kitchen island with seating for fourbr✔ Contemporary dining table for eightbrbr★★ LIVING ROOM ★★ brThe stylish main living area boasts high ceilings, plenty of natural light, and comfortable seating, so your group can enjoy a relaxing sanctuary after a day on the river. If you can’t agree on what to watch, you’ll find a second living area on the ground floor with a Smart TV and a sectional sofa, so your group can spread out.brbr✔ Flat-screen Smart TVbr✔ Sectional sofa and two chairsbr✔ Free wifibr✔ Elegant and relaxing decorbr✔ Central heating and air conditioningbr✔ Downstairs living area with a sectional sofa and a Smart TVbrbr★★ OUTDOOR SPACE ★★brEnjoy some fresh air on the small outdoor patio or use the free bikes and kayaks provided to enjoy the surrounding nature. You can also enjoy access to the community pool, open seasonally.brbr✔ Small back patiobr✔ Free bikes and kayaks in the garagebr✔ Access to the community pool, typically open from Memorial Day to Labor Day (days subject to change depending on weather)brbr★★ ACTIVITIES/ATTRACTIONS ★★brThis home is ideally located near many top attractions, so your group can enjoy outdoor activities, educational museums, or iconic landmarks during your stay.brbr✔ Harriet Tubman Underground Railroad Visitor Center: Located just a short drive away, the Harriet Tubman Underground Railroad Visitor Center is an educational and immersive experience that tells the story of Harriet Tubman and the Underground Railroad.br✔ Blackwater National Wildlife Refuge: A haven for nature enthusiasts, the Blackwater National Wildlife Refuge is a short distance from your location. br✔ Richardson Maritime Museum: Located in downtown Cambridge, the Richardson Maritime Museum is a great place to learn about the rich maritime history of the region. br✔ Choptank River Lighthouse: Visit the Choptank River Lighthouse, an iconic symbol of Cambridge. Take a guided tour to learn about its history and enjoy beautiful views of the Choptank River.br✔ Sailwinds Park: Just a short distance from your location, Sailwinds Park is a scenic waterfront park offering various recreational activities.brbrAll these activities and more are within your reach when you book with us!brbr★☆ Book Today & Let Us Take Care Of You In Cambridge! ☆★brbrGuest Access:br✹ GENERAL: Guests can enjoy full access to the entire home. brbr✹ PARKING: Free private parking is available in the garage as well as free street parking.brbr✹ WORK FROM HOME: There is free wifi available throughout the home. You can work at the kitchen counter or around the dining table when you’re not eating.brbr✹ FAMILY: Traveling with little ones We’ve got you covered with a Pack ’n play/travel crib upon request.brbr✹ PETS: We have a no-pet policy.brbrDon’t hesitate to reach out with any questions - we look forward to hosting you!brbrThe Neighborhood:brProperty is inside a gated community with a pool, marina, and boardwalk along the Cambridge Waterfront, all situated a few blocks from downtown, and central to all that the Chesapeake offers.brbrGetting Around:brStroll to downtown. Easy access to the gated community right off Route 50. Drive, bike, or easy walk to the downtown area restaurants, shops and parks just a few blocks away. A car is helpful as so many great, area attractions are a short drive away.brbrOther Things to Note:br✹ Self-check-in is a breeze using the Smart Lock. A code will be provided prior to arrival.brbr✹ Rental Agreement: To ensure a smooth and enjoyable stay for all, guests will be required to sign a short rental agreement prior to check-in. Details of the agreement will be provided upon booking confirmation.brbr✹ Please let us know if you would like an earlier check-in or later check-out and we will do our best to accommodate you.brbr✹ No parties allowed.brbr✹ A $200 fee will be charged for violating the house rules, specifically for hosting parties, events, or celebrations, or for failing to observe quiet hours between 10 PM and 8 AM, as these policies are in place to ensure the comfort of all guests and maintain a peaceful environment for the neighborhood.

Bed

Bath

Sleeps

$784.4

/ Nightly

Private Vacation Home

Goose landing Waterfront Delight! Lee Creek Farm is a vacation oasis!

Cambridge, Maryland, United States

Goose Landing! Bring the entire family! Inground Pool, Kayaks, canoes, fire pit, ping pong all in a country setting! - The family dog is welcome too! brBring all your gear - Sitting on over 27 acres and 1000 feet of shoreline, Goose Landing is the perfect family getaway! Catch your own Maryland Blue Crabs right off the pier and cook them up for a feast! Fish from the property, or simply relax by the firepit and watch the sunset with a cold beverage. brAlso close to great attractions such as the Blackwater National Wildlife Refuge, Chesapeake Hyatt and only a 1 hour drive to Ocean City. This property is the perfect getaway from the hectic life we all live. brThe home is a open floor plan with a large modern kitchen, open living area and a beautiful screened in porch to enjoy dinner while taking in the waterfront view and the sounds of geese honking and the full display of mother nature. There's even a Orange Crush machine for cocktails!brThe home offers an amazing waterview from most of the rooms in the house. Nestled down a long lane and on the Water, this property offers solitude from everyone and everything! This property is also set up for wheelchair accessibility if so needed, including the showers and bathrooms.br It's like having your own private retreat. So come enjoy an amazing getaway at Goose Landing, you won't regret it!

Bed

Bath

Sleeps

$329.48

/ Nightly

Private Vacation Home

New listing! Riverside Retreat on the Choptank River

Cambridge, Maryland, United States

Welcome to your dream vacation in the historic city of Cambridge, Maryland! This charming well appointed Riverview rental is the perfect home base for exploring all that this fascinating city has to offer. With its rich history, vibrant culture, and stunning natural beauty, Cambridge is an ideal destination for relaxation and exploration. Within walking distance to great restaurants, shopping, marinas and a historic downtown area that will both entertain and delight you!brCome stay and enjoy the culture, amazing seafood and explore what nature has to offer. This well appointed historic home will dazzle you with interior detail. So book now and enjoy the Eastern Shore at it's best!

Bed

Bath

Sleeps

$256.11

/ Nightly

Private Vacation Home

Cheerful three-bedroom Cottage

Cambridge, Maryland, United States

Introducing River Light Cottage, the perfect escape in historic Cambridge, Maryland! A short walk from downtown shops and restaurants, River Light Cottage is the perfect jumping off point for all Eastern Shore adventures.

Bed

Bath

Sleeps

$627.63

/ Nightly

Private Vacation Home

Waterfront Retreat w/ Fire Pit, Porch & Fresh Eggs

Cambridge, Maryland, United States

Across from Marina! Perfect for IRONMAN spectators and athletes - enjoy private views of the run course and easy access to the finish line festivities.brbrExperience the best of Cambridge at this beautiful home nestled between the waterfront and downtown area. You’ll be close to the action and enjoy the seafood and history. From sun-drenched living areas to a functional kitchen and a screened porch for evening drinks, this 3 bedroom + bonus room has it all.brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbr- Bedroom 3: 1 twin bedbr- Bonus Room: 1 queen bedbrbrINDOOR LIVINGbr- Smart TVs (Flat screen)br- Dining table, kids' table & chairs, high chairsbr- Kid's toys, books & climbing wallbr- Peloton bikebrbrOUTDOOR LIVINGbr- Deck & front porch w/ river viewsbr- Fenced-in yardbr- Patio w/ fire pitbr- Gas grill & wood-burning smokerbr- Firewood providedbr- Screened-in porch w/ dining tablebr- Chicken coopbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig K-Duobr- Blender, toaster, microwavebr- Cooking basics, dishware & flatwarebr- SpicesbrbrGENERALbr- Free WiFibr- Electric A/C (3 units) & gas heating, ceiling fansbr- Washer/dryer, iron & boardbr- Linens & towelsbr- Complimentary toiletries, hangersbr- Keyless entrybrbrFAQbr- 2 exterior security cameras (facing out)br- Quiet hours (9:00 PM-8:00 AM)brbrACCESSIBILITYbr- 3 steps for entry, 2-story homebr- 2 bedrooms, 1 full bathroom & bonus room on 1st floorbrbrPARKINGbr- Gravel driveway (3 vehicles)br- Trailer/RV parking allowedbrbr-- THE LOCATION --brbr- Waterfront home across the street from Long Wharf Park, Marina, Lighthouse & Cambridge Yacht Clubbr-10 minute walk to downtownbr- 0.6 miles to the Harriet Tubman Museum and Educational Centerbr- 0.9 miles to Gerry Boyle Park at Great Marshbr- 3 miles to Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marinabr- 12 miles to the Blackwater National Wildlife Refuge Visitor Centerbr- 39 miles to Salisbury Regional 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- Please observe quiet hours from 9:00 PM to 8:00 AMbr- 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 3 steps for entry; the 1st floor features 2 bedrooms, a bonus room, and 1 full bathroombr- Your safety matters. This property features 2 exterior security cameras: camera 1 is in the front facing the yard, and camera 2 is in the back facing the backyard. The cameras do not look into any interior spaces. They record video and sound when motion is detected

Bed

Bath

Sleeps

$443.08

/ Nightly

Private Vacation Home

Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.

Cambridge, Maryland, United States

Welcome to Choptank Riverside Retreat, your peaceful escape in historic Cambridge, MD. Designed for rest and rejuvenation, this serene waterfront home invites you to slow down and enjoy the simple pleasures—like morning coffee with river views, home-cooked meals in a fully equipped kitchen, or a quiet day spent exploring town or relaxing indoors.brThe spacious living area includes three comfy sofas, a Smart TV, and board games, while three large bedrooms—featuring a king bed and five queens—provide plenty of room for up to 12 guests. Two full bathrooms offer spa-like touches for added comfort. Whether you're gathered around the island for breakfast or dining in style, this home has everything you need to relax and recharge.brAnd that’s just the beginning—Choptank Riverside Retreat also includes premium amenities like:brbrThe SpacebrThis spacious home comfortably sleeps up to 12 guests and features:br3 Large BedroomsbrBedroom 1: 1 King Bed + 1 Queen-size bunk bed, ensuite bath, walk-in closet, smart TV, private deck accessbrBedroom 2: 1 Queen-size bunk bed, full closet, HD TVbrBedroom 3: 1 Queen Bed, full closet, dresser, HD TVbrbr2 BathroomsbrPrimary ensuite with double faucet vanity and rainfall showerbrGuest bathroom with shower, adjacent to Bedrooms 2 & 3brOpen Living Areabr3 plush sofas, coffee table, Smart TV, board gamesbrDining area for 4 and breakfast island seatingbrbrModern KitchenbrFully stocked with cookware, utensils, dishes, mugs & glassesbrElectric range stove with built-in air fryer ovenbrCoffee maker (with coffee & tea provided), toaster, fridge/freezerbrWasher & dryer (with detergent provided)brbrOutdoor Fun on the EstatebrMake the most of your stay with exclusive access to:br✔ Private pier for fishing, crabbing, and boatingbr ✔ Fire pit with seating – perfect for s’mores and storiesbr ✔ Gas grill and outdoor dining patiobr ✔ Screened-in porch + 3 additional outdoor seating areasbr ✔ Biking, walking trails, and yoga/meditation spacesbr ✔ Mini-golf turf practice area, playground, and lawn gamesbr ✔ Optional golf cart & adult tricycle rentals for easy exploringbr ✔ Fish cleaning station, pedal boats, and a basketball hoopbr ✔ EV charger and parking for up to 4 vehiclesbrNote: Kayaks are not included, but local rentals are nearby!brbrLocal Spots & Travel TipsbrYou're only:br15 min from Harriet Tubman Underground Railroad Visitor Centerbr10 min from Blackwater Wildlife Refugebr5–7 min from downtown Cambridge, RAR Brewing, Snappers, and Blue Ruinbr3 min to River Marsh Golf Club at Hyatt Chesapeake Baybr12 min to Walmart & Food Lion for groceriesbr90 min from BWI Airport | 30 min from Salisbury Airport | 2 hrs from DCAbrbrLocal coffee shops nearby:brBlack Water Bakery – 6.5 mi / 11 minbrDunkin’ – 7 mi / 13 minbrbrWhy Guests Love Itbr✔ Peaceful private waterfront settingbr ✔ Loaded with fun family- and pet-friendly amenitiesbr ✔ Minutes from festivals, seafood, nature trails, and museumsbr ✔ Perfect for reunions, romantic getaways, fishing trips, and retreatsbr ✔ Personalized welcome guide and thoughtful touches throughoutbrbrEssentials & Extras Includedbr✔ Clean linens & towels for every guestbr ✔ Shampoo, conditioner, and body washbr ✔ Toilet paper (starter supply), dish soap, paper towelsbr ✔ Laundry detergentbr ✔ Self check-in via smart lockbr ✔ High-speed Wi-Fi – ideal for remote workbr ✔ Family-friendly extras: board games, high chair, Pack ‘n PlaybrbrCheck-In & Check-OutbrCheck-In: 3:00 PMbrCheck-Out: 12:00 PMbrbrWe’re available 24/7 via message to ensure a smooth and relaxing stay.brbrWhether you’re casting a line at sunrise, sipping wine by the fire pit, or exploring historic Cambridge, Choptank Riverside Retreat offers the ultimate Eastern Shore experience. Book now and start your unforgettable waterfront escape!

3

Bed

2

Bath

7

Sleeps

$2501.45

/ Nightly

Private Vacation Home

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

Cambridge, Maryland, United States

Discover the epitome of luxury at this 7-bedroom, 5.5-bathroom vacation rental in Cambridge. Boasting over 10,000 square feet of living space, this family-friendly home offers an indoor pool, an on-site dock, and a spacious outdoor area for unforgettable gatherings. Explore nearby attractions such as the Harriet Tubman Underground Railroad Park or Main Street. Whether you want to fish on the dock or relax by the pool, this home makes the perfect retreat for your Eastern Shore getaway.brbr-- THE PROPERTY --brbr10,333 Sq Ft | Family Reunion Friendly | Indoor Swimming Pool | 11 Mi to Downtown CambridgebrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: King Bed | Bedroom 5: 3 Queen Beds | Bedroom 6: King Bed | Bedroom 7: Twin Bed, Twin Daybed w/ Twin Trundle | Living Room: Sleeper Sofa | Den: Full Daybed | Game Room: Sleeper Sofa brbrINDOOR LIVING: Multiple spacious living rooms, Smart TVs, group-friendly dining tables, wet bar, fireplaces, game room w/ pool table, office space, DVD player, board games, books, stereo, indoor pool brOUTDOOR LIVING: Private dock, kayaks, bikes, spacious screened patio, outdoor dining table, hot tub, patio w/ fire pit, large deck w/ outdoor seating, swing set, huge unfenced yard, on-site water access, gas grill, outdoor speakersbrKITCHEN: Cooking basics, coffee maker, dishwasher, stove/oven, refrigerator, microwave, ice maker, toaster, dishware & flatware brGENERAL: Free WiFi, keyless entry, complimentary toiletries, linens & towels, in-unit washer & dryer, central heating & air conditioning, hair dryer, iron/board, trash bags & paper towels brFAQ: Stairs required for access brPARKING: Driveway (open parking), RV/trailer parking available on-sitebrbr-- THE LOCATION --brbrADVENTURE: Long Wharf Park (11 miles), Mid-Shore Fishing Club (12 miles), Salt Tale Charters (16 miles), Layton's Chance Vineyard & Winery (24 miles), Triple Creek Winery (34 miles)brSAIL AWAY: Bluewater Marina (12 miles), Ferry Point Marina (15 miles), Dickerson Harbor Boatyard (21 miles)brNATURE: Sailwinds Park (12 miles), Gerry Boyle Park (12 miles), Harriet Tubman Underground Railroad National Historic Park (20 miles), Blackwater National Wildlife Refuge Visitor Center (21 miles)brAIRPORT: Salisbury Regional Airport (50 miles), Baltimore/Washington International Thurgood Marshall Airport (91 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 smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property requires stairs to access

Bed

Bath

Sleeps

$1855.0

/ Nightly

Private Vacation Home

NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

Cambridge, Maryland, United States

Treat yourself to this unique waterfront retreat where you’ll enjoy stunning ocean liner views of the Choptank River from nearly every room and the waterfront pool, and you and your dearest ones can't help but make lifetime memories. This sumptuous home and extensive grounds are part of an historic Maryland estate that also boasts more than 4400 square feet of living space. Here, on land that was once part of the DuPont family’s Chesapeake Bay retreat, you’ll find ample room to spread out, fun activities to engage everyone in your party, and plenty of modern creature comforts. brbr brbrMost of the amenities at Blue Water Farm are oversized and overlook the mighty Choptank River, starting with the manor house on the water’s edge that boasts 7 bedrooms, 4 ½ baths, a large living room with fireplace, formal dining room and two kitchens. brbr brbrBedrooms:brbrManor House’s Main Wing: A massive master bedroom suite with its own fireplace and full bath also has picture windows on three sides, so you can choose to watch the morning waves, oystermen and osprey from bed or a corner chaise lounge. Two more spacious bedrooms are down the hall - the Riverview Room with king-sized brass bed and the Great Blue Heron room with queen bed. brbr brbrSouth wing: The Palm Suite has a queen bed, its own full bath and a 100-year-old magnolia tree outside. Upstairs, the Cedar Room resembles a roomy captain’s quarters with a queen-sized bed, and the sunny Bunk Room has beds for six. A full laundry and mudroom is down the hall. brbr brbrGuest house/party room:brbrTo add to your options for fun, a large guest house is perched on the waterfront just steps away from the main house, with its own large billiards room, separate party room, bar, kitchen and the property’s 7th bedroom suite with full bath. Perfect for an informal dance party, karaoke night, a place to gather for the big game, or a separate teen hang-out space. brbr brbrOutside: brbrDip in the oversized pool or just take in the views from lounge chairs on the sunny brick deck. Grill on the outdoor patio, then dine alfresco, with seating for 20. Gather a dozen of your closest pals for cocktails on the comfy sofas on the extended three-sided screen porch, or at the end of the new 120-foot pier. Explore the private beach, perfect for bonfires, river swims and sunbathing, as well as a boat launch that's ideal for the kayaks we have on hand. On the spacious grounds, read a book in the hammock while the kids enjoy the private playset nearby. Feeling more ambitious Hike through the 143-acre estate, along the shoreline or through the farm fields of our own Horns’ Point, the site of one the earliest English settlements on the Eastern Shore.brbr brbrOther things to notebrbr* Wi-Fi brbr* Two desks for work spacesbrbr* Two oversized smart TVsbrbr* No partiesbrbr* No petsbrbr brbrABOUT THIS RENTAL:brbrMain Housebrbr4400 sq. ftbrbrGuest Housebrbr1000 sq. ftbrbr7 bedroomsbrbr11 bedsbrbrSleeps 18-20brbr6 bathroomsbrbr5 full bathsbrbr1 half bathbrbrSpacesbrbr3 kitchensbrbrPool DeckbrbrScreened in Porch/PatiobrbrDining RoombrbrTV/party roombrbrBilliards room with pool table and barbrbrGuest house party room with smart TVbrbrOutdoorsbrbrHuge private poolbrbrPool deck with dining area, Adirondack chairs and sunning loungesbrbrLarge fire pit for bonfiresbrbrBoat launch with three kayaks on property brbrPier and boat dockbrbrGas grill and picnic tablesbrbrWant to explore the area Visit quaint Cambridge with its great window shopping and foodie restaurants, like The High Spot, Ava’s or Blue Ruin. Take in the harbor views with your crabcake on the deck at Snapper’s. Enjoy the craft of great mixologists at Blue Ruin or wine pairings at Vintage 414. Visit the Harriet Tubman visitor center - just a fifteen minute drive away - for an immersive look into the life of this founding member of the Underground Railroad. Gather a foursome for golf at nearby River Marsh. Bike or kayak through the Blackwater National Wildlife Refuge, less than 10 miles away. brbr brbr-- THE PROPERTY --brbrLocated on the banks of the Choptank River, 5 minutes from downtown Cambridge. brbr brbrBEDROOMS:brbr1.Master Bedroom Suite: King Bed, Desk and Chaise Lounge with newly-built full bathbrbr2. Riverview Room: King Bed with shared bathbrbr3. Great Blue Heron Room: Queen Bed with shared bathbrbr4. Palm Room Suite: Queen Bed with full bathbrbr5. Cedar Room: Queen Bed with shared bathbrbr6. Bunk Room: Three Twin Beds and one Twin-over-Full bunk bed with shared bathbrbr7. Guest House Bedroom Suite: Queen Bed with full bathbrbr brbrMANOR HOUSE INDOOR AMENITIES:brbrDining room, living roombrbrBar and separate game/reading roombrbrTwo kitchens, eat-in breakfast areabrbrWifi and two desks to use as work spacesbrbrLaundry room and mud roombrbr brbr brbrOUTDOORS: brbrThree-sided screened porch overlooking water, with sofas, chairs and dining tablebrbrLarge 20’ x 40’ poolbrbrOutdoor pool deck with Adirondack chairs, pool chaise lounges.brbrOutdoor dining table with umbrellas and outdoor picnic tables.brbrGas grill brbrPrivate beachbrbrFire pit for bonfires with chairsbrbrBoat launch with three kayaksbrbrBoat dock and 120-foot pier brbrChildren’s Play SetbrbrHammock brbrFarm road and trails for jogging, walkingbrbr brbrKITCHEN: Extensive dishware and glassware and serving ware for large groups. Cooking basics, including knives, microwave, blender, spices, drip coffee maker, toaster.brbrKITCHEN EXTRAS: One-push super-automatic espresso and latte maker; waffle maker brbrGENERAL: Free WiFi, keyless entry, central A/C & heating, linens/towels, dish soap, complimentary paper products, hair dryers.brbrPARKING: Driveway can accommodate up to 8 vehicles

Bed

Bath

Sleeps

$217.3

/ Nightly

Private Vacation Home

La Casa Azul . with Wi-Fi, AC

Cambridge, Maryland, United States

Cambridge is waiting for you at this enchanting 4-bedroom house. Step inside and be greeted by the amazing decor that exudes warmth and comfort. The bedrooms offer a variety of sleeping arrangements, including a king bed, queen bed, bunk bed, and two full beds. You'll find everything you need in the bathrooms, complete with showers and hair dryers. As you explore the property, you'll discover the welcoming living spaces, perfect for relaxing and spending quality time with your loved ones. Whether you're enjoying the heating during cooler months or taking advantage of the WiFi to stay connected, this house has it all. We'll be available to answer any questions while you stay at our place.

Bed

Bath

Sleeps

$375.73

/ Nightly

Private Vacation Home

High Water Guest House

Cambridge, Maryland, United States

Second floor apartment overlooking the Cambridge Creek and the beautiful Choptank River. Ideal location at the end of historic High Street and adjacent to the city marina. Walk to downtown for shopping and dining. Take advantage of having a front row seat to the finish line of Ironman Maryland. Beach, pier and large yard made available for your use. Bring your kayak, paddleboard, or boat and enjoy all Cambridge has to offer or just sit on the end of the pier to watch the sunrise or sunset.br

Bed

Bath

Sleeps

$546.1

/ Nightly

Private Vacation Home

Walk to Dtwn: Waterfront Eastern Shore Townhome!

Cambridge, Maryland, United States

Game Room | Scenic Waterfront Deck | Community Pool | Pet Friendly w/ Fee | EV ChargerbrbrExperience life in the heart of one of the country’s oldest Chesapeake communities when you stay at this Cambridge, MD, townhome. Nestled in Deep Harbor Marina near the banks of the Choptank River, this brand-new waterfront vacation rental with 4 bedrooms, 2 full baths, and 2 half baths will feel like your family’s home away from home. Walk to seafood restaurants or fire up the grill and dine al fresco!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 full bedbr- Bedroom 3: 1 twin bed, 1 twin daybedbr- Bedroom 4: 1 queen sleeper sofabrbrCOMMUNITY AMENITIESbr- Poolbr- Gated communitybr- Marinabr- Walking pathsbrbrINDOOR LIVINGbr- Game room w/ foosball, ping-pong & air hockey tablesbr- Flat-screen TVsbr- Stereo w/ CD & record playersbr- Dedicated workspacebr- 8-person dining tablebr- En-suite bathroom, walk-in closetbr- PlayStation, video game consolebrbrOUTDOOR LIVINGbr- Furnished deck, water & marina viewsbr- Gas grill, 6/8-person dining areabrbrKITCHENbr- Stove/oven, refrigerator, dishwasher, microwavebr- Dishware/flatware, cooking basicsbr- Drip coffee maker, espresso machine, electric kettle, coffee & teabr- Crockpot, air fryer, toaster, toaster ovenbr- Trash bags & paper towelsbrbrGENERALbr- Free WiFibr- Central heating & A/C, ceiling fansbr- Washer/dryer, laundry detergentbr- Linens/towelsbr- AirPlus certificationbrbrFAQbr- Pet fee (paid pre-trip)br- Quiet hours (10:00 PM-8:00 AM)br- 2 exterior security cameras (facing entries)brbrACCESSIBILITYbr- 3-story townhome, 3 exterior steps required to enterbr- All living areas on 2nd floorbr- All full bathrooms on 3rd floorbrbrPARKINGbr- Driveway (1 vehicle)br- Guest lot (first-come, first-served)br- EV chargerbrbr-- THE LOCATION --brbr- Located in gated community on Cambridge Creekbr- Walk to marinas, parks, restaurants, breweries, museumsbr- 1 mile to Choptank River Lighthousebr- 2 miles to River Marsh Golf Clubbr- 3 miles to Bill Burton Fishing Pier State Parkbr- 11 miles to Harriet Tubman Underground Railroad National Historical Park & Blackwater National Wildlife Refugebr- 38 miles to Salisbury Regional 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 smoking or vapingbr- Pet friendly w/ $60 fee (+ fees & taxes)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- Please observe quiet hours from 10:00 PM to 8:00 AMbrbrADDITIONAL INFORMATIONbr- This 3-story townhome requires 3 exterior steps to enter. While there is a bedroom on the 1st floor, interior staircases are required to access the living areas on the 2nd floor and the full bathrooms on the 3rd floorbr- Your safety matters. This property features 2 exterior security cameras facing out from the front and back entries. They do not look into any interior spaces. The cameras record video and sound when activated by motion

Bed

Bath

Sleeps

$724.33

/ Nightly

Private Vacation Home

Private 9 acre Family Retreat on the Chesapeake Bay

Cambridge, Maryland, United States

This beautiful large home consists of 5 bedrooms, 4 bathrooms with stunning views of the Chesapeake. The home offers a large front porch and a massive wrap around deck. The deck has a grill and basketball hoop. The 1st floor consists of a dining room that seats 6, family/living room with a 55in flat screen TV with DVD player, large windows and 3 sliding glass doors that take you out to the deck overlooking the water. The kitchen has a large wrap around island that seats 8. The master bedroom has sliding glass doors that lead to the deck and the ensuite has a large soak in tub and shower. There is a washer/dryer, pantry 2 full bathrooms and 2 additional bedrooms.brbrThe 2nd floor consists of 2 bedrooms, a full bath and a large common area with TV and DVD player and ping pong table, desk and trundle bed and extra blow up mattresses if needed.brbrBring your Boat! Across the street you will find the Dorchester County Marina. Danny's Seafood is just a minute walk from the marina. There you will be provided with true Eastern shore hospitality. They offer crabs, seafood, soft shells, ice, skiff rentals and a huge fishing/crabbing pier. The Neck District Grill is 5 miles down the road. Enjoy a delicious breakfast, lunch or dinner. (Check hours of operations before going.)brbrThe house has puzzles, board games, books, crab traps, 2 single kayaks, 1 child kayak 1 SUP board, life jackets, portable duck blind, a few fishing rods, inflatable tubes, children's books and toys, water table for the littles, spike ball, and cornhole.brbrBring your own bikes or enjoy a few of ours and take a beautiful ride through Dorchester County while taking in the natural wildlife. There is osprey, blue heron, wild turkey and hopefully you will catch a glimpse of a bald eagle..... which the house is named after. We are located 15 miles from town so, please plan accordingly when arriving.brbrWe hope you will come and stay at Eagle Bay and come to enjoy and love our happy place!

5

Bed

4

Bath

13

Sleeps

Vacation Home Rentals By Owner In Cambridge, MD

$369.94

$808.75

$1401.38

$952.94

$728.5

$339.02

$1283.81

$349.44

$530.57

$784.4

$329.48

$256.11

$627.63

$443.08

$2501.45

$1855.0

$217.3

$375.73

$546.1

$724.33

Rent a place that suits your needs

Most popular vacation rentals in Cambridge

$486.47

$375.73

$376.30

$397.50

$481.69

$483.08

$520.83

$537.64

$530.57

$371.00

Most Popular Cities in Maryland