House holiday rentals in Cambridge

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Top-rated house rentals in Cambridge

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Superhost

Home in Ocean City

4.79 out of 5 average rating, 24 reviews

The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

Guest favourite

Home in Deale

4.97 out of 5 average rating, 29 reviews

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

Guest favourite

Home in Saint Michaels

4.85 out of 5 average rating, 121 reviews

Premier St Michaels Cottage- In Town Location

The truly special and restored historic Thomas Blades house is centrally located in the Town of St. Michaels on a quiet st. Shops, restaurants, museums and the Town park with its magnificent water views are steps away. It is a 2 bedroom 1.5 bath cottage with a large paneled family room and a large screened porch. Ideal for a small family or two couples, or a romantic getaway for two. Rate varies by day of the week and season. Discounts for stays of a week or more, or for "last minute" bookings.

Superhost

Home in Rehoboth Beach

4.9 out of 5 average rating, 110 reviews

Secluded Beach Cottage, 9 min from the beach

In a serene natural setting, this charming house offers a peaceful retreat for up to 8 guests, including children. With 3 cozy bedrooms and breathtaking view, it’s the perfect place to relax and reconnect with nature. Surrounded by state forest, you can enjoy bonfires under the stars and a variety of outdoor activities. Conveniently located, the house offers easy access to a scenic bike trail and is just a 9-minute drive from the beach, making it an ideal getaway for adventure and tranquility.

Superhost

Home in Selbyville

5 out of 5 average rating, 4 reviews

Bayside Resort w/2 Master Suites, Turn Key!

This home has 6 bedrooms, 4 full bathrooms and accommodates up to Max 14 guests (up to 10 adults) There are many upgrades throughout the home including a beautiful gourmet kitchen with stainless steel appliances, a large kitchen Island with granite counter tops and unique backsplash and extra large, deep farm sink. Whether your passion is golf, exercise, the outdoors, nature, fishing, water sports, kayaks, biking, or music there is always something to do for everyone, young and old alike.

Guest favourite

Home in Deale

4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views, & wildlife. Hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Top guest favourite

Home in Rehoboth Beach

5 out of 5 average rating, 41 reviews

5 BR Townhouse w/ private elevator-Rehoboth Beach

This townhouse features 5 bedrooms and 3.5 bathrooms, elevator, and plenty of parking. Pets are allowed with a fee, and you can access two gyms. We offer complimentary sheets and towels. Community pools are available from Memorial Day through Labor Day. It is located in a gated community five miles from downtown Rehoboth Beach. Rentals booked from Labor Day to Memorial Day are non-refundable if canceled within 30 days of the rental date. The HOA requires a short-term lease agreement.

Top guest favourite

Home in Fruitland

4.97 out of 5 average rating, 130 reviews

Amazingly convenient yet secluded.

Our place has views; the yard has beautiful shade trees that set the mood for deep relaxation. One can walk to Walmart, Denny's, Hampton Inn Suites, Ruby Tuesdays and many other business's in minutes. Ocean City is about a 35minute drive. Salisbury University is a five minute drive. UMES is a 13 minute drive.This home is ideally located. A retired teacher on one side is your closest neighbor; on the other property is a caregiver. Needless to say this is a very safe place; enjoy.

Guest favourite

Home in Montross

4.93 out of 5 average rating, 202 reviews

The Glebe

This 3br 2ba home with own private beach is nestled off of the Potomac River and boasts serene and expansive views. Sunbathe on the private beach, cool off in the water, go fishing/crabbing from the dock, or just listen to the waves crash. Whatever it is, you’ll find it absolutely relaxing. Be sure to explore local wineries, breweries, shops and enjoy the community pool and tennis court. It's the perfect getaway house for couples/families or anyone looking for a serene weekend.

Top guest favourite

Home in Rehoboth Beach

5 out of 5 average rating, 192 reviews

Beautiful Beach House in Rehoboth

Now Available during Summer Season for the first time! Few spots still open: June 2-11; July 6-16; July 26-30; Aug 25-31 Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

Top guest favourite

Home in Saint Michaels

4.98 out of 5 average rating, 100 reviews

SM’s Premier Rental Heated Pool opens 4/11/2025

Harbor Hideaway's in- town location and now featuring a PRIVATE POOL is a rare find. Steps away from everything that SM's has to offer. HH is a 1940’s - 1 1/2 story cottage loaded with thoughtful amenities. Airy and appointed with modern/ comfortable furnishings, resort quality linens, a well stocked kitchen; this 2 bdrm /2 B cottage is sure to please! Perfect for 1 to 2 couples, girls' wknds, small family, or anyone just in need of a relaxing getaway.

Guest favourite

Home in Cambridge

4.98 out of 5 average rating, 127 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!