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Holiday rentals in Cambridge

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Quick stats about holiday rentals in Cambridge

  • Total holiday rentals

    Explore 200 holiday rentals in Cambridge

  • Nightly prices starting at

    Cambridge holiday rentals start at £38 per night before taxes and fees

  • Verified guest reviews

    Over 5,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    140 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Cambridge holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Cambridge rentals

  • 4.9 Average rating

    Cambridge stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Cambridge

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious backyard features a circular fire pit surrounded by Adirondack chairs. A picnic table sits to one side, and a hot tub is partially shielded by evergreen trees and a wooden fence, providing a serene outdoor retreat.
Home in Cambridge

Peaceful Historic House Near Water, with Hot Tub!

Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

ValueLocationEV charging

4.94 out of 5 average rating, 190 reviews
Top guest favourite
A covered deck area features a large black dining table surrounded by striped chairs. A ceiling fan is present above. Scenic views of the water and shoreline are framed by tall trees, creating a serene outdoor dining space.
Home in Cambridge

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

FamilyValueWifi

4.99 out of 5 average rating, 230 reviews
Top guest favourite
An aerial view captures a sprawling, waterfront property surrounded by lush greenery. The modern home sits prominently on a well-manicured lawn, leading to a serene bay. The driveway winds through tall trees, with clear blue water visible in the background.
Home in Cambridge

Osprey's Retreat Waterfront w/ private beach/dock

Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

ValueLocationView

4.97 out of 5 average rating, 118 reviews
Top guest favourite
An aerial view captures the waterfront home surrounded by lush greenery and a circular driveway. The expansive water body in the background reflects the sky, while a dock is visible along the shoreline, enhancing the serene landscape.
Home in Cambridge

Magical Waterfront Home Dock, Firepit, Family Fun!

Heron's Rest is a stunning home w/ arguably the best water views in Cambridge from nearly every room, expansive patio, fire pit and dock - a peaceful place to gather with family and friends. Incredible location to explore the stunning and historic Eastern Shore and charming historic Cambridge. Easy drive to the Atlantic beaches--you CAN have it all- kayak, fish, birdwatch, explore Blackwater Wildlife Refuge, Easton, St. Michael's. Rare location w sunset and sunrise views!

ValueFamilyCheckout

5.0 out of 5 average rating, 55 reviews
Top guest favourite
A serene waterfront view is presented, featuring a wooden dock extending over still water. Lush green grass fills the foreground, while trees line the opposite bank, creating a natural backdrop under a partly cloudy blue sky.
Home in Woolford

Waterfront Getaway with Dock

Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!

LocationValueHospitality

4.93 out of 5 average rating, 198 reviews
Top guest favourite
A scenic view of a spacious green lawn bordering a tranquil waterway. A white house is positioned near the water's edge, surrounded by trees and a clear blue sky. The peaceful setting is enhanced by the gentle reflection of the landscape in the water.
Home in Oxford

Stunning Chesapeake waterfront home

Spectacular new waterfront home in beautiful historic Oxford, comfortably sleeps 10 with perfect set up for 2 families. Enjoy Town Creek and Tred Avon water views from every room and angle. Gorgeous sunsets from the wraparound porch, stargazing and fishing from the dock. Walk to Morris Street for a relaxed coffee, stroll through Town Park, or take the Ferry to St. Michaels. The Town of Oxford has issued short term rental license # STR25-06 for this property.

ValueLocationBeach

4.99 out of 5 average rating, 101 reviews
Top guest favourite
A red barn-style building is positioned on a lush green lawn, surrounded by trees and residential structures. A porch is visible on the upper level, and a colorful wheel mural decorates the front. A gravel path leads to the entrance.
Guest house in Cambridge

The Loft at Sailor's Retreat. Waterfront Apartment

Romantic waterfront loft for couples in a charming barn. Relax in a cozy king bed, enjoy a full bath, and cook in a well-equipped country kitchen. Sip wine or coffee on your private balcony overlooking the water, or explore the creek with kayaks and paddleboards. Share the pool (Apr–Oct), lawn games, and game room with one other unit. Perfect for a peaceful getaway to unwind and reconnect. Designed as an adults-only retreat—no children please.

FamilyValueCheckout

4.99 out of 5 average rating, 127 reviews
Top guest favourite
A charming cottage features a white exterior with blue accents and a sloped roof. Entry steps lead to a front door framed by windows. Lush greenery and flowering bushes enhance the landscape, creating a serene atmosphere on a well-maintained lawn.
Home in Cambridge

Charming cottage, FP, 1 blk water, historic area

A peaceful oasis near the water in the center of Cambridge. Tucked away at the end of a cul-de-sac with historic connections, this private, charming antique-filled cottage is steps away from the river. Enjoy three comfortable bedrooms all with en-suite bathrooms, and 2 living areas w/ fireplace and view of the Choptank River, with plenty of room for family and friends to entertain. Close to all amenities, Gerry Boyle Park and the waterfront.

LocationFamilyNearby

5.0 out of 5 average rating, 50 reviews
Superhost
Home in Cambridge

The Parlour

Paloma is a thoughtfully restored historic home 12 minute walk to the heart of Cambridge, blending original character with warm, modern design. Throughout the space you’ll find vintage details, natural textures, collected art, and thoughtful design. Enjoy this fully renovated space. Only a 5 minute walk to sit by the water. Note: There is a private separate unit on the side of the house with it's own private entrance and living space.

ComfortAccuracyCleanliness

5.0 out of 5 average rating, 3 reviews
Superhost
Home in Cambridge

Blackwater Bend | Private Pool & Riverfront

A private waterfront wildlife retreat in Cambridge, near Blackwater National Wildlife Refuge. Look for bald eagles and sika deer, kayak from your dock, unwind by the pool, and gather by the fire pit after dinner in town. Five private-use acres on a 70-acre working farm, convenient to Hyatt Regency Chesapeake Bay. 4 bedrooms • 2.5 baths • Sleeps 10 Unheated pool (Apr–Oct) • Private dock • 3 kayaks • 6 bikes • Game room • Steam shower

LocationFamilyCleanliness

5.0 out of 5 average rating, 4 reviews
Guest favourite
A bright and inviting room features two pink armchairs with a small table between them, set against a backdrop of light walls and hardwood flooring. An elegant chandelier hangs from the ceiling, while a vintage-style dresser and a decorative fireplace enhance the space's charm.
Home in Cambridge

High St. Art Gallery Suite

This boutique suite is adjoined to the future home of High St. Art Gallery. This historic home was built in 1796 and is being lovingly restored by three generations of a family committed to creating beautiful, unique and comfortable spaces that can be a retreat away from home. This suite has all the details and delights that will make your stay enjoyable and we hope you will come again and again.

ValueFamilyView

4.89 out of 5 average rating, 122 reviews
Top guest favourite
Home in Cambridge

Relaxing Retreat on the Hudson

Come escape to my 5-bed, 2-bath home on Hudson Creek! Featuring a deep pier with great crabbing, fishing, and boating, plus a bubbling hot tub and modern amenities throughout. Perfect for large groups, it comfortably hosts 15! Explore with complimentary kayaks, stay productive with WFH setups in every bedroom, and use my EV charger. Create unforgettable memories by the water.

ValueFamilyView

4.96 out of 5 average rating, 84 reviews

Popular amenities for Cambridge holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Cambridge's top sights

Emily's Produce

71 locals recommend

Harriet Tubman Museum and Education

58 locals recommend

Gerry Boyle Park

32 locals recommend

Sunnyside Shop

33 locals recommend

Long Wharf Park

24 locals recommend

Butterfly Boutique

15 locals recommend

Other great holiday rentals in Cambridge

Guest favourite
The exterior of a two-story home features a blue siding façade with white trim. A welcoming front porch is flanked by neatly landscaped shrubs and flowers. The attached two-car garage is visible, and the driveway leads to a spacious front yard with green grass.
Home in Cambridge

Lovely home away from home

LocationFamilyAccuracy

4.94 out of 5 average rating, 31 reviews
Top guest favourite
A historic three-story house is framed by well-maintained greenery and a spacious front porch. The exterior is clad in white siding, while the peaked roof adds character. Large windows allow natural light to fill the interior spaces, creating an inviting entrance.
Home in Cambridge

Charming 4 bedroom in Historic Cambridge

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 71 reviews
Top guest favourite
Home in Cambridge

2BR Riverfront Retreat/61 acres/private pool/kayak

FamilyLocationRiver

4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Cambridge

River House Historic District | Walk to Waterfront

ValueLocationAccess

4.93 out of 5 average rating, 28 reviews
Top guest favourite
Home in Cambridge

The Sailor’s Shanty

LocationValueWalkability

5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Cambridge

Charming Cambridge Cottage | Walk to River + Town

LocationFamilyBiking

4.97 out of 5 average rating, 74 reviews
Top guest favourite
Home in Cambridge

Modern Chesapeake Waterfront - Private Pool - Dock

LocationFamilyAmenities

5.0 out of 5 average rating, 17 reviews
Top guest favourite
Home in Cambridge

Aurora Blue - A Stylish Experience

ValueLocationAccess

5.0 out of 5 average rating, 50 reviews

When is the best time to visit Cambridge?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£143£140£134£135£167£264£164£173£264£158£157£149
Avg. temp3°C4°C8°C14°C19°C24°C26°C25°C22°C16°C10°C5°C

Frequently Asked Questions

  • What are the best places to stay in Cambridge?

    Consider staying near the downtown district for easy access to shops, museums, and dining, or around the waterfront for scenic river views. The surrounding neighborhoods offer a mix of historic and residential areas.

  • What are the best things to do in Cambridge with kids?

    Kids can enjoy nature walks, visit interactive exhibits at local museums, and take part in river boat tours or playground fun. Wildlife refuges and parks welcome families with educational activities.

  • What are some of the best things to do in Cambridge?

    Stroll the historic downtown, visit local museums, and explore wildlife areas along the river. The waterfront is frequently suggested for boating, birdwatching, and scenic walks.

  • How is the weather in Cambridge?

    Cambridge has cold winters around 29–45°F (-1–7°C), and warm, humid summers typically reaching 71–87°F (22–31°C). Spring and fall are mild with comfortable temperatures and variable rainfall.

  • When is the best time to visit Cambridge?

    Late spring and early fall are often recommended for comfortable weather and seasonal festivals. Summer draws visitors for waterfront activities, while winter is quieter with mild temperatures compared to inland areas.

  • What are the best places to visit in Cambridge?

    Explore waterfront parks, visit Harriet Tubman Museum and Educational Center for local history, and stroll downtown's galleries and shops. The Choptank River is a popular spot for boating and birdwatching.

  • What are some hiking trails in Cambridge?

    Enjoy nature trails at Blackwater National Wildlife Refuge, walk tree-lined paths in city parks, or explore riverside routes for birdwatching. Trails often blend wetlands scenery with Eastern Shore habitats.

  • What are some family activities we can do in Cambridge?

    Families explore wildlife refuges, enjoy boat tours along the river, or participate in hands-on exhibits at local museums. Parks and playgrounds provide space for outdoor play and picnics.

  • What are some of the best day trip ideas from Cambridge?

    Many visitors explore nature preserves, charming small towns around the area, or historic villages on Maryland’s Eastern Shore. Wildlife refuge sites and scenic waterfronts are frequently suggested for day adventures.

  • Are there any pet friendly accommodations available in Cambridge?

    Many vacation rentals in Cambridge welcome pets, especially in neighborhoods near parks and waterfront walks. Outdoor spaces make it easy to explore the area with your companion animal.

  • What are some local tips for visiting Cambridge?

    Bring sunscreen and insect repellent for outdoor activities, and check local calendars for community events. Early mornings are often quiet on the waterfront, making it a pleasant time for walks or photography.

  • What is Cambridge known for?

    Cambridge is known for its maritime heritage, Eastern Shore culture, and connections to Harriet Tubman’s legacy. Waterfront activities, seafood traditions, and local festivals anchor its community identity.

  • What are the best hidden gems to explore in Cambridge?

    Cambridge has locally run art studios, tucked-away waterfront walking trails, and small historical markers honoring its past. Discover unique shops or quiet garden spaces that celebrate local character.

  • What are the best foods to try in Cambridge?

    Try locally rooted Chesapeake Bay dishes like steamed blue crab, crab cakes, and oysters, as well as seasonal farm-fresh produce. Many bakeries and eateries feature regional specialties.

  • What should I bring for a trip to Cambridge?

    Pack lightweight clothing in summer, and layers plus a rain jacket for cooler or wet seasons. Comfortable shoes are helpful for exploring the waterfront, trails, and historic sites.

  • What is the nightlife in Cambridge like?

    Cambridge has casual bars, locally run eateries, and occasional live music at downtown venues. Nightlife is relaxed, often centered around riverfront spots and social gatherings.

  • What are the most popular events or festivals in Cambridge?

    The city hosts heritage festivals, riverfront celebrations in summer, and crab or seafood events during warmer months. Arts or music gatherings often anchor weekends throughout late spring and early fall.

  • Are there family friendly vacation rentals in Cambridge?

    Vacation rentals in Cambridge often include family-friendly amenities, and many are located near parks, playgrounds, or waterfront areas. Neighborhoods around downtown and the river are frequently suggested for families.

Destinations to explore