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Vacation rentals in Cambridge

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Top-rated vacation rentals in Cambridge

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

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Tiny home in Cambridge

4.89 out of 5 average rating, 496 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Jul 6 – 13

ﺩ.ﺇ320 per night

Farm stay in Madison

4.98 out of 5 average rating, 163 reviews

Madison Nature Getaway

We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.

Jul 10 – 17

ﺩ.ﺇ454 per night

Apartment in Cambridge

4.92 out of 5 average rating, 101 reviews

Little Slice of Cambridge. Newly listed, 2 bedroom

You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Aug 22 – 29

ﺩ.ﺇ531 per night

Cottage in Cambridge

4.98 out of 5 average rating, 108 reviews

Church Creek - waterfront cottage & pool - private

Close to Blackwater NWR and the Harriet Tubman Center, enjoy peaceful days at our secluded waterfront cottage on Church Creek. Two miles from a main road, and our closest neighbor is across a cove, our estate offers 50 acres of privacy and one of the best waterfront views on the Chesapeake. Enjoy a view from every window and nature all around you. Excellent walking, swimming (in-ground pool-May 3-Oct 1), great birding and bicycling. Launch your kayak from the backyard. Perfect private getaway!

Nov 5 – 12

ﺩ.ﺇ792 per night

Guest suite in Cambridge

4.96 out of 5 average rating, 267 reviews

Oakley Suite

5 minute walk to restaurants and shops, 3 min.to the water. Ideal setting with lovely rear patio and garden with entrance to private family room. Stairs to upper level with 2 very large and private guest rooms. Landing at top of steps presents a convenience station with Keurig, microwave, and mini fridge. This Suite is completely private and includes 2 bedrooms, bath, family room, convenience station, and rear patio, all for one price! 1st floor Owners Suite available as well for a total of 8 !

Sep 10 – 17

ﺩ.ﺇ494 per night

Home in Cambridge

4.99 out of 5 average rating, 141 reviews

Sunset Breezes - quiet waterfront retreat

Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

Mar 11 – 18

ﺩ.ﺇ1,692 per night

Guesthouse in Easton

4.99 out of 5 average rating, 545 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for two individuals (No children under 8 years of age.), and please limit your visit to one vehicle only.

Mar 21 – 26

ﺩ.ﺇ527 per night

Apartment in Church Creek

4.97 out of 5 average rating, 372 reviews

Church Creek Natures' Rest

Nature's Rest is ideally located, just minutes to Blackwater Wildlife Refuge The Harriet Tubman Museum, as well as boat ramps for easy access to the Chesapeake Bay and it's tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.

Nov 7 – 14

ﺩ.ﺇ482 per night

Home in Woolford

4.93 out of 5 average rating, 118 reviews

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!

Nov 3 – 10

ﺩ.ﺇ830 per night

Apartment in Lexington Park

5.0 out of 5 average rating, 315 reviews

Adorable Waterfront Apartment Weekend Getaway

Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Nov 10 – 17

ﺩ.ﺇ323 per night

Apartment in Cambridge

4.98 out of 5 average rating, 189 reviews

Spacious garage apt w/ access to private pier

New 2 Bedroom apartment along the picturesque Choptank River. This quiet and spacious 2nd floor Private garage apartment features an open concept with 2 bedrooms, a full kitchen, living room, washer & dryer with optional garage area to store bikes or beach gear. Bike, walk or drive to local restaurants, parks and downtown attractions. Private beach and pier access!!! Close to all of the Ironman festivities and conveniently located to Rt 50. Kayaks on site.

Jun 20 – 27

ﺩ.ﺇ887 per night

Tiny home in Cambridge

4.99 out of 5 average rating, 156 reviews

Blackwater Refuge House on The Farm, water access

The Little House on The Farm is located on a beautiful family farm in rural Dorchester County! Located just 1.5 miles from the Blackwater Wildlife Refuge and Harriet Tubman National Park, This space is quaint,yet provides all the basics for a cozy welcoming getaway! Bring your bikes and cycle to the refuge and kayak in the Blackwater River. Kitchen is fully stocked for cooking. Coffee, tea and basic condiments and all linens and towels are provided.

Aug 23 – 30

ﺩ.ﺇ393 per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Cambridge vacation rentals

Laptop-friendly workspace

Stay near Cambridge's top sights

Gerry Boyle Park18 locals recommend

Walmart Supercenter15 locals recommend

Hyatt Regency Chesapeake Bay Golf Resort, Spa And Marina8 locals recommend

Long Wharf Park16 locals recommend

Cambridge Diner4 locals recommend

Portside Seafood Restaurant/27 locals recommend

Other great vacation rentals in Cambridge

Home in Cambridge

4.98 out of 5 average rating, 107 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Nov 16 – 23

ﺩ.ﺇ2,275 per night

Cottage in California

4.97 out of 5 average rating, 193 reviews

Cozy Little Cottage

Nov 5 – 12

ﺩ.ﺇ326 per night

Loft in Lusby

5.0 out of 5 average rating, 311 reviews

Coastal Treetop Retreat w/ Private Beach Access

Sep 18 – 25

ﺩ.ﺇ507 per night

Tiny home in Solomons

4.95 out of 5 average rating, 538 reviews

“Cabana by the Bay”-tiny home on a pier!

Nov 21 – 28

ﺩ.ﺇ524 per night

Home in Woolford

4.99 out of 5 average rating, 198 reviews

Newly Renovated Modern 3 bed 2 bath Water Front

Dec 3 – 10

ﺩ.ﺇ1,348 per night

Guest suite in Lusby

4.99 out of 5 average rating, 303 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

Mar 16 – 23

ﺩ.ﺇ467 per night

Apartment in Greenwood

4.97 out of 5 average rating, 479 reviews

Beach Highway Hobby Farm

Dec 13 – 20

ﺩ.ﺇ302 per night

Guest suite in Tilghman Island

4.96 out of 5 average rating, 114 reviews

Black Walnut Cove Retreat, Tilghman Island

Dec 17 – 24

ﺩ.ﺇ447 per night

Other great vacation rentals in Cambridge

Home in Cambridge

4.97 out of 5 average rating, 64 reviews

Roslyn Retreat. Center of the Eastern Shore!

May 26 – Jun 2

ﺩ.ﺇ484 per night

Home in Cambridge

4.97 out of 5 average rating, 92 reviews

Church Creek Charm (close to Blackwater Refuge)

Jul 5 – 12

ﺩ.ﺇ542 per night

Guesthouse in Cambridge

5.0 out of 5 average rating, 8 reviews

Izzy's Pad (The iPad) 1 Full Bed

Nov 6 – 13

ﺩ.ﺇ490 per night

Home in Cambridge

5.0 out of 5 average rating, 30 reviews

Small, peaceful getaway

Mar 26 – Apr 2

ﺩ.ﺇ655 per night

Home in Cambridge

5.0 out of 5 average rating, 54 reviews

Entire Updated Waterview Home in Cambridge, MD

Nov 21 – 28

ﺩ.ﺇ1,342 per night

Cottage in Cambridge

4.97 out of 5 average rating, 63 reviews

Cambridge Cottage

Oct 5 – 12

ﺩ.ﺇ662 per night

Home in Cambridge

5.0 out of 5 average rating, 17 reviews

School Street Retreat: Cozy, artsy, central home

Dec 6 – 13

ﺩ.ﺇ676 per night

Home in Cambridge

4.95 out of 5 average rating, 100 reviews

Peaceful Historic House Near Water, with Hot Tub!

Apr 16 – 23

ﺩ.ﺇ1,096 per night

Quick stats about vacation rentals in Cambridge

Total rentals
200 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
130 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Cambridge?
Yes! Work meets play with ease at over 100 vacation rentals in Cambridge featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Cambridge?
Four-legged friends are welcome in Cambridge. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there Cambridge vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Cambridge, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in apartment rentals in Cambridge?
Experience the best of Cambridge with our apartment rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Cambridge have a gym?
Absolutely! We offer over 10 house rentals with a gym in Cambridge. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cambridge have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Cambridge. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Cambridge have wireless internet?
Absolutely! We offer over 10 apartment rentals with wireless internet in Cambridge. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Cambridge have self check-in?
Absolutely! We offer over 40 house rentals with self check-in in Cambridge. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Cambridge?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with self check-in, over 150 homes with wireless internet, over 60 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Cambridge?
Cambridge has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore