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.

Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 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.

Aug 16 – 23

G$25,885 GYD per night
Superhost

Tiny home in Cambridge

4.89 out of 5 average rating, 492 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!

Nov 29 – Dec 6

G$17,622 GYD per night
Guest favorite

Apartment in Cambridge

4.92 out of 5 average rating, 100 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”.

Oct 17 – 24

G$30,740 GYD per night

Popular amenities for Cambridge vacation rentals

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

Guest favorite

Home in Cambridge

4.98 out of 5 average rating, 106 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Nov 12 – 19

G$144,064 GYD per night
Guest favorite

Tiny home in Solomons

4.95 out of 5 average rating, 530 reviews

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

Mar 20 – 27

G$29,895 GYD per night
Guest favorite

Loft in Lusby

5.0 out of 5 average rating, 306 reviews

Coastal Treetop Retreat

May 25 – Jun 1

G$29,481 GYD per night
Guest favorite

Home in Woolford

4.99 out of 5 average rating, 195 reviews

Newly Renovated Modern 3 bed 2 bath Water Front

Aug 11 – 18

G$76,880 GYD per night
Guest favorite

Cottage in California

4.97 out of 5 average rating, 190 reviews

Cozy Little Cottage

Apr 30 – May 7

G$18,588 GYD per night
Guest favorite

Guesthouse in Easton

4.99 out of 5 average rating, 540 reviews

Chill in The Crib! Easton, Maryland

Jul 17 – 22

G$48,010 GYD per night
Guest favorite

Guest suite in Lusby

4.81 out of 5 average rating, 116 reviews

New Light suite, appartment comfortable living

May 5 – 12

G$11,391 GYD per night
Guest favorite

Apartment in Greenwood

4.97 out of 5 average rating, 469 reviews

Beach Highway Hobby Farm

Sep 14 – 21

G$17,209 GYD per night
Guest favorite

Guesthouse in Cambridge

5.0 out of 5 average rating, 12 reviews

Camelot Cottage

Jun 10 – 17

G$19,658 GYD per night
Guest favorite

Guesthouse in Cambridge

4.96 out of 5 average rating, 72 reviews

Charming Guesthouse w/ Pool in Historic Cambridge

Mar 15 – 22

G$30,572 GYD per night
Guest favorite

Home in Cambridge

4.97 out of 5 average rating, 88 reviews

Church Creek Charm (close to Blackwater Refuge)

Jul 25 – Aug 1

G$30,890 GYD per night
Guest favorite

Guesthouse in Cambridge

5.0 out of 5 average rating, 8 reviews

Izzy's Pad (The iPad) 1 Full Bed

Nov 7 – 14

G$27,965 GYD per night

Other great vacation rentals in Cambridge

Guest favorite

Home in Cambridge

4.86 out of 5 average rating, 22 reviews

Large 3 BR in Historic Cambridge

Jan 9 – 16

G$33,066 GYD per night
Guest favorite

Home in Cambridge

4.92 out of 5 average rating, 48 reviews

Osprey's Retreat - Waterfront with private beach!

Sep 10 – 15

G$94,455 GYD per night
Guest favorite

Home in Cambridge

4.97 out of 5 average rating, 90 reviews

Chesapeake Sunset Cottage

Oct 7 – 14

G$101,061 GYD per night
Guest favorite

Home in Cambridge

4.95 out of 5 average rating, 21 reviews

Hambrooks House - Porched Sanctuary near River

Apr 8 – 15

G$42,929 GYD per night
Guest favorite

Home in Cambridge

4.92 out of 5 average rating, 65 reviews

Waterfront Oasis! Hot tub! 2+ acres - Sleeps 8

Aug 18 – 25

G$98,460 GYD per night
Guest favorite

Home in Cambridge

4.97 out of 5 average rating, 36 reviews

Historic 1740 Home Near Waterfront

Jun 26 – Jul 3

G$76,153 GYD per night
Guest favorite

Cottage in Cambridge

4.97 out of 5 average rating, 63 reviews

Cambridge Cottage

Jul 31 – Aug 7

G$37,771 GYD per night
Guest favorite

Home in Cambridge

5.0 out of 5 average rating, 17 reviews

School Street Retreat: Cozy, artsy, central home

Jun 16 – 23

G$36,082 GYD per night
Guest favorite

Townhouse in Cambridge

5.0 out of 5 average rating, 18 reviews

Cheerful 3-Bedroom Townhouse Steps from the Resort

Apr 15 – 22

G$101,402 GYD per night
Superhost

Home in Cambridge

4.93 out of 5 average rating, 29 reviews

Hills Point: Secluded Gem with Spectacular Views

Jan 23 – 30

G$77,436 GYD per night
Guest favorite

Home in Cambridge

4.97 out of 5 average rating, 35 reviews

Cozy Home in Historic West End

Jul 14 – 21

G$57,879 GYD per night
Guest favorite

Guesthouse in Cambridge

5.0 out of 5 average rating, 36 reviews

The Loft at Sailor's Retreat.

May 24 – 31

G$47,803 GYD per night

Quick stats about vacation rentals in Cambridge

Total rentals

220 properties

Rentals with a pool

20 properties have a pool

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

140 properties are a good fit for families

Total number of reviews

4.8K reviews

Nightly prices starting at

G$8,378 GYD 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 $100 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 60 homes with a bbq area, over 150 homes with wireless internet, 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 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

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  3. Maryland
  4. Dorchester County
  5. Cambridge