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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Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 164 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.

Mar 30 – Apr 6

G$25,785 GYD per night

Guest favorite

Apartment in Cambridge

4.92 out of 5 average rating, 102 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”.

Apr 21 – 28

G$30,162 GYD per night

Guest favorite

Cottage in Cambridge

4.98 out of 5 average rating, 109 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!

Jan 4 – 11

G$52,520 GYD per night

Guest favorite

Guest suite in Cambridge

4.96 out of 5 average rating, 268 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 !

Feb 5 – 12

G$31,530 GYD per night

Guest favorite

Boat in Cambridge

4.87 out of 5 average rating, 299 reviews

Harbour House (House Boat) on Cambridge Creek

This is your opportunity to truly embrace living on the water! This remodeled house boat is the perfect way to make your next getaway unforgettable! Enjoy your floating private suite featuring an open concept kitchen living area, full bathroom, beautiful 360 degree waterfront views, shade deck and roof top sun deck! Enjoy watching local watermen unload their morning catch around 2pm. Within walking distance of downtown and shopping! Central to all local attractions, in the heart of Cambridge!

Oct 13 – 20

G$26,125 GYD per night

Guest favorite

Home in Cambridge

4.99 out of 5 average rating, 143 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.

Jan 25 – Feb 1

G$88,471 GYD per night

Guest favorite

Home in Cambridge

4.95 out of 5 average rating, 101 reviews

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.

Aug 25 – Sep 1

G$63,000 GYD per night

Guest favorite

Guesthouse in Easton

4.99 out of 5 average rating, 547 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.

Aug 24 – 29

G$33,539 GYD per night

Guest favorite

Apartment in Church Creek

4.97 out of 5 average rating, 373 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.

Mar 13 – 20

G$27,381 GYD per night

Guest favorite

Apartment in Lexington Park

5.0 out of 5 average rating, 316 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!

Jan 31 – Feb 7

G$18,340 GYD per night

Guest favorite

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.

Aug 22 – 29

G$50,375 GYD per night

Guest favorite

Tiny home in Cambridge

4.99 out of 5 average rating, 159 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.

Oct 10 – 17

G$22,315 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Cambridge vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Cambridge's top sights

Gerry Boyle Park18 locals recommend

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

Long Wharf Park16 locals recommend

Walmart Supercenter15 locals recommend

Cambridge Diner4 locals recommend

Portside Seafood Restaurant/27 locals recommend

Other great vacation rentals in Cambridge

Guest favorite

Home in Woolford

4.99 out of 5 average rating, 199 reviews

Newly Renovated Modern 3 bed 2 bath Water Front

Mar 10 – 17

G$76,582 GYD per night

Guest favorite

Loft in Lusby

5.0 out of 5 average rating, 316 reviews

Coastal Treetop Retreat w/ Private Beach Access

Dec 29 – Jan 5

G$28,389 GYD per night

Guest favorite

Home in Woolford

4.93 out of 5 average rating, 118 reviews

Waterfront Getaway with Dock

Nov 3 – 10

G$47,142 GYD per night

Guest favorite

Cottage in California

4.97 out of 5 average rating, 195 reviews

Cozy Little Cottage

Mar 1 – 8

G$18,516 GYD per night

Guest favorite

Home in Cambridge

4.98 out of 5 average rating, 107 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Nov 30 – Dec 7

G$129,364 GYD per night

Guest favorite

Apartment in Lusby

4.96 out of 5 average rating, 104 reviews

Morning Light Apartment

Aug 3 – 10

G$10,605 GYD per night

Guest favorite

Guesthouse in Lusby

4.97 out of 5 average rating, 138 reviews

Cozy Lakeside Studio Retreat.

Oct 9 – 16

G$27,038 GYD per night

Guest favorite

Tiny home in Solomons

4.95 out of 5 average rating, 541 reviews

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

Apr 15 – 22

G$29,779 GYD per night

Show all

Other great vacation rentals in Cambridge

Guest favorite

Home in Cambridge

4.92 out of 5 average rating, 12 reviews

High St. Art Gallery Suite

Nov 16 – 23

G$30,407 GYD per night

Guest favorite

Home in Cambridge

4.97 out of 5 average rating, 65 reviews

Roslyn Retreat. Center of the Eastern Shore!

Aug 19 – 26

G$27,479 GYD per night

Guest favorite

Home in Cambridge

4.97 out of 5 average rating, 94 reviews

Church Creek Charm (close to Blackwater Refuge)

Oct 24 – 31

G$29,818 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 10 – 17

G$27,857 GYD per night

Guest favorite

Home in Cambridge

5.0 out of 5 average rating, 30 reviews

Small, peaceful getaway

Sep 9 – 16

G$36,175 GYD per night

Guest favorite

Home in Cambridge

5.0 out of 5 average rating, 55 reviews

Entire Updated Waterview Home in Cambridge, MD

Jun 10 – 17

G$86,358 GYD per night

Guest favorite

Cottage in Cambridge

4.97 out of 5 average rating, 64 reviews

Cambridge Cottage

Oct 15 – 22

G$37,625 GYD per night

Guest favorite

Home in Cambridge

4.92 out of 5 average rating, 51 reviews

Osprey's Retreat - Waterfront with private beach!

Sep 10 – 15

G$94,090 GYD per night

Show all

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
G$10,432 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 house rentals in Cambridge?
Experience the best of Cambridge with our house rentals, starting at about $50 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 house rentals in Cambridge have wireless internet?
Absolutely! We offer over 150 house 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 10 homes with a gym, over 150 homes with wireless internet, over 60 homes with a bbq area, 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.

Vacation rentals in Cambridge

Top-rated vacation rentals in Cambridge

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Cambridge vacation rentals

Stay near Cambridge's top sights

Other great vacation rentals in Cambridge

Home in Woolford

Loft in Lusby

Home in Woolford

Cottage in California

Home in Cambridge

Apartment in Lusby

Guesthouse in Lusby

Tiny home in Solomons

Other great vacation rentals in Cambridge

Home in Cambridge

Home in Cambridge

Home in Cambridge

Guesthouse in Cambridge

Home in Cambridge

Home in Cambridge

Cottage in Cambridge

Home in Cambridge

Quick stats about vacation rentals in Cambridge

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Cambridge?

Are there pet-friendly vacation rentals in Cambridge?

Are there Cambridge vacation rentals on Airbnb with pools?

How much does it cost to stay in house rentals in Cambridge?

Do house rentals in Cambridge have a gym?

Do house rentals in Cambridge have a bbq area?

Do house rentals in Cambridge have wireless internet?

Do house rentals in Cambridge have self check-in?

What are the most popular amenities for House Rentals in Cambridge?

Are there family-friendly vacation rentals in Cambridge?

Destinations to explore