Cambridge Vacation Rentals from $244: Search Short-Term Rentals

Q: What's the top vacation rental in Cambridge?

Private 2 Acre Waterfront Family Retreat with Pool & Pier : Visitors like this Cambridge vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. Some other homes for rent in Cambridge include Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! and Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW .

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Our top choices for Cambridge vacation rentals

1. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

$240 nightly

Sep 14 - Sep 15

Total with taxes and fees

2. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Downtown Cambridge

Kristen S.

$357 nightly

Sep 28 - Sep 29

Total with taxes and fees

3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Robert

$367 nightly

Sep 29 - Sep 30

Total with taxes and fees

4. Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown

Cambridge

mike

$646 nightly

Sep 14 - Sep 15

Total with taxes and fees

5. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveler

$684 nightly

Sep 14 - Sep 15

Total with taxes and fees

6. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

$591 nightly

Sep 14 - Sep 15

Total with taxes and fees

7. Sunset Breezes - quiet waterfront retreat

Dorchester County

John C.

$418 nightly

Sep 27 - Sep 28

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

8. Waterfront Getaway with Dock

Woolford

Meagan G.

$225 nightly

Sep 16 - Sep 17

Total with taxes and fees

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Top Cambridge Hotel Reviews

The Tidewater Inn

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ Wonderful Birthday Getaway! We had a wonderful stay at The Tidewater Inn for my spouse’s birthday weekend. Our room was clean, spacious, comfortable, and perfect for a relaxing getaway. The location is one of the best parts of the property...you’re within walking distance of historic sites, great restaurants, shops, and trails, with several spa and wellness options nearby. We really enjoyed being able to park the car and explore downtown Easton on foot. The area has so much charm, and The Tidewater Inn puts you right in the center of it while still providing a peaceful place to relax at the end of the day. From enjoying room service in the morning to exploring the town and nearby restaurants, everything came together for a memorable weekend. We would absolutely stay here again and highly recommend The Tidewater Inn for a romantic weekend, birthday celebration, or relaxing Eastern Shore getaway! ❤️"

St Michaels Inn

8/10 Good

"Well, it was a nice hotel and the price was reasonable, but it’s a little rundown the rooms inside a very nice, but the overall property is certainly not pretty. The other thing is it’s kind of a mix between nice and not so nice. Breakfast was less than average coffee was weak and not that good but again if you want to stay near Saint Michael’s and don’t have to travel in from Easton it’s a it’s an OK pick"

Private 2 Acre Waterfront Family Retreat with Pool & Pier

10/10 Excellent

"Wonderful home with plenty of space. Large bedrooms made it easy to accommodate our family of 19. We had a few hiccups with pool and air conditioning but Ginger was super responsive and very helpful in getting everything fixed as quickly as possible. The dock was great. The pool was a nice feature for our family. Everything is a bit worn and I think a deep cleaning would be helpful, (especially the high up areas where dust accumulates) but we will stay here again!"

Find out more about Cambridge

Everything you need to know about Cambridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cambridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cambridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cambridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cambridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cambridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $244 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cambridge rentals

At Expedia, we put the best Cambridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cambridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cambridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cambridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Cambridge?

Yes, there are vacation rentals in Cambridge close to Richardson Maritime Museum, or you can go with a secluded option if you'd like a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in Cambridge. Make sure you have time to check out the museums and architecture during your trip.

What's the top vacation rental in Cambridge?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: Visitors like this Cambridge vacation home rental. It is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books. Some other homes for rent in Cambridge include Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock! and Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW.

How many vacation rentals are there in Cambridge?

With 91 Expedia vacation rentals, you're sure to find just the right place for your Cambridge stay.

What’s there to see and do in Cambridge?

Enjoy the outdoors at Long Wharf Park and Gerry Boyle Park at Great Marsh, or simply take in cultural attractions like Harriet Tubman Museum and Educational Center and Richardson Maritime Museum. Choptank River Lighthouse and Dorchester County Visitors Center are other places to visit while you're in town.

What’s a vacation rental in Cambridge like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Cambridge. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.

Cambridge Vacation Rentals

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Check prices for these dates

Our top choices for Cambridge vacation rentals

1. Sailwinds Loft at Cambridge Creek

2. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

4. Waterfront • Heated Decks • Workspace • EV Charging • Home Gym • Downtown

5. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

6. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

7. Sunset Breezes - quiet waterfront retreat

8. Waterfront Getaway with Dock

9. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

10. Pet-Friendly Pond Cottage • Nature Escape Near Beaches

11. Beachside Oasis with Beach Passes & King Suite by A Haven Away

12. Salisbury Riverfront Lofts

13. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

14. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

15. Soul Oasis - home on the Chesapeake Bay

16. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

17. Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

18. Plum Point Cottage #17

19. Family Beach House: Spacious Deck, Grill & Views

20. 3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace

Find vacation rentals that suit your style

Top Cambridge Hotel Reviews

The Tidewater Inn

Find out more about Cambridge

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6. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8