Vacation rentals with a pool in Cambridge

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cambridge

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Rental unit in Waltham

4.97 out of 5 average rating, 262 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest favorite

Rental unit in Winthrop

4.96 out of 5 average rating, 293 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

Guest favorite

Home in Arlington

4.91 out of 5 average rating, 22 reviews

Beautiful Spacious 4BRM House!

Quiet neighborhood. Bring family, friends or co-workers to this great place with lots of room. 4 bedrooms (2 ensuite), 3 full bathrooms plus a half bath Spread over 2 floors: - Floor 1: eat-in kitchen, 1/2 bath, living rm, dining rm, office - Floor 2: 4 bedrooms, 3 bathrooms, bonus room Outside: Yard, Swimming pool (summer months), patio. 2 off-street parking Located right off Route 2 providing quick access to Cambridge/Boston, Alewife T-station (Red line) or Porter and Harvard Square

Guest favorite

Rental unit in Brighton

4.91 out of 5 average rating, 33 reviews

Lovely Boston studio with bedroom and city views!

Experience Boston in a beautiful luxe jr. 1 bedroom unit! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston and tastefully long term. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed ->Game rooms all across the property Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Guest favorite

Rental unit in Winthrop

4.95 out of 5 average rating, 219 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Our saltwater pool is nicely terraced and overlooks stunning ocean views. We are 4 short miles from the city and public transportation is easily accessible; a convenient option into Boston. Winthrop is a welcome relief from the hustle and bustle of the city where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Superhost

Rental unit in Malden

4.9 out of 5 average rating, 70 reviews

Luxe Serene 1BR 15 min from Boston with Gym & More

You will love this beautifully designed 1 Bedroom 1 Bath luxury unit that is in a central location between many great cities! You will be staying in a gorgeous private community with a gym, pool table, dog park, kids playground, tennis court, and tons of outdoor space. Have peace of mind knowing you’re in a safe space. Our luxury suite has a Queen Medium Firm bed along with a Queen Air Mattress for any additional guests. Check out more of our amenity spaces below!

Guest favorite

Rental unit in Holliston

4.96 out of 5 average rating, 118 reviews

Lake Link

Beautiful fully stocked 2 BR apartment located in Holliston Historic District. Top of the line swimming pool with waterfall and hottub (May 31-Sep 30). Full kitchen, full bath, washer/dryer, central heat and AC, fireplace, wireless internet, Cable TV with almost all premium channels available, private driveway and entrance. Sorry, but no pets allowed. Note: COVID19- We require all eligible guests to be vaccinated or have 72 hr negative test.

Guest favorite

Condo in East Cambridge

5 out of 5 average rating, 48 reviews

Modern New Lux Apt/ King bed close to MIT Harvard

1 Bed/ 1 Bath luxury condo conveniently located in a prime neighborhood in Cambridge, MA. Access to building gym, business center and outdoor gym in summer months. Luxurious KING size bed, 1 full size air mattress 1 couch, Washer/dryer. Convenient walk to cafes & restaurants, Markets, MBTA. Close to Freedom Trail, science museum, Cambridge side mall. NO smoking anywhere in the building. Suitable for children and pets.

Guest favorite

Cottage in Marblehead

4.98 out of 5 average rating, 104 reviews

4 Houses from Harbor | Old Town | Pool | Parking

Quaint antique cottage with a pool that is located 4 houses from the harbor in Marblehead's Historic District — steps The Barnacle Restaurant. Private backyard pool with indoor and outdoor seating. Close to attractions like Fort Sewall, Fort Beach, and local eateries. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

Superhost

Rental unit in Cambridge

4.84 out of 5 average rating, 25 reviews

Upscale Penthouse near MIT/Harvard Central Square!

Our 1 Bedroom | 1 Bathroom Luxurious apartment is located in Central Cambridge Kendall Square, one of the most exciting places to live, work, shop & play in the Boston/Cambridge area. At this community, there is an array of amenities such as a mezzanine terrace with a garden, fitness center, business center and more. **Ask us about our unbeatable monthly rates!**

Guest favorite

Guest suite in Burlington

4.96 out of 5 average rating, 28 reviews

Stay a While, Studio Apartment-Pet Friendly

Welcome to our fabulous boho chic studio apartment, located 25 minutes North of Boston. We welcome all guests, including your beloved pets! 3/4 of a mile to the nearest MBTA bus stop, 3 miles to Lahey and 6 miles to Winchester Hospital. And best of all, Dunkin Donuts is a 5 minute walk from us ;)

Guest favorite

Guesthouse in West Roxbury

4.95 out of 5 average rating, 188 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.