Holiday rentals with a pool in Suffolk County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Suffolk County

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

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Superhost

Flat in Chelsea

4.8 out of 5 average rating, 30 reviews

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Discover Boston from a contemporary luxury apartment with exceptional ambiance and amenities. STRICT NONSMOKING!!! The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → Dedicated Corporate Office Workspace → 65" Living Room Smart TV → 55" Bedroom Smart TV → Fully Stocked Kitchen → Washer & Dryer → Private Parking The Amenities: → Business Lounge → Pool → Full Size Gym → Gameroom Ideal for business travelers, travel nurses and corporate clients looking to experience Boston in style.

Guest favourite

Flat in Winthrop

4.96 out of 5 average rating, 313 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.

Top guest favourite

Flat in Winthrop

4.96 out of 5 average rating, 245 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. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. 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.

Guest favourite

Flat in Somerville

4.96 out of 5 average rating, 53 reviews

Lux 2BR Apt w/ Pool and Gym

Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home

Top guest favourite

Home in Arlington

4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

Quiet neighborhood. Lots of room. Enclosed back yard during summer months (June 20 - September 19) 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 - Has STAIRS to bedrooms. Outside: Yard, Swimming pool (summer months), patio. 2 off-street parking. Has STAIRS to outside. Off Route 2. Quick access to Cambridge/Boston, Alewife Train station

Superhost

Flat in Revere

4.84 out of 5 average rating, 165 reviews

Stylish and Cozy at Revere Beach

Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

Superhost

Flat in Malden

4.9 out of 5 average rating, 104 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!

Top guest favourite

Home in Newton

5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

Welcome to your exclusive retreat in the heart of Boston's premier neighborhood. Located just minutes away from top attractions like Fenway Park, the Freedom Trail, and Boston Common, our space offers the perfect blend of comfort and convenience. Our villa offers a blend of sophistication and relaxation, perfect for discerning travelers seeking luxury travel. Quiet space with massage chair and home theater TV seating at the end of the day after exploring the city.

Superhost

Flat in Boston

4.9 out of 5 average rating, 61 reviews

Ideal for long stays | Boston studio on top floor

Experience Boston in a beautiful luxe jr. 1 bedroom unit on the top floor! 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 Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in comfort and peace.

Guest favourite

Boat in Boston

5 out of 5 average rating, 13 reviews

Serenity - 36’ Aft Cabin Carver

At Constitution Marina's Bed & Breakfast Afloat you can enjoy the ambiance, the comfort, the romance of staying ON THE WATER with all the amenities of a modern hotel, at rates as low as you'll find anywhere in Boston! For boats with 2 staterooms, there is an additional fee of $100.00 plus tax/night if the 2nd room is rented. The 2nd room is booked directly through the host.

Superhost

Flat in Cambridge

4.87 out of 5 average rating, 38 reviews

Central Square Upscale Penthouse near MIT/Harvard

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!**

Superhost

Flat in Somerville

4.82 out of 5 average rating, 45 reviews

Lovely 2- bedroom serviced apartment with pool

Apartment is located at Assembly Row in Somerville. Walking distance from shops, restaurants, medical centers and the Public Transportation (Orange Line). Ideal for traveling nurses, or long stays. The apartment complex has working space, gym, pool and an outside patio. 12 minutes from the Logan airport and 12 minutes from downtown Boston.