Vacation 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

A modern living area is shown, featuring a white sofa with black and cream accents. Natural light fills the space through large windows adorned with dark curtains. A stylish area rug anchors a coffee table, with a sleek work desk positioned nearby.

Apartment in Chelsea

4.74 out of 5 average rating, 35 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.

Top guest favorite

A spacious outdoor area features a crystal-clear pool surrounded by a paved deck. Several lounge chairs are positioned nearby for relaxation. The house in the background displays a welcoming design with a cozy porch. Lush greenery provides a serene backdrop to this inviting space.

Apartment in Winthrop

4.97 out of 5 average rating, 319 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 favorite

The outdoor area features a serene saltwater pool surrounded by lounge chairs, all set against a backdrop of panoramic ocean views. A pergola provides partial shade, and vibrant flowers add a touch of color to the landscaped surroundings.

Apartment in Winthrop

4.96 out of 5 average rating, 252 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.

Top guest favorite

The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.

Home in Arlington

4.94 out of 5 average rating, 36 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

A contemporary living area features a large flat-screen TV mounted on a wooden panel. A light-colored sofa sits across from a glass coffee table, which is adorned with small potted plants. A floor lamp provides ambient lighting, while sheer curtains allow natural light to filter in.

Apartment in Boston

4.87 out of 5 average rating, 101 reviews

Ideal for long stays | Spacious suite in Boston

Enjoy Boston in an elegant 2 bedroom with sleek interior furnishing for long and short stays. Just a 5 min walk from the T and close to Boston College/Harvard, you can tastefully engage with all of Boston. Unit Features -> 24/7 Concierge -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 50” Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> 2 Comfortable Queen Bed -> 1 Twin Ideal for business travelers, couples, nurses, and everyone looking to experience Boston in style!

Superhost

A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.

Apartment in Revere

4.84 out of 5 average rating, 176 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

Guest favorite

A spacious outdoor pool area is showcased, flanked by lounge chairs and surrounded by modern architecture. The pool features a clear blue water and a surrounding deck with light-colored tiles, inviting relaxation under the sun.

Apartment in Boston

5 out of 5 average rating, 6 reviews

Monthly Skyline Apartment

Welcome to your next retreat, a waterfront haven of fully furnished corporate housing that blends luxury with urban ease. Highlights: • Exceptional location 5-min to the center of downtown • Direct Harborwalk access near Lo Presti Park • Rooftop lounge with skyline vistas, and cozy seating • Pool terrace with grills and herb garden • Chef’s kitchen, billiards, and stylish social spaces • 24/7 fitness center with Peloton and harbor views • Private work rooms and a creative music studio

Guest favorite

A light-filled living area features a comfortable sofa, a sleek coffee table, and a large dining table surrounded by white chairs. A TV is positioned in one corner, with a keyboard placed nearby. Decorative plants add a touch of greenery.

Apartment in Cambridge

5 out of 5 average rating, 7 reviews

Condo in Kendall Square MIT/Harvard

Stunning apartment in Kendall Square with all amenities: gym, pool, social room, business center, grills, courtyard. Just a 5-minute walk to MIT, the subway, the Charles River, and a short walk to Beacon Hill and other Boston highlights. Experience vibrant executive and family life with nearby restaurants and cafes. This luxurious, safe complex offers a quiet apartment with high-speed WiFi, HVAC, a sofa bed, a cozy living area, and an open kitchen. Perfect for business or leisure.

Guest favorite

A bright and airy living space is highlighted by large windows offering views of the ocean. Two cozy armchairs frame a central coffee table, with a decorative plant placed atop. Natural light fills the room, creating a serene atmosphere.

Apartment in Revere

5 out of 5 average rating, 7 reviews

Boston Designer Beach House | Near Airport

Wake to ocean views, take a morning beach stroll, unwind on the deck, or perfect your swing on the golf simulator—all before sunset cocktails on the rooftop. This 2BR/2BA sanctuary sleeps 6 and blends breezy California vibes with curated vintage style. With a heated pool, firepits, co-working space, free parking, and steps to the train, airport, and beach, it’s your dream escape—just minutes from downtown Boston. The perfect mix of comfort, design, and unbeatable location.

Top guest favorite

A private heated pool is surrounded by lush greenery, providing a tranquil setting. Loungers are positioned nearby, and a blue lane divider is visible across the pool. Sunlight reflects off the water, enhancing the serene atmosphere.

Home in Newton

5 out of 5 average rating, 23 reviews

Villa with private Pool in Boston's Elite Enclave

Exclusive retreat in the heart of Boston's premier neighborhood. Minutes away from top Boston's attractions , our space offers the perfect blend of comfort and convenience. Spacious bedrooms, fully stocked kitchen with SS appliances, induction cooktop and double oven, whirlpool tub and bidet toilets, fireplaced library for those family evening over the board games on main floor. Quiet space with massage chair and home theater TV seating on ground floor

Guest favorite

An aerial view of the landscaped courtyard reveals a sparkling pool surrounded by lounge chairs and cabana seating. Pathways meander through vibrant greenery, and fire pits are placed near cozy seating areas, creating an inviting outdoor space for relaxation and gatherings.

Apartment in Everett

4.95 out of 5 average rating, 19 reviews

Elegant Oasis with Pool and Gym - 2Bath

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

Top guest favorite

A light yellow cottage is positioned adjacent to a spacious swimming pool, surrounded by lush greenery. The pool features a diving board and a decorative tile border. Two lounge chairs sit nearby, while steps lead up to the entrance of the cottage.

Guesthouse in Dedham

4.95 out of 5 average rating, 200 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.