Home rentals with a pool near Fenway Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool near Fenway Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost

Apartment in Chelsea

4.74 out of 5 average rating, 34 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 favourite

Apartment in Waltham

4.97 out of 5 average rating, 340 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'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own 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)

Top guest favourite

Apartment in Winthrop

4.97 out of 5 average rating, 317 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.

Superhost

Apartment in Boston

4.9 out of 5 average rating, 71 reviews

Luxury suite with room divider near downtown

Experience Boston in this incredible eye-catching studio. Comes with a room divider for 1 bedroom like feel! Just a 5 min walk from the T and close to Boston College/Harvard, you can engage with all of Boston tastefully. Unit Features -> Blazing Fast WiFi -> 65” SmartTV with Streaming -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for business travelers, couples, nurses, those in hospital treatment and everyone looking to experience Boston in comfort and peace.

Top guest favourite

Apartment in Winthrop

4.96 out of 5 average rating, 251 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.

Superhost

Apartment in Somerville

4.89 out of 5 average rating, 64 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

Superhost

Apartment in Revere

4.84 out of 5 average rating, 174 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 favourite

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 favourite

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.

Superhost

Apartment in Revere

5 out of 5 average rating, 4 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.

Superhost

Apartment in Somerville

4.83 out of 5 average rating, 47 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.

Top guest favourite

Guesthouse in Dedham

4.95 out of 5 average rating, 199 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.