Vacation rentals with a pool in Suffolk County

4.76 out of 5 average rating, 25 reviews

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

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.

4.96 out of 5 average rating, 313 reviews

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

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.

4.96 out of 5 average rating, 241 reviews

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

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.

4.96 out of 5 average rating, 48 reviews

An aerial view captures a landscaped pool area featuring a long, rectangular plunge pool surrounded by a spacious deck. Multiple lounge chairs are arranged neatly along the water's edge, while shaded seating areas are provided by large umbrellas, promoting relaxation in a vibrant outdoor setting.

Apartment in Somerville

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

4.94 out of 5 average rating, 34 reviews

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

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

4.83 out of 5 average rating, 163 reviews

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

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

5 out of 5 average rating, 7 reviews

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

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.

4.9 out of 5 average rating, 102 reviews

A bright bedroom features a spacious bed with soft linens. Nightstands with lamps are positioned on either side. Large windows allow natural light to fill the room, which is adorned with neutral-toned walls and a simple wall art piece above the bed.

Apartment in Malden

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!

5 out of 5 average rating, 18 reviews

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

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.

5 out of 5 average rating, 16 reviews

A modern living area features a light gray sofa positioned near a wooden media console. A round white ottoman complements the space. A circular mirror is mounted on the wall, reflecting light, while a decorative plant adds a touch of greenery. A smart TV mounted nearby displays content options.

Apartment in Boston

The Lister-Luxurious Studio Near Heart of Boston

Stylish Studio Minutes from Downtown Boston! Stay just 5 minutes from the T and 10 minutes from Harvard & Boston College. This modern studio features ultra-fast WiFi, a 65" Roku TV, a comfy queen bed, full kitchen, and in-unit washer/dryer. Enjoy access to premium amenities including a gym, lounges, and co-working spaces. Ideal for nurses, couples, and business travelers. Walk to top restaurants, bars, shops, and Whole Foods. Parking available upon request!

4.67 out of 5 average rating, 6 reviews

An indoor pool is featured, showcasing bright blue water beneath soft lighting. Comfortable loungers are positioned around the pool area, and lush greenery adds a touch of nature. Large windows invite natural light, creating a serene atmosphere for relaxation and leisure.

Apartment in Boston

Chinatown Boston 3BR Condo w/Pool, Gym & Parking

**Boston Downtown Condo** Indulge in luxurious living at your next Boston Common and Public Garden retreat, the fully equipped kitchen harmonizes with the dining and living area, offering a sensory feast of comfort. Three dreamy bedrooms, one with a king-sized bed and another Queen bed and third with two queens/Fulls and 2 Twins in the living room. ✔ Shared Gym, Pool Please note that this condo is in Boston Near Boston Common Park

5 out of 5 average rating, 13 reviews

A motor yacht is docked at a marina, featuring a spacious upper deck with a canopy. The exterior showcases a cream-colored hull with large windows and a comfortable layout. A wooden walkway leads to the boat, surrounded by additional boats in the marina.

Boat in Boston

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.

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Popular amenities for Suffolk County rentals with a pool

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Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.73 out of 5 average rating, 15 reviews

Home in Gloucester

Mansion in Gloucester with Pool

MaryRating, 5 stars6 months ago

My family and I were fortunate enough to spend the thanksgiving holiday here. It was the perfect space for a group gathering. Would highly recommend!

5 out of 5 average rating, 17 reviews

A welcoming living area features a large yellow sectional sofa, paired with woven chairs. A colorful area rug anchors the space, complemented by a light wood floor. The walls are adorned with a tropical mural, and a kitchen area is visible in the background.

Home in Hull

NEW! Walk To Beach! Sunshine House

LouiseRating, 5 stars3 months ago

Probably the most enchanting and creative place I’ve ever stayed! Bright, clean and colorful! Brenna and Kyle were friendly, helpful and responsive. Would definitely stay there again.

Home in Lakeside Marblehead

The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.

5 out of 5 average rating, 16 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars1 week ago

Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

4.95 out of 5 average rating, 154 reviews

An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.

Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 month ago

Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.

4.95 out of 5 average rating, 42 reviews

An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.

Home in Norwood

the house of id; vintage shop, accessible space

KassiaRating, 5 stars1 week ago

We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️

4.97 out of 5 average rating, 94 reviews

The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.

Home in Weston

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 month ago

I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.

The image shows a hot tub situated on a shaded deck, overlooking a calm waterfront. The view includes a distant skyline with industrial buildings, framed by greenery. The clear water of the hot tub reflects the serene outdoor setting.

Home in Weymouth

4.93 out of 5 average rating, 44 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

MiaRating, 5 stars4 weeks ago

Beautiful location and great house! We had a great time celebrating my 30th birthday with friends. The hot tub/pool is perfect for hanging out after sunset.