Vacation rentals with a pool in Amherst

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Amherst

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

%{current} / %{total}1 / 1
Guest favourite
A charming property is illuminated with colorful lights during the evening. The spacious deck is adorned with festive decorations, and a Christmas tree can be seen through large windows. The surrounding area is dark, emphasizing the warm glow of the lights.
Bungalow in Easthampton
4.93 out of 5 average rating, 538 reviews

The Creation Station

Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Update! We just installed an 8 person hot tub! Plus our pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

Top guest favourite
A light-filled living area features a cozy sofa and elegant chairs arranged around a delicate coffee table. A decorative fireplace serves as a focal point, complemented by soft curtains and a tasteful chandelier. An ornate mirror reflects the natural light streaming through the large windows.
Guest suite in Enfield
5 out of 5 average rating, 160 reviews

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Top guest favourite
An open living space features a comfortable grey couch, a wooden dining table with chairs, and large windows allowing natural light. A kitchen island with a butcher block surface sits prominently, promoting convenience and accessibility in the room's design.
Apartment in Northampton
4.97 out of 5 average rating, 386 reviews

1880s sun-bathed beauty in best downtown location

Sun-drenched, recently renovated 2nd floor apartment in gracious 4-family Victorian home, steps from Northampton's vibrant downtown. Wonderful open living/dining/kitchen space w wood floors, lots of comfy couch seating, 65" 4K TV, stainless-steel appliances, butcher block counters. Master BR with queen bed, 55" 4K TV, 2nd BR with double bed. Comfy queen blow-up mattress can be set up in LR. Updated bathroom with shower and tiled floor. Washer and dryer in basement (shared with another apt).

Guest favourite
A spacious living area is highlighted by a curved sectional sofa facing a media console, featuring a variety of television options. Large windows invite natural light, while warm wooden beams add structural interest to the ceiling.
Home in South Deerfield
4.81 out of 5 average rating, 249 reviews

Perfectly Polished Deerfield Home 5 min to I-91

A perfectly polished home, nestled in the Sugarloaf Mountain Range with a view of Mount Toby! This property offers 4 bedrooms and 4 beds. With over 2000 sqft of living space, you will enjoy coming home to wind down after a day at Yankee Candle, hiking, or other event in the beautiful Pioneer Valley. The house has something for everyone, whether it’s streaming your favorite show on Netflix, Hulu or Prime Video or relaxing on the patio deck while the kids enjoy the huge pool and water slide!

Guest favourite
Home in Colrain
4.89 out of 5 average rating, 134 reviews

The 1770 House

Come and enjoy our country retreat with breathtaking mountain and valley views. This expanded 1770 farmhouse gives you 4,500 sq. ft. of space for large family and friend get togethers. The house overlooks the Green River Valley with views to Vermont. The end of a dirt road location provides an escape with views that are changing through the seasons. There are six bedrooms and three bathrooms. Have an event or special gathering from wedding to retirement let us know maybe we can help.

Top guest favourite
A modern guest house is visible beside a clear in-ground pool. The structure features dark siding and large windows, with a private patio area decorated with lounge chairs. Surrounding greenery and fencing provide a tranquil outdoor setting, suitable for relaxation.
Guesthouse in Northampton
5 out of 5 average rating, 17 reviews

Newly Constructed Guest House with Pool

200 sf guest house adjacent to our home. Space complete w/ wifi, heat, A/C + ceiling fan. QUEEN size sleeper sofa , full size mattress in sleeping loft, kitchenette w/sink + mini fridge, HALF bath, OUTDOOR shower, private patio and in-ground pool. Outdoor lighting allows for nighttime enjoyment of guest house, pool and enclosed yard. Walking distance to Florence ctr, 2 mi from downtown Northampton. THIS SPACE IS MORE COMFORTABLE FOR 2 PEOPLE - but there is enough sleeping space for 3.

Top guest favourite
Home in South Deerfield
5 out of 5 average rating, 10 reviews

Serene South Deerfield Retreat

Discover a quiet escape in the heart of historic South Deerfield, MA. This thoughtfully renovated home blends rustic charm with modern comforts, creating a warm and welcoming space for adult families, couples, or professionals looking to unwind, explore and recharge. Located at the base of Mt Sugarloaf and minutes from Yankee Candle, Treehouse Brewery, Deerfield Academy and the Connecticut River. This cozy retreat offers easy access to some of Western MA most beloved attractions.

Guest favourite
A charming red cabin is nestled among lush green trees, surrounded by moss-covered ground. The exterior features multiple windows, allowing natural light to fill the space. A small shed is visible to the left of the cabin, enhancing the serene woodland setting.
Cabin in Guilford
4.95 out of 5 average rating, 180 reviews

Silver Brook Cabin

Waterfront setting in a relaxing, but convenient, location in southeastern Vermont. Photos and captions do the best job of describing our cabin, adjacent brook, and very nearby Green River with its covered bridge and swimming holes. The cabin is 20 minutes from Brattleboro with its many restaurants, shops, movie theater, and galleries. Not only is the immediate area wonderful for swimming, biking, and hiking, you can also simply relax with a good book or two.

Top guest favourite
A clear, inviting pool is surrounded by lush greenery and mature trees, providing a serene and private atmosphere. The pool features a gently curving shape and is bordered by textured stone paving, with sunlight reflecting off the water's surface.
Apartment in Holyoke
4.8 out of 5 average rating, 263 reviews

NE Historical Mansion-pets and pet lovers welcome

Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

Guest favourite
A charming brick exterior of the retreat features multiple large windows and a welcoming front entrance. Lush green grass surrounds the property, with decorative landscaping elements visible, including flowering plants. Solar panels are situated on the roof, reflecting an eco-friendly design.
Guesthouse in Enfield
4.95 out of 5 average rating, 63 reviews

Close AirPort|SixFlags|Big E|Free Private Parking

Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat.

Top guest favourite
Guest suite in Amherst
4.96 out of 5 average rating, 304 reviews

Sunlit Clean Amherst Cozy Log Cabin

Peaceful log cabin on an 8 acre property. Truly a gem to enjoy: a quiet, relaxing, cozy, sunlit cabin with a vaulted ceiling. Beautiful gardens, warm electric fireplace, and steps away from Atkins Reservoir and hiking trails. You will feel secluded but close to local attractions. Umass only 7 minutes away and close to Amherst College, Hampshire College, Smith College, and Mount Holyoke as well.

Top guest favourite
This living area features a stone fireplace as a focal point alongside large skylights allowing natural light to fill the space. A cozy seating arrangement is present, complemented by a patterned area rug. Large glass doors open to an accessible outdoor deck, enhancing the connection to nature.
Home in Westhampton
5 out of 5 average rating, 50 reviews

Happy Valley getaway

Private, peaceful location nestled conveniently between Northampton and Easthampton. Great for Five college visits or getting to any Western, MA location. Minutes to restaurants, colleges and Mount Tom. Pool is closed Labor Day through Memorial Day.

Popular amenities for Amherst rentals with a pool

Quick stats about vacation rentals with a pool in Amherst

  • Total vacation rentals

    Explore 10 vacation rentals in Amherst

  • Nightly prices starting at

    Amherst vacation rentals start at $85 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 verified reviews to help you choose

  • Wifi availability

    10 of Amherst vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Amherst rentals

  • 4.9 Average rating

    Amherst stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore