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

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Top guest favorite

A vibrant swimming pool reflects the blue sky and fluffy clouds above. Lush green hills and colorful flowers can be seen in the background, surrounded by a rustic wooden fence, creating a serene outdoor retreat.

Home in Chesterfield

4.98 out of 5 average rating, 55 reviews

High Field Farm

Come to High Field Farm to getaway and unwind in a beautiful, classic New England farmhouse. Set on over 500 acres of land, enjoy a spacious, tasteful and pristine country vacation home, lovingly cared for by the same family for over 50 years. The house offers four bedrooms and two full bathrooms, and endless outdoor opportunities like hiking or fly-fishing. You'll enjoy spectacular mountain views in an idyllic and private country setting that will enchant and nourish your heart and soul.

Superhost

A child relaxes on a sparkling inflatable pool float in a clear, blue swimming pool. Several colorful pool toys are visible on the water's surface, and sunlight reflects off the water, creating a playful ambiance.

Apartment in Northampton

4.89 out of 5 average rating, 186 reviews

Luxury w sunny balcony in best downtown location

Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

Top guest favorite

Guest suite in Enfield

5 out of 5 average rating, 129 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 favorite

A serene outdoor pool is surrounded by vibrant greenery and a wooden fence. A covered pavilion is situated nearby, featuring seating options. Natural stone pavers line the pool area, providing easy access, while lush grass enhances the tranquil setting.

Home in Amherst

4.97 out of 5 average rating, 39 reviews

Calm Post+Beam Retreat

Escape into our airy, light-filled, modern, cabin. Built with wood milled right here, this serene retreat has lovely sunset views. 700 sqf detached cabin. Sleeping + office loft, 2nd queen sleeper, wood-burning stove, digital thermostat, wifi, 55” TV with Netflix, ample parking. Summer dips in the pool. North Amherst is 10 min from Amherst center, UMASS, Amherst College; 27 min to Smith College. **To access the 2nd floor office, you need to step over a beam. 1-step to the front door.

Guest favorite

A serene brook flows through a lush forest, with smooth stones covered in moss lining the banks. Sunlight filters through the canopy of tall trees, illuminating a red cabin in the background, creating a tranquil and inviting woodland scene.

Cabin in Guilford

4.95 out of 5 average rating, 169 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 favorite

A living room is displayed, featuring a comfortable blue couch adorned with patterned pillows. Three framed landscape images are mounted on the wall above a wooden coffee table. Natural light enters through a window with sheer curtains, illuminating a cozy reading nook in the background.

Apartment in Northampton

4.99 out of 5 average rating, 141 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Top guest favorite

An outdoor area features a serene pool surrounded by lush greenery, flowering plants, and decorative rocks. Wooden lounge chairs are positioned nearby for relaxation, while a mix of vibrant trees provides a natural backdrop to the historic home adjacent to the pool.

Villa in Longmeadow

5 out of 5 average rating, 52 reviews

Comfort and Luxury - 180 year Old Gothic Estate

This 180 year old home provides luxury and comfort for up to 10 guests. Perfect for family gatherings or a group of friends wanting to get away . Chef prepared meals and house keeping services are offered at additional rates. Conveniently located only 15 miles north of Hartford/Springfield BDL Airport and a 5 minute drive to Springfield's MGM casino. PLEASE note that guest of record is required to have at least 3 Five Star reviews in order to book

Guest favorite

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

5 out of 5 average rating, 21 reviews

Close BDL AirPort & SixFlags 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.

Guest favorite

Home in Colrain

4.9 out of 5 average rating, 126 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 friends get togethers. The house overlooks the Green River Valley with views to Vermont. The end of a dirt road location provides a quiet escape with views and vistas that are constantly changing through the seasons. There are three bathrooms.

Top guest favorite

A refreshing pool is surrounded by vibrant flowers and greenery, providing a serene outdoor setting. Lounge chairs are arranged around the pool, inviting relaxation. The pool area is fenced, ensuring privacy and safety for guests.

Guest suite in Amherst

4.96 out of 5 average rating, 294 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.

Guest favorite

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

4.78 out of 5 average rating, 212 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. Just 5 min to I-91 and Pike, 15 min to Northampton.

Top guest favorite

A large inground pool is surrounded by a concrete deck, flanked by greenery from nearby trees. The pool features clear blue water and a gentle slope leading to the edge. A set of metal handrails are visible for access.

Apartment in Enfield

4.99 out of 5 average rating, 227 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

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Popular amenities for Amherst rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Amherst

5 out of 5 average rating, 8 reviews

Stay in Robert Frost's beautiful house

Guest favorite

A formal dining area is depicted, featuring a glass-topped table surrounded by six wooden chairs. Soft lighting is provided by a hanging lamp above the table. Two large sliding doors access an outdoor space, framed by sheer curtains that allow natural light to filter in.

Home in Tolland

4.88 out of 5 average rating, 43 reviews

Peaceful Estate Getaway

Guest favorite

A private saltwater pool is surrounded by a paved patio, featuring a sunken hot tub and a spacious seating area. Lush greenery encircles the space, with a warm glow from the setting sun visible through the trees, creating a serene outdoor retreat.

Home in Ashford

4.87 out of 5 average rating, 78 reviews

Large secluded house in the Woods; Pool, hot tub!

Guest favorite

A blue swimming pool reflects sunlight, surrounded by a concrete deck and white fencing. A tent provides shade over a gathering area with tables and coolers. Several lounge chairs are positioned nearby, offering space for relaxation.

Home in Enfield

4.91 out of 5 average rating, 11 reviews

3 bdrm house great neighborhood

Superhost

The backyard features a kidney-shaped pool, surrounded by a stone patio. The split-level home has large windows that provide unobstructed views of the outdoor space. Lush greenery enhances the tranquil setting, complemented by a stone wall and an inviting entryway.

Home in New Hartford

4.79 out of 5 average rating, 39 reviews

Mountaintop Nirvana: Lake, Pool, Hot Tub, Nature

Guest favorite

The outdoor space features a landscaped yard with vibrant flowers and neatly arranged cobblestone paths. A crystal-clear pool is visible beyond a decorative black fence, surrounded by trees and greenery. A gazebo adds character to the serene environment, ideal for relaxation.

Home in Brimfield

4.88 out of 5 average rating, 72 reviews

Luxury Home * Pool * Fireplace

A large inflatable swan floats on the water in a spacious pool. A stone patio surrounds the pool, featuring a sun umbrella and green lounge chairs nearby. Lush greenery is visible in the background, providing a serene outdoor setting.

Home in Colebrook

4.83 out of 5 average rating, 6 reviews

Entire Berkshires 1830s Home filled with antiques

A newly constructed pool is seen against a backdrop of mountains and a vibrant sunset. The area is surrounded by natural terrain with a clear view of the evening sky transitioning to twilight.

Home in Troy

4.59 out of 5 average rating, 22 reviews

Mountain View escape

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Quick stats about vacation rentals with a pool in Amherst

Total rentals
10 properties
Nightly prices starting at
G$10,491 GYD before taxes and fees
Total number of reviews
2K reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Atkins Farms Country Market, University of Massachusetts Amherst, and Antonio's Pizza

Vacation rentals with a pool in Amherst

Top-rated rentals with a pool in Amherst

Vacation rentals for every style

Popular amenities for Amherst rentals with a pool

House rentals with a pool

Quick stats about vacation rentals with a pool in Amherst

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore