Vacation rentals with a pool in Vermont

4.96 out of 5 average rating, 144 reviews

An open-concept living area showcases rustic wooden beams and large windows, allowing natural light to fill the space. A dining table with wooden chairs is positioned near the kitchen, which features modern appliances and a cozy wood stove on a stone base.

Home in Granville

Epic Views of the Green Mountains

Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

4.92 out of 5 average rating, 229 reviews

Guest suite in Ryegate

Secluded Paradise on the Connecticut River, VT

Close to heaven for artists and nature lovers. Guest space is the entire first floor of 47' round house with six foot picture windows which allow a 180 degree views on a private half mile on the Connecticut River. Extensive gardens, 30' private guest porch overlooking sandy beach and natural swimming vortex. 4 kayaks, firepit on river's edge, rope hammocks on riverbank. Northlight studio, queen bed ,and foldout couch,divided from bedroom by curtains. Small kitchenette and dining room area.

4.94 out of 5 average rating, 106 reviews

An inviting pool with clear blue water is surrounded by a patio. Rolling green hills and a vast sky filled with white clouds create a scenic backdrop. A few lounge chairs and a dining area are positioned nearby, overlooking the tranquil landscape.

Home in Springfield

Ski Mountain View Estate

Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Always plenty of firewood for the pit! Pool is closed for winter

4.94 out of 5 average rating, 118 reviews

The treehouse design features large windows and wooden siding, surrounded by lush greenery. An expansive deck is equipped with comfortable seating and a fire table, providing a serene outdoor space for relaxation.

Treehouse in Stockbridge

Romantic Treehouse- Hot tub, A/C, 20 Min to KLT

New treehouse was built by me with my own two hands during the pandemic. The architect styled design is one of a kind with huge windows. Radiant Heat, custom bathroom/kitchen. My grandparents once owned and operated a dairy farm in the area and I want to share this treehouse and surrounding area with my guests. Ski or Ride in only 20 min to Killington and resorts. My treehouse is located on the historic ski highway with Killington-20 min, Pico, Okemo, Sugarbush, Saskadena Six, and Stowe.

Apartment in Williamstown

A serene outdoor space features a round swimming pool surrounded by a wooden deck. Lounge chairs are positioned nearby, with greenery providing a natural backdrop. A colorful float is situated at the pool's edge, enhancing the inviting atmosphere of the area.

4.91 out of 5 average rating, 123 reviews

Cozy/Private, close to hospital, i-89

Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, mini fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

4.99 out of 5 average rating, 233 reviews

Exposed wooden beams frame the room, complemented by warm brick walls. A cozy fireplace sits centered against the wall, with decorative art above it. A comfortable chair and lamp are positioned nearby, while a television and small dresser provide functional elements in the living space.

Cottage in Newfane

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

4.99 out of 5 average rating, 119 reviews

A refreshing inground pool reflects the clear sky, bordered by a stone patio. The backyard features vibrant gardens alongside a two-story home with a combination of light gray and red siding. A deck area can be seen on the left side of the house.

Apartment in Monkton

Spacious Private Apartment w/ Green Mountain Views

Guests enjoy views of Camel's Hump & the Green Mountains and beautiful farmland to the East. This space is great for couples & solo adventurers. My home was built in 1810 & the Guest Studio was added onto the house in 1980. Conveniently located midway between Middlebury & Burlington, also a great home-base to take a day trip to the Stowe & the Mad River Valley. Much to explore- visit local farms & apple orchards, great hikes and Lake Champlain, breweries and wineries.

4.95 out of 5 average rating, 169 reviews

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

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.

4.97 out of 5 average rating, 150 reviews

A serene private pool is framed by natural stone, surrounded by lush greenery and a few lounge chairs. The inviting water reflects the sunlight, providing a tranquil space for relaxation. Umbrellas are positioned nearby for shade.

Barn in Newfane

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $80 per trip per dog

4.87 out of 5 average rating, 208 reviews

A tiny house stands surrounded by greenery under a clear blue sky. A bright green door contrasts with the wooden exterior, while colorful prayer flags add a cheerful touch. A front porch features a rocking chair and a small table with chairs, inviting outdoor relaxation.

Tiny home in Randolph

Tiny House on Vermont Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect. Our homestead is based on permaculture landscape design.Relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay and Upper Yurt on VT Homestead

4.91 out of 5 average rating, 138 reviews

A spacious living area features large windows that allow natural light to fill the room, highlighting a stone fireplace and wooden accents. A comfortable sofa is arranged near a coffee table, with a dining area visible in the background, creating a cozy gathering space.

Cabin in Wilmington

Chic Chalet | Hot Tub · Clubhouse · Mt. Snow

Escape to The Sugar Maple Chalet, your stylish family retreat in the heart of Wilmington, Vermont. This thoughtfully updated four-bedroom home blends cozy charm with modern comforts—think high-speed Wi-Fi, a private outdoor hot tub, and a fun-filled basement bar and game room. Just a few minutes from local shops, restaurants, ski slopes, and scenic hiking trails. One well-behaved pet is welcome to join the adventure!

4.93 out of 5 average rating, 152 reviews

An in-ground pool is surrounded by a spacious concrete patio, with lush greenery and trees visible in the background. A vibrant red umbrella offers shade, complementing the inviting blue water. A stone border outlines the pool area, enhancing the outdoor setting.

Cabin in Bridport

Champlain Valley Alpacas

Located in central Vermont, our honeymoon cottage is the ideal private getaway, adjacent to in-ground pool (pool available in Vermont season: late June, July- August) ) when you stay with us. You might just be lucky enough to wake up with the alpacas munching outside your window or hear the roosters crowing nearby! Please plan to slip off your shoes at the door.

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Vermont rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 14 reviews

A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.

Home in Wilmington

Hiking Pet Retreat I Game RM l ChimneyHill l Pool

LynnRating, 5 stars3 months ago

Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!

4.82 out of 5 average rating, 11 reviews

A modern bedroom features a spacious bed with a patterned coverlet against a dark accent wall. Adjacent artwork provides a splash of color. Wall-mounted lamps offer lighting on either side, and a lamp with a round base sits beside the bed, adding to the inviting decor.

Home in Stowe

Modern condo at village green

DanRating, 5 stars3 months ago

Beautiful spot, and a quick walk to the bus stop if some of your family is taking too long to get ready!

4.76 out of 5 average rating, 21 reviews

A spacious estate is set against a backdrop of trees, featuring a well-maintained lawn. An inviting in-ground pool is positioned alongside the home, surrounded by lounge chairs. The house is illuminated warmly, reflecting a tranquil evening atmosphere.

Home in Norwich

Pond, Pool, Mountain Views | Au Bout du Chemin

LaurenRating, 5 stars9 months ago

This is a beautiful property tucked away in the hills of farmland above Norwich. It was perfect for an extended family getaway. Kids loved the pool, ping-pong table and pool table and we loved cooking in the well-appointed kitchen. Great little hike with outstanding views about 20 minutes away on Gile Mountain.

4.89 out of 5 average rating, 247 reviews

The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.

Home in Mendon

Ranch at Mendon Mt Orchards

RobinRating, 5 stars2 weeks ago

We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

4.92 out of 5 average rating, 49 reviews

The spacious outdoor deck surrounds a circular swimming pool, inviting relaxation under the sky. A red railing complements the vibrant blue water. The two-story house, featuring large windows, stands in the background, framed by lush greenery and a clear blue sky.

Home in Newfane

6 BR Perfect Private Retreat in Vermont!

AlexRating, 5 stars10 months ago

Large house in a very remote area. Approximately 70 acres. It was very relaxing and was nice to enjoy the pool which was professionally cleaned before arrival. The master bath has an incredible view of the mountains and an enormous shower. Pool table was fun and well taken care of. We stayed on probably one of the hotter weekends and the house cooled down at night pretty well just by opening the windows. Most rooms had ceiling fans if no other fans were provided. I can imagine this house would be amazing in the winter or fall too. With the screened in fireplace room and additional fire place inside the main house. You’re also close to 2 ski mountains each about 18 miles away. I could see myself renting again in the future. Thanks again

5 out of 5 average rating, 31 reviews

Home in Waitsfield

Winter Wonderful Waitsfield Spacious VT Home w/Spa

SeanRating, 5 stars7 months ago

Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!

4.94 out of 5 average rating, 70 reviews

An aerial view captures a spacious, one-story home surrounded by expansive green lawns and wooded areas. The property features a detached garage and a shed, with ample outdoor space visible for recreational activities.

Home in Barre

Charming Barre Getaway

ConnorRating, 5 stars2 weeks ago

An absolutely fantastic Airbnb. The most well stocked, well loved, and welcoming Airbnb I’ve ever stayed at. It was a mixture of feeling like you were at a super high end hotel while also feeling right at home. Everything was high quality, comfortable, and clean. Only note for future guests: the BBQ Grill is charcoal, not gas. We had to adjust our plans accordingly. Would recommend this place to anyone looking for a relaxing stay.

4.82 out of 5 average rating, 117 reviews

An aerial view of the property captures a serene outdoor space featuring a rectangular pool surrounded by lounge chairs. Nearby, tennis courts are visible, set against a backdrop of green lawn and trees, providing an inviting area for leisure activities.

Home in Warren

Charming Sugarbush Standalone Condo

PerryRating, 5 stars2 months ago

Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

Show all

Condo rentals with a pool

An indoor swimming pool is shown, featuring clear, inviting blue water that reflects light from the overhead windows. Wood-paneled walls provide a rustic feel, and labeled signs are visible along the sides. A ladder leads into the pool, emphasizing accessibility.

4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars2 months ago

great place close to Stowe.

4.91 out of 5 average rating, 110 reviews

A well-maintained outdoor pool is surrounded by sun loungers, creating a serene atmosphere. Lush greenery and trees frame the background, providing a natural setting. The concrete deck features handrails for easy access, while clear skies above invite relaxation.

Condo in Dover

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars2 months ago

We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.

4.97 out of 5 average rating, 128 reviews

An indoor pool area features clear water reflecting the wood-beamed ceiling overhead. Large windows allow natural light to illuminate the space, highlighting the smooth concrete poolside. A few lounge chairs are visible along the edge, offering a place to relax.

Condo in Warren

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars3 months ago

Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

4.96 out of 5 average rating, 45 reviews

An indoor swimming pool is highlighted by large windows that allow natural light to fill the space. The pool area features a sleek, tiled edge and a set of sturdy handrails. Comfortable seating options are arranged nearby, complementing the inviting atmosphere.

Condo in Dover

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars3 months ago

Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.

An indoor heated pool is surrounded by light-colored walls and large windows, providing ample natural light. Comfortable lounge chairs are placed along the pool's edge. Several individuals can be seen enjoying the water, contributing to a vibrant and active atmosphere.

4.67 out of 5 average rating, 3 reviews

2BR/2BA Condo Avail 10/11-17Fall Foliage Festival!

CarolRating, 5 stars44 months ago

The place was super perfect. The location in Stowe and the immediate surroundings, not to mention its proximity to Smugglers Notch & Mt Mansfield was great. The condo was clean & spacious for 3 women, & had the bare essentials (i.e. salt pepper, coffee ), once we found them. I was disappointed there was no wifi in the condo, but there was good TV choices. Sherri was very nice & responsive (especially since we panicked when i couldn't find the check in instructions in my air bnb- who would have thought-that we should go to the condo offices?). All in all, great stay & highly recommend!

An outdoor pool is surrounded by a smooth concrete deck and metal handrails. Lush greenery and several tall trees are visible in the background, with a white fence enclosing the area. A clear blue sky adds to the serene setting.

4.83 out of 5 average rating, 63 reviews

Lovely 1 Bedroom Condo with pool and fireplace

KrystalRating, 5 stars2 months ago

Stayed for a quick ski weekend getaway and walking distance to the lift was a great plus so we did not need to worry about getting snowed in. Place was cozy and fireplace perfect for a relaxing night in.

4.95 out of 5 average rating, 147 reviews

A circular heated pool is surrounded by a paved patio, with steps leading into the water. Lush greenery and small trees are present in the background, creating a serene outdoor space. Cloudy skies are visible overhead.

Condo in Stratton

Cozy condo within walking distance to the slopes.

MaraRating, 5 stars2 months ago

You really can’t beat this location. It’s across the steet from the lifts and the village with lots of restaurants/bars/stores. The space was perfect for our family of four. Our two young children stayed on the pullout and we thought the king bed was quite comfy. We would def stay here again!

An outdoor heated pool is surrounded by lounge chairs and lush greenery. The condominium building is visible in the background, showcasing a mix of green trees and well-kept landscaping under a bright, blue sky with a few clouds.