Vacation rentals with a pool in Vermont

Find and book unique homes with a pool on Airbnb

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Popular amenities for Vermont rentals with a pool

House rentals with a pool

Guest favorite
Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.
Home in Killington
4.91 out of 5 average rating, 213 reviews

Luxury Condo Tucked in the Heart of Killington

JessicaRating, 5 stars1 day ago
We really enjoyed our stay at this super cute Airbnb! The location was perfect — just a quick drive to everywhere we wanted to go, which made exploring the area super convenient. The space itself was clean, cozy, and had such a charming vibe. One thing to note is that there’s no AC, which I didn’t realize ahead of time. It wasn’t a dealbreaker by any means, but as a cold sleeper, it was a bit warm for me in June — just something to keep in mind depending on the season. Overall, it was a lovely place and a great spot for a getaway!
Top guest favorite
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
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars1 month 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!
Superhost
The outdoor pool is surrounded by a chain-link fence and features a concrete deck. Sun lounges and chairs are positioned nearby, with a colorful beach towel draped over a lounge chair. Lush greenery frames the area, providing a serene setting.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars4 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Guest favorite
An aerial view captures a tranquil backyard featuring a private in-ground pool surrounded by a stone patio. The farmhouse is visible in the background, framed by trees and open lawn space. A shaded seating area and hammock provide relaxation options.
Home in Hartland
5 out of 5 average rating, 10 reviews

Private Farmhouse with in ground pool!

ChrisRating, 5 stars9 months ago
My family and I truly enjoyed our time spent at the farmhouse. Everything was as expected from the listing. The pictures do not do justice for the property. It's beautiful and well maintained. The pool was nice, warm, and clean. There are yard games readily available and a nice fire pit area. Brin and Maria are super responsive and left very detailed instructions on the property for you. Everything you need is there minus food, which is a 12-minute drive towards a few different grocery stores. The hill is so fun to roll down, too! Thank you so much!
Guest favorite
Home in Stowe
4.97 out of 5 average rating, 29 reviews

Hot tub, sauna, swimmable pond for summer!

ElizabethRating, 5 stars2 weeks ago
Haven in the Hollows was the perfect spot for a relaxing weekend with friends for my husband’s 40th birthday. The house was incredible and we were sad the weather wasn’t nice enough for us to make use of the private pond & firepit! We did get some use out of the hot tub which was pristine! House was very clean and looked just like the pictures in the listing! The host was very responsive to questions making things super easy. We will definitely be keeping this place in mind for future trips to VT!
Guest favorite
An inground pool is featured in a fenced-in area, surrounded by greenery. A slide is attached to one side, and steps lead into the water. The pool deck provides ample space for lounging, with a view of the nearby trees and shrubs.
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars4 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Top guest favorite
Home in Lyndon
4.98 out of 5 average rating, 52 reviews

Newly Refreshed 3 BR, 2 Bath, Sleeps 8

DennisRating, 5 stars1 week ago
Nancy and Bill’s place was my favorite air bnb to date. We will definitely go back there next year. Bill is such a nice person (didn’t get the chance to meet Nancy). I highly recommend their place!
Superhost
The exterior of a newly renovated retreat showcases a wooden structure surrounded by trees. A fire pit is set with several dark chairs arranged in a circular formation. Soft light emanates from the large windows, providing a glimpse into the warm interior spaces.
Home in Bridgewater
4.89 out of 5 average rating, 46 reviews

Luxurious family retreat home in the mountains

DanielleRating, 5 stars10 months ago
Andreas place was gorgeous and looked just like the pictures. The house was clean and organized and the backyard was wonderful to relax in.

Condo rentals with a pool

Superhost
An aerial view showcases the condo complex surrounded by lush greenery, featuring multiple buildings arranged along a gravel path. An outdoor pool and a tennis court are visible, with sunlight reflecting off the water. Parking spaces are available nearby for convenience.
Condo in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars3 months ago
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!
Guest favorite
A cozy living area is presented, featuring a blue sectional sofa complemented by decorative pillows. A wooden coffee table sits in front, with remote controls arranged on top. Vintage skis are mounted on the wall, adding a rustic charm, while lamps provide soft lighting.
Condo in Killington
4.85 out of 5 average rating, 265 reviews

Comfy ski in/out studio at base of Pico-Killington

MichaelRating, 5 stars3 months ago
Apartment was clean including the bathroom, just as described by the listing. The place was very comfortable to stay at.
Top guest favorite
A spacious outdoor pool is surrounded by lounge chairs, providing a relaxing area for guests. Trees and greenery line the background, enhancing the natural setting. A building with large windows is visible nearby, contributing to the inviting atmosphere.
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars3 months ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Guest favorite
A cozy living area featuring a grey sofa adorned with orange cushions. A natural wood coffee table occupies the center, while a mountain-themed wall art piece is prominently displayed in the background. Light enters through sliding glass doors leading to a private deck.
Condo in Cambridge
4.94 out of 5 average rating, 155 reviews

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

KimRating, 5 stars5 days ago
I just want to say I was very pleased about the rapid response I had gotten from him. The place was clean and relaxing like home . I will back next time I visit Vermont ! Kim.
Guest favorite
A well-maintained outdoor pool area is surrounded by a grassy lawn and a black chain-link fence. Several lounge chairs are arranged around the pool, with trees and shrubs adding greenery to the landscape. Bright blue skies enhance the inviting atmosphere.
Condo in Stowe
4.95 out of 5 average rating, 122 reviews

Lovely 3-BR Stonybrook Townhouse With Mtn Views

AlisonRating, 5 stars1 month ago
We had a great stay at Carl’s townhouse. The place was exactly as described. The condo complex has access to the rec path and is a quick drive to tons of great restaurants, breweries and things to do. Thanks Carl!
Guest favorite
A modern kitchen with a circular dining table surrounded by four wooden chairs is featured. Stainless steel appliances, including a microwave and oven, are present. A stylish light fixture hangs above the table, while the fireplace and sports equipment are visible in the background.
Condo in Killington
4.91 out of 5 average rating, 174 reviews

Renovated 1BR, Walk to Lifts, Covered parking

MitziRating, 5 stars2 months ago
I took my 13 yo son for a weekend visit to ski Killington for the first time and Gregory’s condo made our stay worthwhile! It was easy to access, clean, and equipped with all necessities. We will be sure to return!!
Guest favorite
A swimming pool is framed by well-kept grass and trees, with lounge chairs positioned nearby. The area is enclosed by a black fence, offering a sense of privacy. The surrounding hills can be seen in the background, creating a peaceful outdoor setting.
Condo in Warren
4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

JoanneRating, 5 stars4 months ago
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.
Guest favorite
The outdoor pool area features a large swimming pool with clear blue water, surrounded by lounge chairs. Green trees line the perimeter, creating a serene backdrop. A building with large windows stands nearby, providing shelter and amenities for guests.
Condo in Dover
4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

GaryRating, 5 stars2 months ago
Great little studio spot to use as your Basecamp for activities in the area!

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