Top 10 Vacation Rentals With Private Pool In Vermont, USA

vacation rental with private pool vermont

Pack your bags and prepare for a trip to Vermont. Located in the New England region, Vermont is the second-least populated state and the sixth-smallest state by area in the whole of the US. The state has a long history dating back to the pre-colonial period in which it was inhabited by indigenous people before becoming a European settlement. Today, the state is an agricultural and tourism hotspot, with visitors going here for natural wonders such as Lake Champlain and Quechee Gorge. It is the perfect place for outdoor lovers and nature enthusiasts. To explore its vibrant attractions and communities, you have to come here for yourself. Scroll down for the top vacation rentals with private pool in Vermont, USA.

1. Victorian retreat in Rupert with a spacious yard (from USD 401)

You’ll have plenty of space to explore while staying in this Victorian-era retreat located in the town of Rupert. In fact, the whole property has space for 15 and more thanks to its expansive yard and lots of rooms. Take off your shoes and let the wild one in you run free on the green grass of your second home. A nearby brook and excellent views complement the experience, making up for a very memorable vacation. As for rooms, you’ll have plenty to explore with six bedrooms, four bathrooms, an open-space dining area, a kitchen, and a roomy porch. Plus, you can expect a touch of elegance thanks to the Victorian-themed decors and furnishings. When it’s time to relax, just hit the private pool and let your stresses melt away.

Gorgeous Victorian-Style House w/ Hilltop Pool!
Rupert, Vermont, United States
27 reviews  Wifi Available
Entire villa 11 Beds 15 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 15

Top guest reviews
Amenities & Room:
the house was beautifully decorated inside and very comfortable with lots of space for everyone
maybe you could use our $315 “cleaning fee” for those things because it certainly not used for cleaning
very cozy very clean good location big and specious
communicating with the owner was easy
the owner is extremely responsive to concerns and queries
another nice touch was that our host was extremely friendly and responsive when we had questions
the location and home is stunning
check in was easy and the location is beautiful
we found a great recreation park near manchester with outdoor swimming pool tennis courts and play areas
amazing place to spend time with the family
Read more reviews

2. Exclusive estate in Newfane with sauna (from USD 3566)

Hosting the ultimate weekend getaway? This estate is the perfect choice for the most discerning guests. Just one glance and you’ll know why. The moment you take a step inside the big and private property, you will be greeted with luxurious amenities. The estate offers total privacy thanks to its secluded location. Spoil your guests with amenities that are on the list — multiple TVs, high-speed Internet connection, lots of games to play, sauna, and an expansive private pool. By the way, you can bump your guest list to 21 and still have room to spare. You get a spacious family room with an indoor fireplace, a dining room, a kitchen, and a common room as part of the deal too. You will also have plenty of trails to explore — just don’t go all-in at once to keep the fun alive.

Private and Secluded Estate on 100 Acres
Newfane, Vermont, United States
117 reviews  Wifi Available
Entire residential home 13 Beds 16 Guests 7 Bedrooms 5 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
pool is terrific just as it seems in the photos
the pool and the view are outstanding and there's tons of great outdoor activities in the surrounding area
the views are amazing especially from the master bedroom and family room in the morning
the view and property were absolutely amazing and great sunrises through the big window in the living room
kitchen is fully stocked with any type of dish or utensil you could need very helpful
house was clean and well appointed
everything was clean and exactly as described in the listing
kitchen is extremely well equipped and entire house was very clean
dmitry was an amazing host
dmitry was a great host
dmitry was a most considerate and gracious host
dmitry was very helpful and quick to respond to any questions
dmitry was an excellent host to my family and friends
great location awesome view of the mountains private and secluded yet close to town
dmitry's place was an incredible location for my brother's bachelor party
great place for a family reunion or weekend away with friends
gorgeous location game was awesome fire pit and fireplace were great really not much to complain about
it was a perfect place to relax and unwind
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3. Family retreat in Danby with magnificent views (from USD 1000)

In the town of Danby, you will find a 10-person retreat with a country cabin feel and magnificent views. Bordered by mountains on both sides, you will have amazing views of nature and the great outdoors as well as access to one of Vermont’s most pristine areas. One of the retreat’s main highlights is the indoor private pool that can be accessed regardless of the season. In addition to that, with a fanciful kitchen and a generous deck with barbecue facilities, you can host a splendid brunch to remember.

PRIVATE Indoor Pool -last minute Christmas week vacancy!
37 reviews  Wifi Available
House 10 Guests 3 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
all modern kitchen appliances new washer and dryer and excellent wifi made living-in easy
it has a lot of space and rooms with enjoyable outdoor patio
the skiing was great but the view from the well equipped kitchen window was just as good
the two upstairs bedrooms are cozy and comfortable for sleeping
the beds were very comfortable and the kitchen is well-stocked
pool was huge clean and lovely
we had a wonderful weekend the house is clean and spacious
the owner charles was great very attentive throughout the reservation process and through our stay
the owner is very explicit in the rental agreement which is really wonderful
the owners were very communicative throughout the process and the house is perfect for a relaxing getaway
house is rustic and comfortable and charles was highly responsive to the few questions we had
charles has been very responsive during the process and everything went well
good friends good skiing and a great place to enjoy it all
Read more reviews

4. Treehouse-style rustic retreat in Burlington (from USD 291)

You will be delighted upon entering the retreat as it features a rustic ambiance and the perfect mood for intimate gatherings. With enough space for four, there are lots of room to stretch your legs and numerous amenities that will surely wow you. Inside, you will have your own entertainment nook with a cable TV and fast Internet connection. However, it is recommended that you explore the areas for prime attractions such as dining spots, trails, boutique shops, and wonderful sights. After exploring, exercise in the mini-gym and try out the hot tub to do some wonders for your muscles. You can also access the back deck and swimming pool.

Ski Hot tub Oasis Retreat Bike Breweries Dinning
Burlington, Vermont, United States
328 reviews Superhost  Wifi Available
Entire guest suite 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the view from the living room with all the surrounding windows was great
the place was so much more than we imagined beautiful decor and the comfiest bed
the hot tub was such a comfortable experience this has exceeded all of my expectations
the kitchen was fully stocked and the bed was comfortable
fantastic cozy stylish space perfect for two to three persons
everything was super clean and felt very safe during covid
the place was clean private and comfortable
the kitchen was thoughtfully stocked and the bathroom was clean
jonathan's place was such a treat the space was very clean and cozy
the apartment was clean comfortable and had everything you needed for an overnight stay
host was excellent with quick responses and local tips
jonathan was a superb host
jonathan was really responsive to help us
jonathan was a very thoughtful host as well
the host was communicative and sent suggestions for local attractions to visit
great location to explore burlington
great location right on the bike path
great location close to downtown burlington
the location was great super close to downtown burlington
such a cute little place
Read more reviews

5. Cozy, contemporary home in Londonderry (from USD 1284)

Come home to a cozy and contemporary house located in Londonderry, Vermont. Inside, you will get a glimpse of well-appointed furnishings and decors. Overall, it has that homely ambiance that will surely delight you and other guests. You will have enough space for 12 as it has 4 bedrooms. You can also make use of the kitchen that is equipped with all the necessary utensils and appliances. Plus, the host can even do some grocery shopping for you upon request. Finally, you should not forget the star of the show, which is an indoor private pool that is heated all year round.

Home with a PRIVATE POOL - Stratton, Okemo, Magic
Londonderry, Vermont, United States
57 reviews Superhost  Wifi Available
Entire residential home 8 Beds 12 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
it was so amazing to have a heated pool in a cold december night
plenty of room for everyone great outdoor space and the indoor pool was an added bonus
there were a lot of small touches (essentially little gifts) and everything was clean and working
the house are clean and in great location
host was super helpful and welcoming
jb was a great host and super responsive to all of our questions about the home
amazing home jb was so attentive and answered our questions so quickly
fun family getaway helpful host
great location close to grocery store and only 25 min from okemo
by far the pool is the best part of this location
Read more reviews

6. Laid-back country house near East Calais (from USD 65)

The perfect spot for a laid-back gathering, this house can accommodate 16 guests and more thanks to its spacious bedrooms and common areas. You will have access to plenty of amenities that the host has prepared just for you and your company. The house exudes a laid-back vibe thanks to its no-frills decor and homely ambiance. Inside, you have a large kitchen with a granite countertop and a dining room that sits 10. Feeling cold? Gather up in the living area and feel the warmth of the fireplace and the people close to you. In the summer, however, you can just dip in the indoor private pool and relax. If you would rather explore the outdoors, you have walking trails and lakes to discover up ahead.

Big Beautiful Private Vermont Home
East Calais, Vermont, United States
139 reviews Superhost  Wifi Available
Entire residential home 13 Beds 16 Guests 8 Bedrooms 5 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
there's very weak cell coverage but text messaging worked and there is good wifi to keep in touch
the slightly older style of it made it all the more charming and comfortable
beautiful and spacious home with lovely views plenty of room for extended family both indoors and out
there is plenty of room for everyone and the view this fall is terrific
wonderful house with an awesome pool great outdoor space and bonus room in the basement
it was super clean and very spacious
it was clean and comfortable
very clean beautiful house and property
everything was neat & clean
the house was very clean
the owner was very responsive to our needs and questions
marti was a wonderful host and very quick with responses and accommodations
marti was a great host
perfect house for our staff retreat of eleven
during the booking process the owner was completely helpful and fast replying my questions
close to a lot of beautiful and interesting areas
the location is great if you're looking for quiet
perfect place to get away and relax
there is enough seating and bathrooms so you ever feel cramped or "too close for comfort"
great location nestled in the vermont woods of north calais
Read more reviews

7. European-style retreat in Newfane (from USD 1949)

Relish beautiful sights and feel like you’re in Europe by staying at this peaceful yet secluded retreat in Newfane, Vermont. With 25 acres (10 hectares) of land to call your home during an eventful weekend, you will surely enjoy the space and privacy it offers away from prying neighbors. However, the highlight of this retreat is its eye-catching ambiance that is inspired by the luxurious mansions and estates of France and the UK. The whole retreat has been at the care of the hosts’ family for many years, so you’re staying at a special place that has you covered with basic amenities and facilities. Expect a space for 10 thanks to 5 bedrooms, 3 bathrooms, a spacious living area, a luxurious kitchen, and expansive decks. While staying here, explore the area and pay a visit to the serene waterfalls and private pool located nearby.

Newfane, VT, US
6 reviews  Wifi Available
chateau / country house 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
beautiful spacious house and very clean
amazing host and always there to answer our questions and help
i highly recommend this location to get away from it all
Read more reviews

8. Spacious and contemporary country house in Windham

You will explore so much space when you book this rustic yet modern house located in the small town of Windham. Boasting 8 bedrooms, this house has a capacity of 22 people. The outdoor space offers a whole yard where you can do anything that you want. Whether you want to host a marvelous brunch at the deck or start a campfire to combat the chilly nights, you have a lot of space and amenities to work with. Come inside and marvel at the tastefully decorated interiors while also gawking at the wooden decors. For the ultimate pampering, the house even has a private pool and hot tub to satisfy you to the fullest.

Private and Secluded Escape in Rural Vermont! Mountain Views, Hot Tub.
Windham, VT, US
8 Bedrooms 4 Bathrooms

9. Expansive mansion along Lake Champlain

Featuring a clubhouse-style ambiance, this Grand Isle vacation rental redefines the luxurious, laid-back lifestyle with a touch of elegance and sophistication, which are the perfect words to describe the interiors. On top of it all, you and your friends also enjoy roomy spaces in the living area, the dining room, and the kitchens. You will really have an eventful weekend here, especially since the mansion offers a private pool, a sauna, and a tennis court. Need a recharge? Just stroll by the lake while enjoying your cup of coffee.

Lakefront mansion w/private pool, hot tub, pool table & lake access
11 reviews
House 7 Bedrooms 6 Bathrooms
Top guest reviews
Amenities & Room:
having a bedroom and bathroom for every couple made it perfect
great house and property clean and well maintained
owners are very helpful and courteous
for a unique experience this grand isle rental is the place
Read more reviews

10. Luxurious cabin for 12 in Woodstock

This luxury cabin is located in a private forest with lots of trails around. It is also situated in the village town of Woodstock, which is a haven for outdoor enthusiasts. The cabin space is enough for 12 guests, but more people can fit inside. The house will make you feel classy and at ease as it features roomy living spaces, dining areas, and bedrooms. Granite decors and wooden furnishings are present all throughout the cabin. The icing on the cake is the indoor private pool with a sauna, which is open all year round. Still not enough to convince you? The cabin offers some of the best outdoor views out there featuring Killington Peak and Bear Mountain.

Woodstock VT Luxury! Private Indoor Pool, sauna, spacious chef's kitchen
61 reviews
House 5 Bedrooms 3 Bathrooms
Top guest reviews
Amenities & Room:
and the beds were like sleeping on clouds
the beds were super comfortable and everyone had plenty of space
the heated salt water pool was wonderful as was the sauna
the house is so clean so well stocked and the beds are super comfortable
we really enjoyed the clean well maintained indoor swimming pool
the house is spectacular extremely clean has everything you would need and more
kat and matt were great hosts
the owners were very accommodating and took care of snow removal on several occasions
kat is a wonderful and attentive host the place is spotless
the house had everything we needed and kay was a gracious host
first off kat was great to communicate with and very helpful and accommodating
good location plenty of room pool is nice feature
so much to do and perfect location for a nice covid getaway
Read more reviews

Have a delightful weekend in Vermont

Verdant sceneries whatever the season and top-notch attractions to delight you — these are just some reasons to visit the state of Vermont. Choosing the best accommodation, however, could be a task given the variety of choices you have here. Pick one of the top rentals with a private pool on this list to make your life easier so you can enjoy a blazing weekend in Vermont.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Kenrick Buduan loves writing. He writes about various stuff, focusing mostly on analysis of society and technology. He contributes to various news platforms too. As a writer, he yearns to travel...Read more

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