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.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Hillside hideaway best for families (from USD 692)
Standing tall atop a hillside meadow is the Chestnut Lodge, a luxurious five-bedroom rental that offers spectacular views of the mountains. Its secluded location brings guests close to ski areas as well as spots for outdoor adventures.
Inside the house are well-appointed bedrooms, a full country kitchen, and a light-filled great room with floor-to-ceiling windows. There are plenty of open spaces that are great for family gatherings and recreations both inside and outside of the rental. There is also a family game room filled with fun equipment for bonding times with the group. Air conditioning, Wi-Fi, and family-friendly features are available as well. To top it all off is the private pool surrounded by lush greenery.
Top guest reviews
Amenities & Room:
the beds are comfortable adorned with flannel sheets and wonderful blankets and comfortersCleanliness:
the pool is small but very cleanRead more reviewsHost:
the hosts were very responsive and friendlyowners were responsive and great to work withjordan was great very helpful and quick with responding to our questions
2. Beautiful abode with a hot tub (from USD 1083)
Located above the Okemo Base Lodge, this beautiful abode features amenities that make it an ideal place to stay for two or three families. It comes with toys, games, and a high chair for kids. The place is also Wi-Fi ready and equipped with TVs. Located inside a glass-enclosed area is the rental’s highlight, a private kidney-shaped pool with heating available. Right beside it is a hot tub for four.
Some places of interest near the rental are Dorsey Park and Fox Run Golf Course. As there is a two-car garage available on the premises, guests can bring their car and enjoy plenty of attractions within a drivable distance of the property.
3. Hilltop home with a seasonal pool (from USD 339)
If you happen to stay in this hilltop home between May and October, you can enjoy its private seasonal pool placed outdoors. The pool area is fenced and looks out to the lush greenery, providing guests with soothing nature views. With cozy bedrooms, a fully stocked eat-in kitchen, and family-friendly amenities, it’s a fantastic home-away-from-home experience for you and your loved ones. Wi-Fi, air conditioning, and TVs are available here as well.
Despite having quite a secluded location, the rental still provides easy access to a number of notable places, including Vermont Ski Museum and Stowe Golf Park.
Top guest reviews
Amenities & Room:
fun board games great wifi and roku smart tvwe enjoyed the heated pool which was the perfect temperaturethe pool was warm and the hot tub was perfect for a late afternoon soakthe pool and hot tub saw lots of use on this beautiful september weekendCleanliness:
the house is roomy for four couples and very clean and comfortablethe house was spacious and clean and everything was in great shapethe house was clean and nicely decorated with some impressive original artworkthe house was clean roomy and had more than what we neededthe owners were very friendly and helpful clean property beautiful views we had a great visitRead more reviewsHost:
owner was so easy to communicate withthank you kristen for being a great hostone of our best ski vacations kristen was very kind to usfrom the very beginning kristin was very responsive friendly and extremely helpful
4. Massive home with mountain views (from USD 2495)
This home features a massive living space with beautiful mountain views. The place has a full kitchen and dining where you can prepare your meals. The large living room has sofas and a flat-screen TV so you can enjoy a cozy movie night with the family.
There is another seating area in one corner where you can read or drink a coffee. In the afternoon, you can head to the swimming pool and enjoy a refreshing dip. There are lounge chairs on the pool deck, so you can sunbathe. If you want to relax, there is also a hot tub and a sauna.
Vermont Tour Guide
Naim Benmayor
As a Boston tour guide, I have the added experience of being a world traveler. For many years, I frequently visited Europe, Asia, and Latin America on business. During this time, I also organized tours of the USA, Europe and Asia for my business clients. I now bring this passion, excitement and expertise to the Boston area.By exploring the globe, I was exposed to various cultures, and this uniq... Read more
5. Peaceful villa with five bedrooms (from USD 1000)
This private villa is ideally located in a peaceful area. It has a large space, enough to accommodate 10 guests comfortably. The house has a private pool that everyone will enjoy, especially during summer.
There is also a hot tub if you are looking for some relaxation. All bedrooms are well furnished, and the kitchen is complete with modern facilities for cooking. Apart from the great outdoor amenities, you can also find some entertainment indoors such as board games and a playroom.
Top guest reviews
Amenities & Room:
it was very comfortable with stunning views of camel's humpwe loved the new counter tops there are breathtaking views of the mountains in nearly every roomthe pool is not heated but we found it warmed up enough on its own on sunny daysthe kitchen was fully stocked and everything described about the place was truenice hot tub on the deck and good hangout area in the basement with shuffleboard and fusbal tableCleanliness:
very clean and comfortablethe house is clean and extremely organizedeverything was clean and labeled making it easy to find everything we neededit was well stocked clean spacious and was appealing to everyone in our groupeverything was exactly as described super clean and with very clear informationHost:
we enjoyed the lawn games provided by the hostthe hosts are incredible at communicating and making sure we were warmly welcomedsybille is an amazing hostour family loved our getaway in vermont the owner was very responsive to all questions i posedshe is very accommodating and a pleasure to deal withRead more reviewsLocation:
it is very well maintained beautifully decorated and in such a beautiful location
6. Charming four-bedroom home (from USD 500)
This charming home features a swimming pool and a hot tub. It has a well-equipped kitchen with a dining area. There is a spacious living room with sofas and a flat-screen TV where you can watch your favorite movies. Each bedroom offers a cozy bed to provide you with a night of restful sleep.
Outside, you’ll find a swimming pool and a deck with outdoor furniture, where you can dine and hang out while enjoying nice views. The place is pet friendly, so your furry pals can tag along.
Top guest reviews
Amenities & Room:
the house is fully stocked furniture is beautiful relaxing backyard with swimming pool and lovely deck to relaxplenty of room for your family to spread out and enjoyCleanliness:
the house is clean comfortable and stocked with anything you might needwe had a wonderful time in this clean and organized rentalthe house was clean and very well furnished for a cozy extended stayvery clean plenty of space and the jacuzzi tops it offHost:
ellen is a very nice host and makes you feel right at homeellen and chris are excellent ownersthe hot tub was a plus and communication with the owner was excellentellen is the most excellent host we will return asapa pleasure staying at this well maintained property with a very attentive hostRead more reviewsLocation:
plus a private pool and hot tub close to town and all major attractionsgreat house great location and we will be backhome sweet home is the ideal house and location for your getawaycommunication was easy and ellen was super responsive and super close right on the property
7. Victorian-style retreat with stunning nature views in Rupert (from USD 457)
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.
Top guest reviews
Amenities & Room:
the house was beautifully decorated inside and very comfortable with lots of space for everyoneCleanliness:
maybe you could use our $315 “cleaning fee” for those things because it certainly not used for cleaningvery cozy very clean good location big and speciousHost:
communicating with the owner was easythe owner is extremely responsive to concerns and queriesanother nice touch was that our host was extremely friendly and responsive when we had questionsRead more reviewsLocation:
the location and home is stunningcheck in was easy and the location is beautifulwe found a great recreation park near manchester with outdoor swimming pool tennis courts and play areasamazing place to spend time with the family
8. Luxurious hideaway with private sauna and hot tub in Newfane (from USD 2496)
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.
Top guest reviews
Amenities & Room:
pool is terrific just as it seems in the photosthe pool and the view are outstanding and there's tons of great outdoor activities in the surrounding areathe views are amazing especially from the master bedroom and family room in the morningthe view and property were absolutely amazing and great sunrises through the big window in the living roomkitchen is fully stocked with any type of dish or utensil you could need very helpfulCleanliness:
house was clean and well appointedeverything was clean and exactly as described in the listingkitchen is extremely well equipped and entire house was very cleanHost:
dmitry was an amazing hostdmitry was a great hostdmitry was a most considerate and gracious hostdmitry was very helpful and quick to respond to any questionsdmitry was an excellent host to my family and friendsRead more reviewsLocation:
great location awesome view of the mountains private and secluded yet close to towndmitry's place was an incredible location for my brother's bachelor partygreat place for a family reunion or weekend away with friendsgorgeous location game was awesome fire pit and fireplace were great really not much to complain aboutit was a perfect place to relax and unwind
Superhost
9. Family-friendly retreat with mountain views in Danby (from USD 1113)
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.
Top guest reviews
Amenities & Room:
all modern kitchen appliances new washer and dryer and excellent wifi made living-in easyit has a lot of space and rooms with enjoyable outdoor patiothe skiing was great but the view from the well equipped kitchen window was just as goodthe two upstairs bedrooms are cozy and comfortable for sleepingthe beds were very comfortable and the kitchen is well-stockedCleanliness:
pool was huge clean and lovelywe had a wonderful weekend the house is clean and spaciousHost:
the owner charles was great very attentive throughout the reservation process and through our staythe owner is very explicit in the rental agreement which is really wonderfulthe owners were very communicative throughout the process and the house is perfect for a relaxing getawayhouse is rustic and comfortable and charles was highly responsive to the few questions we hadcharles has been very responsive during the process and everything went wellRead more reviewsLocation:
good friends good skiing and a great place to enjoy it all
10. Treehouse-style rustic retreat with hot tub in Burlington (from USD 84)
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.
Top guest reviews
Amenities & Room:
the view from the living room with all the surrounding windows was greatthe place was so much more than we imagined beautiful decor and the comfiest bedthe hot tub was such a comfortable experience this has exceeded all of my expectationsthe kitchen was fully stocked and the bed was comfortablefantastic cozy stylish space perfect for two to three personsCleanliness:
everything was super clean and felt very safe during covidthe place was clean private and comfortablethe kitchen was thoughtfully stocked and the bathroom was cleanjonathan's place was such a treat the space was very clean and cozythe apartment was clean comfortable and had everything you needed for an overnight stayHost:
host was excellent with quick responses and local tipsjonathan was a superb hostjonathan was really responsive to help usjonathan was a very thoughtful host as wellthe host was communicative and sent suggestions for local attractions to visitRead more reviewsLocation:
great location to explore burlingtongreat location right on the bike pathgreat location close to downtown burlingtonthe location was great super close to downtown burlingtonsuch a cute little place
11. Well-furnished home in Londonderry (from USD 1054)
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 homey 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.
Top guest reviews
Amenities & Room:
it was so amazing to have a heated pool in a cold december nightplenty of room for everyone great outdoor space and the indoor pool was an added bonusCleanliness:
there were a lot of small touches (essentially little gifts) and everything was clean and workingthe house are clean and in great locationHost:
host was super helpful and welcomingjb was a great host and super responsive to all of our questions about the homeamazing home jb was so attentive and answered our questions so quicklyfun family getaway helpful hostRead more reviewsLocation:
great location close to grocery store and only 25 min from okemoby far the pool is the best part of this location
12. Laid-back country house near East Calais (from USD 591)
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 homey 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.
Top guest reviews
Amenities & Room:
there's very weak cell coverage but text messaging worked and there is good wifi to keep in touchthe slightly older style of it made it all the more charming and comfortablebeautiful and spacious home with lovely views plenty of room for extended family both indoors and outthere is plenty of room for everyone and the view this fall is terrificwonderful house with an awesome pool great outdoor space and bonus room in the basementCleanliness:
it was super clean and very spaciousit was clean and comfortablevery clean beautiful house and propertyeverything was neat & cleanthe house was very cleanHost:
the owner was very responsive to our needs and questionsmarti was a wonderful host and very quick with responses and accommodationsmarti was a great hostperfect house for our staff retreat of elevenduring the booking process the owner was completely helpful and fast replying my questionsRead more reviewsLocation:
close to a lot of beautiful and interesting areasthe location is great if you're looking for quietperfect place to get away and relaxthere 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
13. European-style retreat in Newfane (from USD 1389)
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.
Top guest reviews
Cleanliness:
beautiful spacious house and very cleanHost:
amazing host and always there to answer our questions and helpRead more reviewsLocation:
i highly recommend this location to get away from it all
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.
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