
Holiday rentals with a pool in Waitsfield
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Top-rated rentals with a pool in Waitsfield
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Popular amenities for Waitsfield rentals with a pool
House rentals with a pool

Vermont Summer Retreat
This was our second year staying at this beautiful home in Waterbury VT- we just loved it so much! Area is conveniently located in Waterbury and close to Stowe. We loved being by the woods and the river in the backyard. Toys for our kids at the home was very appreciated as was the little kids teepee! Owners were proactive in communication and so thoughtful with details throughout the house to make the stay comfortable and have us feel at home!

Sylvan Hideaway - Private Inground Pool - Fire Pit
We had an awesome time at this spot. We went with 4 adults and 2 kids and the space was so well equipped for kids and for the group. Awesome location overall too.

Charming Barre Getaway
This was a very beautiful Airbnb made very comfortable by Karen the host. Everything you could ever want or need on vacation was in this home. It was so comfortable and clean one of the best Airbnb‘s that my family has ever stayed in. We will recommend it to other family members that may be visiting the area as we have moved out of state . I recommend this to anyone looking for a wonderful peaceful place to stay enjoying Vermont in any season! The care that was taken in this beautiful home has inspired us to look into staying at Karen‘s Airbnb in Burbank California when we visit our son. This is way beyond five stars.!

The Pinnacle Spa & Retreat
As described. Great location / convenient to highway. Owner has dogs - so did find dog hair. Totally get it - I have had dogs and know its pretty impossible to avoid. If you are allergic, may be an issue. Some other minor cleanliness issues - I cleaned their microwave and oven. One of my party members found a random clean sock in their bed (we had a giggle over it, probably just got stuck in the whole laundry situation). Overall, I understand its a house actively lived in and was not discouraged or disappointed in our stay. Internet is stable - was able to work remotely as needed.

Luxury Alpine Studio. Ski In Ski Out. Spruce Peak
This place was perfect for our family of three for a long weekend. The room had everything we needed and the views of the village from the balcony were amazing. Lots to do in the village and plenty more just a short drive down the road to Stowe. We’d love to come back in the summer when there are more outdoor activities available.

Lakeside Bungalow ~ Pool | Hot Tub | Beach
A perfect few days and one of the best Airbnb's that I ever stayed in. The hot tub, as well as the fully stocked kitchen - the best; and the plunge pool was so refreshing. You really feel that you are floating on the water while sitting on the adirondack chairs overlooking the lake. Everything in this Airbnb was a 10++++++!!!! We will definitely be back. This mini vacation was prelude to a longer on Cape Cod, and it was very painful to leave. Thanks for a little piece of Heaven. Ange

Whispering Pines & Game Nights
We really enjoyed our stay at SkyRun. The house easily accommodated our 9 person group.. very clean, fully outfitted and well thought out. Only item we wished were there is a grill.

Charming Sugarbush Standalone Condo
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!
Apartment rentals with a pool

Lovely 3-BR Stonybrook Townhouse With Mtn Views
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!

Newly Renovated Condo, 1 Bedroom + Loft at Bridges
We really enjoyed our stay at your condo, especially for its flexible layout with bonus rooms and amenities - including a short walk to a clean indoor pool and outdoor hot tub. The location is convenient to ski at both parts of Sugarbush Resort (Lincoln Peak, Mt Ellen) and enjoy various restaurants. It was a pleasure to have such a peaceful place to stay. Friends and family visited over the course of our month-plus rental. Everyone was comfortable and delighted. We enjoyed cooking in the fully equipped, modern kitchen and loved to see the sunrise over the forest out the dining room window and from the back deck. We were only disappointed that the wood fireplace is no longer available to renters because of new insurance regulations. Thank you again for a wonderful vacation getaway!

Sugarbush 2 bedroom/2 bath condo at Bridges Resort
Great condo with views of Sugarbush very comfortable. Highly recommended.

The Bridges Resort - Near Lincoln Peak Base
Great location for visiting Sugarbush, roughly 3min drive to the slopes. Nice open layout, very comfortable living room and a peaceful back deck. Would definitely stay here again.

The Cozy Condo at Smuggs Resort!
A beautiful condo, exactly as you see in the pictures. The loft layout makes it possible to work/hangout while someone is sleeping upstairs. The location is perfect. Steps away from the ski school and everything else. Cara is very responsive and friendly. The building is also very clean with a common area at the basement, ski lockers and laundry. Cant wait to come again next year!

Totally stunning condo minutes to everything Stowe
We stayed here for a long weekend and had an excellent experience. The space was clean and comfortable and within walking or close driving distance of great restaurants, breweries and trails. We would definitely stay again!

Sugarbush ski in/out condo with seasonal pool
Wonderful condo for a trip to one of our favorite ski resorts. Super easy walk/ski to the mountain. Cozy, comfortable and super clean place to rest after a day on the slopes. Nancy also was very responsive and left us some great local treats to welcome us to the Mad River Valley. Definitely will stay again on a future trip.

Home Run condo near Toll House base
Super clean and tidy. Great game selection! Very thoughtfully supplied with the items a great Airbnb should have and then some. Never thought we’d use the fireplace on Memorial Day weekend but it was perfect after some rainy adventures. Thanks for having us.
Quick stats about holiday rentals with a pool in Waitsfield
Total rentals
10 properties
Nightly prices starting at
₹6,880 before taxes and fees
Total number of reviews
400 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Sugarbush Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Cochran's Ski Area
- Fort Ticonderoga
- Country Club of Vermont
- Northeast Slopes Ski Tow
- Ethan Allen Homestead Museum
- Lucky Bugger Vineyard & Winery
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Montshire Museum of Science
- Storrs Hill Ski Area
- Burlington Country Club
- Lincoln Peak Vineyard
- Killington Adventure Center