
Vacation rentals with a pool in Waitsfield
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Top-rated rentals with a pool in Waitsfield
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House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
Comfortable and convenient location. Everything we needed was in the kitchen. We had most of our meals in and took advantage of the kitchen. The sleeping accommodations were very comfortable. It is only a short drive to Killington, where my family skied. We would definitely stay there again.

Pond, Pool, Mountain Views | Au Bout du Chemin
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.

Private 5BR Mt. view, pool, new hot tub
This house was incredible. Open concept first floor to gather for making dinner and eating around the table. Incredible views of the Mad River Valley, a hot tub, and room downstairs to hang out. Highly recommend for a weekend of skiing.

Ranch at Mendon Mt Orchards
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!

Morrisville's Cottage Style Coziness
Sherry's cottage was the perfect place for our family to view the eclipse from! The place was well-equipped with everything we needed and spotless. Would definitely stay again!

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!

Private Farmhouse with in ground pool!
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!

Cozy Studio Spruce Peak Lodge Ski in Ski Out | 319
Had another great stay at the lodge! Stephanie was very responsive. Will definitely book with her again!
Condo rentals with a pool

2 bed, 2Bath, fireplace, amazing location!
We had a great visit to Stowe. Danielle’s place was great, great location, easy logistics and perfect for a few days of skiing.

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO
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

Location + Spa! - Cozy 2BR Condo - Mountain Side
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!

Renovated Condo(unit #10) 3 Miles from Mtn
We had a great weekend getaway! Close to Sugarbush for skiing, surrounding towns and restaurants! Would highly recommend a stay here.

Beautifully decorated condo with Sports Center I10
Had a great stay! Listing was accurate and the bus to the mountain was very helpful.

Modest Mountain Dacha
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.

3BR Whiffletree Condo!
Jeff and Melissa’s place was the perfect getaway with shuttles to take you to and from the mountain and a trail to ski back to the house. Would definitely stay here again!

Ski & Spa Winter Escape
Melissa's place was great for our group of 4 friend group skiing at Killington over the weekend! It was super easy to get to Killington to ski and cozy to come home to after a day on the slopes. We didn't get a chance to use the hot tub/spa but certainly would love to next time!
Quick stats about vacation rentals with a pool in Waitsfield
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ294 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
- Spruce Peak
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Ethan Allen Homestead Museum
- Northeast Slopes Ski Tow
- Fort Ticonderoga
- Dartmouth Skiway
- Country Club of Vermont
- Killington Adventure Center
- Leahy Center for Lake Champlain
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Cozy Cottages & Otter Valley Winery
- Lincoln Peak Vineyard
- Storrs Hill Ski Area
- Burlington Country Club
- Montshire Museum of Science
- Vermont National Country Club