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

4 Bed Sugarbush Escape-Newly updated and Hot Tub !
This home was lovely! Great views, very clean! I only rated it with 4 stars at the end of the survey because the airbnb fees tacked on are exorbitant! You will enjoy your stay there. Great neighborhood.

Walk to lifts 3BR Ski In/Out Mountainview Ski In/O
We really enjoyed family ski! Thank you so much. Only wifi connection was tricky.

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.

Winter Wonderful Waitsfield Spacious VT Home w/Spa
Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!

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.

Vermont Guest House: Family-Friendly, EV, Dogs
Carin & Luke are incredible hosts! We felt so lucky to have found their place, it’s absolutely gorgeous, private, and spotless. It was the perfect balance of adventure and relaxation for our yearly ski trip to Vermont. The location is ideal: close to everything yet secluded enough to enjoy privacy and a true sense of tranquility. The home is exactly as pictured and offers fantastic value. Whether you’re looking for a family getaway or a cozy retreat, I can’t recommend it enough!

Spacious 5-bed with hot tub, 12 min to Sugarbush
Absolutely stunning ! Julies home was just as pictured in the photos but even better in person ! Where to begin, with so many great things to say I'd start by Julie being an amazing host. Communication was very fast and helpful , Julie was available at all times , provided local recommendations for things to do , places to eat. etc. As soon as you arrive to the house you are welcomed to a beautifu a living room with views of the outdoors, every corner of the home was squeaky clean and clear instructions/house rules. The outdoors was my family's favorite part of the house , spending most of the day outdoors with well kept lawn , clean hot tub and best part ... the pool. Beyond satisfied with our stay , I'd recommend this 100xs and plan on returning in the near future !

Design Build Concrete House Near Sugarbush
The 'Archie Bunker" house is truly unique, and we loved it! Due to its uniqueness, it may not be for everyone, but Parker's descriptions are clear and accurate, and he and Sabra could not have been more responsive and helpful. We really loved the feel of the house the architectural interest, and would absolutely stay again. Also, the Warren and the Mad River area of Vermont are friendly and full of beauty and interest.
Apartment rentals with a pool

Year Round Green Mountain Escape- Bridges Resort
Clean, spacious and convenient. Spotless clean, plenty of space for our family of four and only a couple of minutes from the lifts. Would certainly stay again in the future.

Bridges #90. 3 Bedroom/2 bath with many amenities.
Couldn't imagine a better place to spend a holiday with family. We've stayed at a number of units at the Bridges and this one is by far the nicest and best laid out. Kitchen was very well stocked and ready to support family meals. With the shuttle bus and the club house, there was always something for everyone. We hope we can stay again soon!!!

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.

2BR Sugarbush Mountain Condo
Exactly as described, no frills but comfortable home base for skiing at sugarbush. Enjoyed the pool at hot tub at the bridges!

Ski, Hike & Bike Basecamp Condo
We noticed this listing at first mostly due to its location. The condo is close to multiple Mad River Valley ski locations and it is near friends of ours that live locally in Vermont. Once we got there however, we realized that the condo is perfect for our family of four. The place was super clean and comfortable and gave us a nice place to eat/sleep before heading out for the day. The hosts were super responsive and proactive communicating rules and instructions for use of the place. Would highly recommend and would certainly consider staying again.

Convenient Mad River/Sugarbush Condo with WIFI
Exactly what we needed! Sandra’s instructions were clear for check in/out and getting in which was helpful. I appreciated that she emailed us local recs as well! Good location for us since we were driving around Vermont. We didn’t spend a ton of time at the Airbnb but it was a great place to return to after a long day out exploring.

Simple 1B condo at the foot of Sugarbush Access Rd
We booked the condo for a ski trip to Sugarbush. Awesome location for that and close enough to add a day at Killington. Short drive to shops and eats.
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- Sugarbush Resort
- Smugglers' Notch Resort
- Bolton Valley Resort
- Spruce Peak
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Ethan Allen Homestead Museum
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Adirondack Extreme Adventure Course
- Lucky Bugger Vineyard & Winery
- Killington Adventure Center
- Lincoln Peak Vineyard
- Burlington Country Club