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House holiday rentals in Wardsboro

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Popular amenities for Wardsboro house rentals

House rentals with a pool

Guest favourite

Home in Wilmington

5 out of 5 average rating, 10 reviews

Countryside SKI Retreat - Indr Pool&HotTubGameRoom

PhillipRating, 5 stars2 weeks ago
This was a great place for a family get away. Right in the middle of Southern VT ski country. Easy to get to both the Mount Snow area and downtown Wilmington. Club house at Chimney Hill was awesome. We utilized the fitness center each day and there were plenty of people enjoying the indoor pool. We also had a chance to do some ice skating. The house had plenty of room and we had a great time just gathering near the fireplace and watching the snow fall. Shannon and Erika were great hosts and let us know what to expect every step of the way. We look forward to returning to the area and making more memories with our family.
Guest favourite

Home in Cambridge

4.97 out of 5 average rating, 39 reviews

Country hideaway

GwenRating, 5 stars5 months ago
Second visit and it was just as nice as the first. We like this house inside and out. The pool and walking trail through the woods are great, and the living room is super comfy for family hanging out at night or on a rainy morning. Highly recommend!
Guest favourite

Home in Salem

4.98 out of 5 average rating, 188 reviews

Magical Farm Getaway - a must visit!

IanRating, 5 stars1 month ago
We loved the farmstead. It's spacious, filled with beautiful furnishings and fixings, the jacuzzi at night is incredible. We found incredible glass wear and all kinds of curiosities. The pool table was great, (but we couldn't find the triangle). The fresh eggs are delicious. We felt the chill vibe as soon as we arrived. This is the kind of place that I'd very much like to return to. Thank you for a fabulous time!
Guest favourite

Home in Colrain

4.9 out of 5 average rating, 124 reviews

The 1770 House

PatrickRating, 5 stars1 month ago
Ed shares this beautiful home in the welcoming way an old friend would. With excellent communication, recommendations, and always willing to help make our stay more comfortable. Ed was easy to talk to and very easy to get in touch with. The property is beautiful and the home is fun, with many amenities. Everything you need and more to cook is in the large kitchen. I would highly recommend ed’s home for a space to reunite or share with friends or family.
Superhost

Home in Wilmington

4.88 out of 5 average rating, 166 reviews

Adams Farm-"The Little Farmhouse"

VincentRating, 5 stars1 day ago
The house was great. Very clean. Sharon was a great host as well. Highly recommend!
Guest favourite

Home in Newfane

4.92 out of 5 average rating, 48 reviews

6 BR Perfect Private Retreat in Vermont!

AlexRating, 5 stars6 months ago
Large house in a very remote area. Approximately 70 acres. It was very relaxing and was nice to enjoy the pool which was professionally cleaned before arrival. The master bath has an incredible view of the mountains and an enormous shower. Pool table was fun and well taken care of. We stayed on probably one of the hotter weekends and the house cooled down at night pretty well just by opening the windows. Most rooms had ceiling fans if no other fans were provided. I can imagine this house would be amazing in the winter or fall too. With the screened in fireplace room and additional fire place inside the main house. You’re also close to 2 ski mountains each about 18 miles away. I could see myself renting again in the future. Thanks again
Guest favourite

Home in Keene

4.93 out of 5 average rating, 206 reviews

The Brick House on Washington Street

AimeeRating, 5 stars2 months ago
We enjoyed our stay at the Brick House! There was lots to discover from the loft to the books and the games. They enhanced our stay making us feel right at home. The house was clean and inviting. We would stay here again.
Guest favourite

Home in Plainfield

4.89 out of 5 average rating, 138 reviews

Historic Home on 17 acres of land. Go escape!

LydiaRating, 5 stars1 month ago
This historic house is gorgeous and homely at the same time. It fit our big party just perfectly and had a lot of rooms for everyone to gather. All the utilities worked perfectly and the place was easy to find. It’s our second time staying here and it never disappoints. Definitely recommend staying here and will be back again!

Weekly house rentals

Guest favourite

Home in Wardsboro

4.95 out of 5 average rating, 106 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

JoanneRating, 5 stars1 month ago
We had a wonderful time enjoying their Beautiful home. Plenty to do around town or just enjoying time together with a fire and some games. We felt very welcome and we were able to bring our 2 dogs as well! My favorite was the jetted tub looking out the windows to snow covered trees Highly recommend 😃
Guest favourite

Home in Mt Tabor

4.92 out of 5 average rating, 181 reviews

Excellent Ski location So Vt

YiwenRating, 5 stars2 weeks ago
Terry and Lori are very friendly, the homemade blueberry muffin is so great! Best location, closer to the ski resorts. Very cozy home, we will definitely be back next ski season.
Superhost

Home in North Adams

5 out of 5 average rating, 3 reviews

Charming 6 BR home 8 min walk to MassMoca

StaceyRating, 5 stars4 months ago
Nancy was a great host. She was responsive and proactive providing us instructions for accessing the property. The house had lots of space for our group of 9 and it was nice to have a full kitchen to cook in while we stayed. The walk to MOCA was around 15 minutes with our group, which included five kids. It was nice being so close to town. We hope to be back again!
Superhost

Home in Cavendish

4.82 out of 5 average rating, 67 reviews

OKEMO MT HOUSE - OKEMO-LUDLOW-JACKSON GORE

DouglasRating, 5 stars10 months ago
Great stay for a larger group, Adam was helpful and responsive, and the house was clean and comfortable. Would definitely stay there again.
Guest favourite

Home in Keene

5 out of 5 average rating, 133 reviews

Downtown Hot Tub Escape

JoshRating, 5 stars2 weeks ago
Wonderful place! Spotless, clean, clutter free, and had everything we needed. Instructions and labels around the house were super clear and helpful. All amenities exactly as listed. Host was incredibly helpful and responsive, mainly for questions, and especially when we were being loud she was very professional and saved us from getting in trouble. Could not recommend this space enough
Guest favourite

Home in Wilmington

4.9 out of 5 average rating, 210 reviews

Wilmington A-Frame- Cozy and Convenient

MarkRating, 5 stars1 day ago
This place is just as described. Comfortable and warm. We had a great and relaxed time. I must stay the best for me was the powerful and warm shower after a day of skiing. Then just relaxing on the couch.
Guest favourite

Home in West Brattleboro

4.93 out of 5 average rating, 112 reviews

Modern Spacious Home with Mountain Views

CaitlinRating, 5 stars4 weeks ago
Christine’s home is so comfortable and well-situated! Right down the road from Brattleboro and VT Country Deli, and right next to a park with trails (literally, in the backyard)! The home comes with heated flooring and garage, *fancy* bathroom, comfortable beds, and everything you could need in the kitchen. Christine was so friendly and made our stay extremely pleasant and relaxing. Thanks Christine!
Superhost

Home in Fitzwilliam

5 out of 5 average rating, 7 reviews

Large summer home on Laurel Lake NH

BetsyRating, 5 stars66 months ago
This is a place that gives families the time, simplicity, and space to relax together and reconnect. All of the happiness and love of many generations fills the air. This is a wonderful setting for extended families and friends to gather. There is a lot for everyone to do at the house, the lake, and in the Monadnock region. This is a one of a kind property that is very special today more than ever.

Private house rentals

Guest favourite

Home in Dover

5 out of 5 average rating, 18 reviews

SuperHost! Cozy chalet near Mt Snow and Stratton

BriannaRating, 5 stars4 weeks ago
My friends & I stayed here for a long weekend & it was perfect! Super close to the mountain which was important to us. Plenty of room for 12 guests. We would stay here again!
Guest favourite

Home in Manchester

4.87 out of 5 average rating, 23 reviews

Charming Vacation Home in Manchester Center

JakeRating, 5 stars11 months ago
Steal of a deal for this place. Perfect for any couple or family looking to do a vermont ski vacation. Has all the amenities you need, it’s super spacious, it’s right by town, and it’s a short drive to stratton or bromley. Easy 5 stars.
Guest favourite

Home in Keene

4.91 out of 5 average rating, 44 reviews

Little House with Lots to Offer

ValRating, 5 stars1 month ago
Julie is such a kind, thoughtful, and responsive host! The cottage is adorable and offered everything we needed. It was so cozy; it was hard to leave! I absolutely loved how dog friendly Julie is and the cottage reflects that as well. There were dog beds, blankets, toys, leashes, and clean-up bags available to us! The outdoor space is lovely and provided great walk opportunities for us and our two big pups. We loved our stay and hope to come back again!
Superhost

Home in Ludlow

5 out of 5 average rating, 16 reviews

2 Units, 1 Home | Perfect for Multiple Families

BridgetRating, 5 stars1 week ago
My group stayed here for a ski weekend at Okemo and had a great time. 5 minute drive from the mountain so very convenient. Brandon was a great host and even set up a telescope for us to use one night.
Guest favourite

Home in Brattleboro

4.95 out of 5 average rating, 118 reviews

Spacious Brattleboro home on river, walk to town

SoniaRating, 5 stars1 month ago
We had a great Christmas holiday in this comfortable and family friendly home. It is very convenient for walking into town and also access to the food Coop, supermarket and restaurants. The house is well stocked (eg. Paper towels, toilet paper,etc) and has a fully equipped kitchen for cooking and baking. Communication was excellent, as usual. The host and housekeeper are friendly, proactive and responsive. We would highly recommend renting this home and expect to be back.
Guest favourite

Home in Dover

4.93 out of 5 average rating, 84 reviews

New Hot Tub! Gas Fireplace! 2 min to Mt Snow

StevenRating, 5 stars2 weeks ago
Celine and Lisa’s home was perfect for our family ski vacation. It is within a 3 minute drive to the slopes and we felt very comfortable settling back in front of the warm fire and using the kitchen (well stocked with supplies) after a cold day on Mount Snow. The hot tub was a perfect touch. We got heavy snow on our 3rd day and were delighted to see that a plow and shoveler arrived early the next morning to ensure the driveway and walkway were clear. Would definitely stay here again for our next ski vacation.
Superhost

Home in Jamaica

4.94 out of 5 average rating, 170 reviews

Cozy Riverfront Home in beautiful Jamaica

JoelleRating, 5 stars2 months ago
We have stayed here several times and always enjoy it! Jen goes above and beyond to ensure you are satisfied with your stay. The place is always clean and welcoming, and the hot tub is a real draw.
Guest favourite

Home in Dover

4.88 out of 5 average rating, 66 reviews

Large Mount Snow Ski House with Hot Tub

JamesRating, 5 stars4 weeks ago
10/10 will be returning next year! The house is huge with so many beds. There’s so much to do in the house from the board games to the rec room downstairs to the hot tub. Great Airbnb very clean !

Quick stats about house rentals in Wardsboro

  • Total rentals

    60 properties

  • Nightly prices starting at

    $97 AUD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Wardsboro
  6. House rentals