
Townhome holiday rentals in Windsor County
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Top-rated townhouse rentals in Windsor County
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Popular amenities for townhouse rentals in Windsor County
Family-friendly townhouse rentals

Hemlock Ridge 6A is a cute townhouse located very
My friends and I had a great time at this house and the check in/out process was easy!

Quechee - Pristine Condo in Prime Location
Sharon’s place is exactly what we were looking for! Perfect location right on the golf course and close to restaurants and town. The kitchen and baths were well stocked, the bedrooms were comfortable, and the living space with patio were ideal for visiting and playing games. We had everything we needed to enjoy a fun and relaxing adult weekend.

Killington Ski Condo
Jake’s place was a great find for easy access to Killington and was well-suited for our large group. The condo is cozy and has well-loved ski house charm. The standing desk and monitors were a helpful bonus for remote work. Jake also provided a ton of great recommendations for the area that were very helpful!

Quechee Vermont - Deere Run All Season Condo
I stayed here with a bunch of friends for a Dartmouth reunion trip. It was great! We had plenty of space, it was clean, and it was close to campus. Would highly recommend it for anyone visiting the area.

3-Bedroom Townhome at The Woods in Killington
Julia’s condo at The Woods in Killington was perfect for our family (two adults, our teen daughter, and two teen nephews). The layout is great, and having a full bath in each bedroom was a huge plus. We were pleasantly surprised by the spacious master bath - with a giant jacuzzi tub! - and the sauna in another bath was a fantastic bonus. The condo is comfortable and well-appointed, with a cozy couch by the fireplace and a great sound system for the TV. Julia was easy to reach and very helpful with all of our questions. Highly recommend!

Vermont Ski In and Out Killington Pico
Our stay at Pico was amazing. The location of this condo coupled with the Epic snow conditions made this vacation one to remember. You could literally throw a snowball at the lift! Jon was a gracious and responsive host, a joy to plan with.

On Okemo and steps to Sachem Trail
Perfect location for a weekend ski trip!

Spacious Quiet Family Condo in Killington, VT
Great condo. Very comfortable and clean. The multiple floors were nice for having space away from the kids. Quick ride to Killington Mtn. Highly recommend.
Townhouse accommodation with a washing machine and dryer

Prime location off Killington Rd
Adam’s townhouse was the perfect ski home for our long weekend at Killington. It was immaculate and in pristine condition. The beds were extremely comfortable and the location was great - a perfect retreat after a long day at the mountain. Adam is a top notch host — extremely responsive and personable. We were very lucky to find such a gem! A+++++ all around!!! Thank you Adam!

Entire townhouse,condo near Okemo and Killington.
Great Airbnb and really feels like someone's home in the best possible way! Homey, close enough to town and ski resorts and, and has all the stuff you need to have a getaway. Would highly recommend!

Vermont Retreat–Near Downtown & Killington
The place is amazing. Couldn’t ask for more. Great host. I highly recommend this place

Ski-in / Ski-out 3BDR+ Killington Condo at Sunrise
Awesome family vacation at this cozy condo! The kids loved the "bonus room" so they would go play while the adults got to enjoy their time. Cozy lodge fill with the decor and a well stocked kitchen (plates, glasses, cookware). We will be back! Amy was very responsive to every question we had, easy to see that these owners care about you having a wonderful stay at their condo.

Walk to Village 2BR Waterview | Deck | Golf
We appreciated the great beds and spotlessly clean apartment. My wife and I are in our 70s and had no problem navigating the spiral staircase. We would go there again.

Bear Woods Lodge
My friends and I had a great weekend. Definitely planning on going back next year.

4-Bedroom Townhouse with Sauna Snow Flurry
great rental. the linens seem outdated slightly worried about cleanliness but overall great spot

3BR Mountainview Condo, Pool, Sauna, Balcony
We had a wonderful stay at Vacasa. The location was close to where we needed to be that weekend at Hanover for graduation. Communication with the hosts was easy and they responsed almost immediately to our questions. Checkin and checkout instructions were clear. The place was big and spacious. There were 10 of us and it did not feel cramped at all. Plenty of linen and towels were provided. The kitchen was well equipped for simple meal prep and there were enough plates/bowls/utensils/cups etc for everybody. There were 3 full baths that were very clean. The attached sauna to the top floor bathroom was a wonderful delight! It was quick to warm up and provided a relaxing end to a long day! Overall we had a really busy weekend but the stay at Vacasa made it very pleasant. It felt really nice to know that we had a welcoming space to come back to in the evening!
Townhouse rentals with a patio

Slopeside In Okemo - Spacious Family Townhouse
This house was perfect for a ski vacation with my family. The house was clean and very livable. Kitchen was great. It was well-stocked. The living room is really cozy, especially with a fire in the fireplace after a day on the slopes. It’s not ski in/ski out, but it’s a two minute walk to the slopes, which was really convenient.

Williams on Main - Love Ludow. Live VT.
I had a fantastic stay at Joe's place, "Williams on Main!" The townhouse was perfectly located in the heart of Ludlow, VT, making it incredibly convenient to explore the local area. Everything we needed, including grocery stores, restaurants, and other amenities, was just a short walk away. The house was spacious and comfortable, ideal for 9 adults and 1 child. Thanks to Joe's detailed instructions, the check-in process was seamless. The reserved parking spots were big enough to fit 3 cars. Joe was a great host, responsive and helpful. The property was well-maintained and stocked with everything we needed for our stay. I highly recommend this place to anyone visiting Ludlow. Thank you, Joe, for making our trip memorable!

Base of MTN, 2 Bedroom with loft, 2 1/2 Baths.
This home is so comfortable and feels like your favorite cozy blanket! Rich was friendly and responsive, left a handwritten note with a small gift. The house was spotless with lush blankets, towels and linens. It was well stocked with anything you would need and is in a fantastic location at the base of the mountain close to many restaurants, shops and markets. We highly recommend and hope to stay again soon!

Pico Penthouse - right at the base, steps to lifts
Kevin was a phenomenal host! Our family of four had a superb time skiing Killington & Pico. There’s no way you could get a better location. You’re on the lifts at Pico in minutes.

Nice Updated Condo End Unit
This condo had a perfect set up for 5 women on a "girls" weekend. The master suite is on the main level, and two connected bedrooms, two full baths and a second family room are on the lower (walk out) level. The interior of the unit was very clean and well maintained with comfortable beds & nice linens. The exterior decks & furniture could use a good power washing, but that was minor especially since it was a rainy weekend. The kitchen was well stocked with dishes, pots, pans and utensils, as well as a drip style coffee maker and a Keurig. We thoroughly enjoyed our stay and would definitely rent this condo again.

Cozy Condo for Skiing-Hiking-Biking Lovers
Condo is as described, easy to get into and easy parking. Plenty of bedrooms and decent living room/kitchen area. Also nice to have several bathrooms.

Renovated condo, 3min walk to Okemo lodge & lift
This is a great spot, especially for families with young kids. Heather was a great host and super helpful. Hopefully we’ll be back!

Sweetwater Chalet - Ski on/off at Okemo!
The house was cozy, clean and in a great location. The host was very proactive leading up to our trip and responsive during our stay if we had any questions or concerns. Place was well equipped, kids enjoyed the loft space, overall we had a good experience and would rent again.
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- Stratton Mountain
- Okemo Mountain Resort
- Monadnock State Park
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Dorset Field Club
- Autumn Mountain Winery
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Hooper Golf Course
- Bretwood Golf Course
- Brattleboro Ski Hill
- Fox Run Golf Club
- Veterans Memorial Recreation Area Ski Hill
- Things to do Windsor County
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