Havenwood, a beautiful private, gated estate in Woodstock, Vermont

Photo gallery for Havenwood, a beautiful private, gated estate in Woodstock, Vermont

A large, two-story house with a well-maintained lawn and multiple trees.
A cozy cabin interior with a fireplace, plaid furniture, and a mounted deer head.
An outdoor patio with a stone fireplace, wooden deck, and outdoor furniture.
A spacious living room with a blue sofa, a wooden coffee table, and a patterned rug.
A spacious kitchen with wooden cabinets, a large island with bar stools, and a view of the outdoors through windows.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • On-site fitness center
  • Arcade/game room
  • Barbecue grill
  • Air conditioning
  • Refrigerator

Explore the area

View in a map
Woodstock, VT
  • Place, Woodstock Country Club
    ‪7 min drive‬
  • Place, Woodstock Town Hall Theatre
    ‪8 min drive‬
  • Place, Marsh-Billings-Rockefeller National Historical Park
    ‪9 min drive‬
  • Airport, Springfield, VT (VSF-Hartness State)
    ‪38 min drive‬

Rooms & beds

7 bedrooms (sleeps 14)

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

Bedroom 4

1 Double Sofa Bed and 1 Queen Bed

Bedroom 5

4 Twin Beds

Bedroom 6

4 Twin Beds

Guest house

1 Double Sofa Bed and 1 Queen Bed

Primary bedroom

1 King Bed

7 bathrooms, 1 half bathroom

Bathroom 2

Towels provided · Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Toilet · Shower only

Bathroom 5

Bathtub or shower · Toilet

Bathroom 6

Toilet · Shower only

Bathroom 7

Toilet · Shower only · Jetted bathtub

Bathroom 8

Toilet

Primary Bathroom

Towels provided · Bathtub · Toilet · Shower only · Jetted bathtub

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area

Add dates for prices

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About the neighborhood

Woodstock

Located in Woodstock, this vacation home is in the mountains. Easy Grade to TFW link and Skinny Dip are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Green Mountain National Forest and Billings Park and Trail. Traveling with kids? Consider Red Wagon Toy Company and Billings Farm and Museum. Spend some time exploring the area's activities, including horse riding, wildlife walks, and birdwatching.
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Map
Woodstock, VT

What's nearby

  • Woodstock Country Club - 7 min drive - 4.9 km
  • Woodstock Town Hall Theatre - 8 min drive - 5.6 km
  • Middle Covered Bridge - 9 min drive - 6.0 km
  • Marsh-Billings-Rockefeller National Historical Park - 9 min drive - 6.3 km
  • Billings Farm and Museum - 9 min drive - 7.0 km

Getting around

  • White River Junction Station - 30 min drive
  • Lebanon, NH (LEB-Lebanon Municipal) - 31 min drive

Restaurants

  • ‪Simon Pearce Restaurant, Retail & Glassblowing - ‬18 min drive
  • ‪Cumberland Farms - ‬8 min drive
  • ‪Dunkin' - ‬18 min drive
  • ‪Worthy Kitchen - ‬9 min drive
  • ‪The Skinny Pancake Quechee - ‬17 min drive

Frequently asked questions

Is Havenwood, a beautiful private, gated estate in Woodstock, Vermont pet-friendly?

No, only service animals are welcome at the property.

How much does it cost to stay at Havenwood, a beautiful private, gated estate in Woodstock, Vermont?

As of Oct 30, 2026, prices found for a 1-night stay for 2 adults at Havenwood, a beautiful private, gated estate in Woodstock, Vermont on Nov 1, 2026 start from $3,197, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Havenwood, a beautiful private, gated estate in Woodstock, Vermont?

Check-in begins at 4:00 PM.

What time is check-out at Havenwood, a beautiful private, gated estate in Woodstock, Vermont?

Check-out is at 11:00 AM.

Where is Havenwood, a beautiful private, gated estate in Woodstock, Vermont located?

This family-friendly Woodstock vacation home is located in the mountains, within 3 mi (5 km) of Easy Grade to TFW link, Red Wagon Toy Company and Skinny Dip. Overlook and Skinny Link are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Worth every penny!

Havenwood was every bit as lovely as the pictures, and as cozy and homey as we hoped. We could have stayed on the property and been perfectly happy. Martin was easy to communicate with, and a chef extraordinaire…we wanted to take him home with us. The kids were delighted with all the games, toys, puzzles, and books. I can’t recommend this beautiful home highly enough!
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Havenwood

We had a family reunion in Woodstock and Havenwood served as our home base. The home is gorgeous, beautifully decorated yet comfortable. The children enjoyed all the outdoor activities as well as the huge game room downstairs which had something for everyone. The outdoor decks and patios as well as the outdoor fireplace were great for star gazing and cooking s’mores. I thinks everyone’s favorite area was the screened in porch. We were all sad to leave!
Stayed 7 nights in Jul 2021
Response from VrboOwner on Aug 29, 2021
Maureen, we are so glad you enjoyed your time at Havenwood and appreciate you selecting Havenwood for your family reunion.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Staying here felt like we walked into a family friend's home! Our extended family stayed at Havenwood in June '26 and had a wonderful experience! Alison, property manager, was incredibly responsive, helpful and the place was incredibly clean and well stocked! We had great personal communication with both Chris and Brenda (owners). All the perennial gardens were beginning to bloom and just was heaven (with the exception of the stinky Bradford Pear!) The basketball half court, 2-story playhouse, in-ground trampoline, and stocked pond with rainbow trout were an added bonus outside, while inside we enjoyed the "play room" off of the media room with MANY kids toys, an art station, and a drum set as well! We also saw a different kind of wildlife each day during our 9 day stay, starting with a young black bear! Pictures don't do the place justice for the nature you are surrounded by - all while being so close to Woodstock. The home offered great spaces to hang out all together while also gave privacy to not "have" to be in the same room besides a bedroom. Havenwood is incredibly well suited for multigenerational gatherings and seems like it was even designed for that! Our daughters ages 5 and 2 were easily accommodated here as well. The kitchen was stocked with lots of spices, pantry items, things left in the fridge and freezer- not to mention ALL the Farmhouse Pottery, Simon Pearce, and All Clad pieces! A trip we will all hold dearly in memories. THANK YOU!
Stayed 8 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical Mini Wedding💕

Havenwood was the perfect location for our multiple day event. The house has so 12 many fabulous rooms and we used every one. Dining room table for 12 and the living room perfect for elegant events. Game room and screened-in porch fun for late night hang outs. The house Is well stocked we had everything we needed. Our trip to Woodstock exceeded expectation! Thanks to Chris and Martin for all your help. We love Havenwood are talk about going back again.
Stayed 7 nights in Sep 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A+ - even better than it looks and sounds online

A+ for the property and A+ for the service. Owner AND house manager (awesome chef, too) were fantastic. Home is big but very warm and welcoming. Made for a very memorable week. Everything we needed was there and more. We will visit again! Thanks Chris / Martin
Stayed 7 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beyond Expectations

I have stayed at a few well rated VRBO homes, however, there is nothing that has come remotely close to the exceptional home and hospitality we received at Havenwood. The home is absolutely beautiful, the grounds are amazing and there are endless activities both on and off the property. Note that the house is so fantastic you may never leave the property though! The host provided us with everything we needed including a wonderful house manager who made our vacation perfection. It was absolutely amazing on every level. I would say don't walk but run to experience this incredible home in an incredible spot. Truly Magical.....
Stayed 14 nights in Oct 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Getaway

Great house for extended family, property is beautiful with lots to explore - it exceeded expectations! We had a fabulous time, would definitely recommend this property.
Stayed 8 nights in Aug 2020
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Family Vacation in Woodstock

Our family had an incredible week in Woodstock at this gorgeous, spacious, and incredibly well-appointed home. We had multiple generations and a total of 6 adults and 7 children (ranging from 6 months to 12 years) with plenty of room to spare! The home is grand but comfortable, and we spent as much time (or more) enjoying the outdoor spaces as we did the indoor ones. The screened in porch is everything! We had dinner there every night, and lots of hang out time there in between. The kids were entertained for hours on end in the basement, which had options for all ages. The grounds are spectacular and we had many adventures by foot, bike, and car. We really hope to return to this special spot and recommend it highly and wholeheartedly!
Stayed 7 nights in Aug 2019
Response from VrboOwner on Mar 28, 2020
Lauren, We are so glad you and your family enjoyed your visit and we would love to see you all next year!
Verified review

10/10 Excellent

Stayed 4 nights in Jun 2025
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