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

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

Beautiful home tucked away at the top of the hill is totally private.
Views of nearby Green Mountains and beautiful hillsides of Vermont.
Back deck fireplace is an excellent spot to relax in the evenings.
The kitchen and its large sitting areas are the center place of the home.
The kitchen table seats up to 10 comfortably.

Reviews

10 out of 10
Exceptional
7 bedrooms7+ bathroomsSleeps 14

Popular amenities

  • Garage parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Outdoor grill
  • Balcony

Explore the area

View in a map
Woodstock, VT
  • Place, Woodstock Country Club
    ‪9 min drive‬
  • Place, Woodstock Town Hall Theatre
    ‪9 min drive‬
  • Place, Billings Farm and Museum
    ‪11 min drive‬
  • Airport, Springfield, VT (VSF-Hartness State)
    ‪41 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

About this property

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

This secluded 125 acre estate is aptly named. A few nights at Havenwood will leave one feeling both relaxed and energized at the same time. Just three miles outside of beautiful Woodstock, this property has a main house, a one bedroom guest barn, a stocked pond and miles of hiking trails throughout the surrounding woods. The decor is beautifully designed and mixes antiques and contemporary art. There is a beautiful screen porch with seating and dining for 10 as well as a lovely back deck with seating and dining opportunities. All 7 bedrooms have ensuite baths. This home promises a beautiful time with family and friends and has ample living space for all. Pre-arrival concierge services are available. Private chef experiences are also available at an extra cost.
Our prices include all fees. No hidden fees.

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  • Washer
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
All events must have owners permission first
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Pets

No pets allowed, service animals permitted
Must have owners approval first
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Note from host: All events must have owners permission first
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Woodstock

Located in Woodstock, this vacation home is in the mountains. Saskadena Six Ski Area and Green Mountain Rock Climbing Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Billings Park and Trail and Quechee State Park. Traveling with kids? Consider Red Wagon Toy Company and Billings Farm and Museum. Spend some time exploring the area's activities, including wildlife walks, birdwatching, and horse riding.
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Map
Woodstock, VT

What's nearby

  • Woodstock Country Club - 9 min drive - 5.2 km
  • Woodstock Town Hall Theatre - 9 min drive - 6.0 km
  • Billings Park and Trail - 10 min drive - 6.3 km
  • Marsh-Billings-Rockefeller National Historical Park - 10 min drive - 6.7 km
  • Billings Farm and Museum - 11 min drive - 7.4 km

Getting around

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

Restaurants

  • ‪Cumberland Farms - ‬8 min drive
  • ‪Dunkin' - ‬17 min drive
  • ‪Richardson's Tavern - ‬5 min drive
  • ‪Simon Pearce Restaurant, Retail & Glassblowing - ‬18 min drive
  • ‪Worthy Kitchen - ‬9 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 May 5, 2026, prices found for a 1-night stay for 2 adults at Havenwood, a beautiful private, gated estate in Woodstock, Vermont on May 7, 2026 start from $3,536, 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 Woodstock Town Hall Theatre, Red Wagon Toy Company and Middle Covered Bridge. Dana House Museum is 3.1 mi (5 km) away.

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. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Pam P.

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

10/10 Excellent

Maureen P.

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
Verified

10/10 Excellent

Barbara K.

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

10/10 Excellent

Stephen K.

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

10/10 Excellent

joni W.

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

10/10 Excellent

Raizy L.

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

10/10 Excellent

Lauren F.

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
Verified

10/10 Excellent

Cheri H.

Stayed 4 nights in Jun 2025

About the host

Hosted by Brenda Mattsson

Host profile image

Languages:

English
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