Havenwood, a beautiful private, gated estate in Woodstock, Vermont
10 / 10
Outstanding(9 Ratings)
$$$$
House in Woodstock, VT
14 guests · 7 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Location
Reviews
10 / 10
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!
10 / 10
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!
10 / 10
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.
10 / 10
Havenwood
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!
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!
10 / 10Outstanding·Oct 2023
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!
10 / 10Outstanding·Sep 2022
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.
10 / 10Outstanding·Aug 2021
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!
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.
Amenities
Non-smoking
Family friendly
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at Havenwood, a beautiful private, gated estate in Woodstock, Vermont. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Havenwood, a beautiful private, gated estate in Woodstock, Vermont pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Havenwood, a beautiful private, gated estate in Woodstock, Vermont?
We found 2 amenities for this rental. This includes non-smoking, and family friendly.
Havenwood, a beautiful private, gated estate in Woodstock, Vermont
Top rated by guests
10Outstanding
(9 Ratings)
"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, h..."
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
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.
Amenities
Non-smoking
Family friendly
Map of Woodstock, VT
Ratings and reviews
10 / 10
Outstanding(9 Ratings)
10 / 10Outstanding·Jun 2026
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!
10 / 10Outstanding·Oct 2023
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!
10 / 10Outstanding·Sep 2022
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.
10 / 10Outstanding·Aug 2021
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!
$$$$
Top rated by guests
10Outstanding
(9 Ratings)
"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, h..."
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
Map of Woodstock, VT
About this house rental
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.
Amenities
Non-smoking
Family friendly
FAQs
Is parking included with this house?
Parking is not specified as an available amenity at Havenwood, a beautiful private, gated estate in Woodstock, Vermont. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Havenwood, a beautiful private, gated estate in Woodstock, Vermont pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Havenwood, a beautiful private, gated estate in Woodstock, Vermont?
We found 2 amenities for this rental. This includes non-smoking, and family friendly.
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