
Pet-friendly holiday rentals in Woodstock
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Top-rated pet-friendly home rentals in Woodstock
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Pet-friendly house rentals

Epic Views of the Green Mountains
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.

Modern Farmhouse on 25 Acres - Superb Views
We had a quiet stay at the Farmhouse. Very peaceful and quiet location. Lots of space for our dog to roam. The house is very nice and clean. We enjoyed having coffee and looking out across the fields, reading, and cooking. It’s near the small village of Rochester with a few restaurants and otherwise we explored neighboring towns like Middlebury, Waitsfield, Stowe, and Montpelier.

SugarBear- Pool, AC, Sauna, Gym, Tennis!
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.

Wright’s Mountain Retreat with Sauna
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.

Comfortable farmhouse with stunning views
Such a cool house. We loved the charm of the older section of the house. So many private spaces to cozy up and read a book. Then there is the more modern portion of the house. It was perfect for the folks to watch tv and enjoy the VT scenery out of the large windows. The road is quiet and the area is lovely. We easily drove into Manchester for groceries and dinner. Really loved it!!

Blueberry Hill Escape | Pet Friendly | HotTub | Fi
We enjoyed our time at Chris's house. The house has everything you will need including coffee and kcups. We enjoyed the fireplace in the living room and the hot tub. The view from the hot tub was great! We didnt get to use the fire pit because it was raining the whole time but it looks like an awesome hang out area. Communication with Chris was great. We recommend a stay here and would definitely return in the future!

Mountain Home ready for you!
This place was great. Very spacious and comfortable with beautiful views and sunsets! 10/10

The Guest House at Sky Hollow
This is my second time staying at one of Jess’s properties - and I’m sure it’s not my last. The property is beautiful inside and out and has everything you need. I was in town for a full week and this place was just what I needed to relax after long work days. I can’t recommend staying at one of Jess’s places enough. You won’t regret it!!
Pet-friendly home rentals with a pool

Secluded Paradise on the Connecticut River, VT
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.

Ranch at Mendon Mt Orchards
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!

Lower Yurt Stay on VT Homestead
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.

Hilltop View Lodge - White Mountains, NH
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again

AC/Dog-Friendly/Spa Onsite/Pool/Wine Bar
The Woods complex is a peaceful retreat style community. The condo is cozy with fresh, on point decor. The kitchen was a bit tighter than expected but has generous countertop space. The hosts are friendly and responsive. The stairs to get to the condo could be difficult to navigate for people with mobility restrictions.

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.

Lakefront Peaceful Getaway in Mountain Lakes
Love the lakefront views! Sadly we stayed on a rainy holiday weekend so we weren't able to fully enjoy everything that the lake house had to offer. We also had a hiccup with the WIFI due to hardware issues with the router but luckily the technician came the next morning. Overall we had a good time.

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton
Peaceful, Serene location just 10 minutes from Stratton. We enjoyed the use of the new hot tub, and roomy kitchen. This space is surrounded by nature with plenty of space for you and your group. Would definitely stay here again!
Private, pet-friendly home rentals

~The ClubHaus~
The Clubhaus was the perfect private getaway my girls and I were looking for. The area was secluded and beautiful, but not too far from local favorites that we felt out of the way. It was the most relaxing and homey place I’ve stayed to date- I can’t wait to come back and enjoy the serenity again!

Convenient and chic private suite with 2 bedrooms!
This place was perfect for a weekend exploring Woodstock and Hanover. Jules was proactive and detailed in communication and made us feel right at home!

Pine Cabin, Galusha Hill Farm, incredible view!
We loved our stay and hope to come back again!

Sunday Mountain Surprise
Great place to stay. Private and quiet. Host was very responsive to messages. Very comfortable bed. There were extra pillows, washcloths and towels. Very roomy and comfortable. Large bathroom with warm shower with good water pressure. Drinking water was so good. I would definitely stay again. :)

Hancock hideaway
Heidi's place is a wonderful cabin in the woods with all you need to enjoy the nature in Vermont. Super peaceful and the property is well maintained. I would highly recommend staying here to enjoy your vacation!

Earthen Yurt in Green Mtn Wonderland
This place is a MUST STAY!! Very unique and great way to wind down. There are great restaurants and shops within a 15 minute radius and everything is beautiful and quaint. We were a management team unwinding from a conference and it really allowed us to disconnect and bond over some games and nature sounds. If I ever am in the area again I will 100% be staying again to take in the other highly recommended activities from the host!

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
I was fortunate enough to spend a very life changing trip here. Words can’t express my gratitude.❤️🥹🙏

Luxury “Tiny” House, Immersed In Nature (Timbery)
Very peaceful! The cabin is simple and has everything needed. A great place to come to clear your mind and reset in the midst of nature. The large soaking tub is a highlight. Bed was comfortable. The house is just far enough from the parking area that you don't really want to be making multiple trips back and forth. There is a sturdy cart available to haul your belongings, which made it easy. Bring good footwear like the host recommends, since the path and area around the house can become super muddy after rainfall. I'd be glad to come back here and fully recommend it!
Quick stats about holiday rentals that are pet-friendly in Woodstock
Total rentals
70 properties
Nightly prices starting at
$128 SGD before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Owl's Nest Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth Skiway
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Autumn Mountain Winery
- Fort Ticonderoga
- Dorset Field Club
- Tenney Mountain Resort
- Hildene, The Lincoln Family Home
- Northeast Slopes Ski Tow
- Bromley Mountain Ski Resort
- Baker Hill Golf Club
- Hooper Golf Course
- Bretwood Golf Course
- Fox Run Golf Club
- Ekwanok Country Club