Vacation rentals in Woodstock

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Popular amenities for Woodstock vacation rentals

Other great vacation rentals in Woodstock

Guest favorite
A charming two-story house is framed by lush green trees and manicured lawns. The front porch offers an inviting entrance, while large windows allow for natural light. The surroundings are peaceful, enhancing the serene country setting.
Apartment in Ashford
4.96 out of 5 average rating, 176 reviews

On The Run Farm

EurídiceRating, 5 stars2 weeks ago
Perfect for a get away. Everything looks beter than the pictures. Clean and very comfortable. Laurie is an excellent host, very creative to make us feel comfortable. Next time I need a place to stay in Connecticut, I hoop this one is available.
Top guest favorite
A serene outdoor space is presented with a wooden deck featuring a gray area rug. Two white wicker chairs and a coffee table create a cozy seating arrangement. A sliding door provides access to the interior, with greenery visible in the background enhancing the tranquil setting.
Apartment in Thompson
4.98 out of 5 average rating, 54 reviews

Acoustical Haven: Unwind & Unplug

AngelaRating, 5 stars3 weeks ago
We had a wonderful stay. The place was private, quiet and the property was beautiful. The house was clean and extremely well stocked. We could have arrive with nothing but clothes and been fine. Carol and Vin made great restaurant recommendations. There were may great restaurants in this area. Carol and Vin were kind, responsive and helpful. We would be happy to return.
Top guest favorite
A spiral staircase leads to an open living area, showcasing a cozy seating arrangement with blue cushions on a light sofa. A patterned rug covers the wooden floor, while a lamp and a small table add to the warm environment. Natural light filters in through nearby windows.
Guesthouse in Pomfret
5 out of 5 average rating, 49 reviews

Cottage in Quiet Corner. Four miles from town.

MaggieRating, 5 stars3 weeks ago
Gary and Cindy have one of the most special spaces I’ve ever stayed in. The house has so much character, super functional and the property is outstanding - we especially loved the adorable cubbies (I’m 6’1” and I had enough space to stretch out!) Gary and Cindy were so lovely, welcoming and absolute pleasures to chat with! They have wonderful recommendations for local hiking trails and places to eat. I would come back to Cindy and Gary’s in a heartbeat, it was one of the most memorable places I’ve ever stayed!
Superhost
A cozy outdoor seating area features a large umbrella overhead providing shade. Multiple cushioned seating elements surround a central table, complemented by potted plants. Textiles in various patterns add texture, while the space is framed by a light wall and greenery in the background.
Guest suite in Pomfret
4.85 out of 5 average rating, 34 reviews

Quiet Corner House

MaryRating, 5 stars1 week ago
Priscilla’s place was just what we needed for a weekend away. Able to accommodate for my infant. So many amenities!
Home in Woodstock
4.89 out of 5 average rating, 171 reviews

Lakefront Oasis | Hot Tub, Kayaks, Bonus Cabin

StacyRating, 5 stars1 week ago
This is our fifth year staying here, and it is always perfect.
Top guest favorite
An inviting dining area is present, featuring a small round table surrounded by four chairs. Tall plants are arranged on a shelf and in pots, adding greenery to the space. Natural light streams through large windows, enhancing the warm tones of the wooden flooring.
Guesthouse in Holland
5 out of 5 average rating, 38 reviews

One BD In-law with Private Ent.

RebekahRating, 5 stars1 week ago
Really lovely place to stay! Ryanne was so hospitable and friendly. We would definitely stay here again if we pass through that way!
Top guest favorite
Home in Sturbridge
5 out of 5 average rating, 17 reviews

Newly Built, Stunning, Lake Front Retreat!

JeffreyRating, 5 stars2 weeks ago
Gary’s home is beautiful. We especially enjoyed the covered porch and Adirondack chairs that overlooked the water. The house was spotless both inside and out! The kitchen is well stocked with everything that you will need to prepare a meal. Thank you for sharing your home Gary!
Guest favorite
A winding roadway is surrounded by vibrant autumn foliage, featuring a mix of yellow, orange, and green leaves. The scene conveys a serene atmosphere, with a rain-kissed surface reflecting the colors of the trees and the soft light filtering through the branches.
Apartment in Windham County
4.95 out of 5 average rating, 38 reviews

Bunny’s Retreat

Nadia MarleneRating, 5 stars4 days ago
We stayed for 3 nights at Bunny's Retreat and we LOVED it. The hosts are communicative & left clear instructions. Finding the unit was easy. It has spacious parking & the walking trail is accessible from the parking space. The unit is located on the 2nd floor. Don't worry about the stairs. They are wide & clearly marked with glow in the dark stripes. My 20 months old son had no problem climbing them with little help. Once we entered, the AC was already on. We appreciate the gesture because it was a hot day when we arrived. We turned it off during the night and days after because turned out the unit was quite cool with trees surrounding it. The living & dining room area is more spacious than it looks on the picture. It's not the cold modern minimalist apartment; it is very homey & comfy. King bed was comfortable, my son had no problem sleeping. The whole unit was squeaky clean. Hot water ran well. We cooked for our son & had everything we needed in the kitchen. Very recommended.

Quick stats about vacation rentals in Woodstock

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$10,457 GYD before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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