Vacation rentals in Woodstock

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

An outdoor fire pit area is bordered by two wooden Adirondack chairs, positioned for relaxation. Flames flicker warmly in the center, surrounded by smooth stones. In the background, a rustic red barn stands amidst lush greenery, with trees lining the property.

Farm stay in Thompson

4.99 out of 5 average rating, 190 reviews

Rustic Farmette Studio w/Pool & yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Guest favorite

Home in Woodstock

4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

2 OPTIONS: HOUSE or HOUSE+APARTMENT In CT’s Quiet Corner: renovated 2-level house bathed in light, with nice flower beds and stunning hilltop views. Relax on its patios and in its small swimming pool, stroll along its forest paths, observe birds (including birds of prey) and other wildlife. New England's "Last Green Valley National Heritage Corridor" offers multiple attractions and is home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities.

Top guest favorite

Cabin in Thompson

4.99 out of 5 average rating, 126 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 402 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

Summer is here !! Enjoy fun relaxing water activities on beautiful Lake Bungee. Enjoy direct waterfront sunrises , 1400 sq ft. Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars. BBQ propane grill. Stroll around both lakes, see bird sightings,nature’s at its finest. Great local dining & wineries. Each season paints its own stunning beauty. Relax and enjoy Tranquility

Top guest favorite

A well-maintained farmhouse features a spacious front yard with lush green grass and landscaped shrubs. The inviting front porch is framed by tall trees, creating a serene and private atmosphere. A flag gently waves in the breeze, adding a touch of character to the exterior.

Guest suite in Thompson

4.98 out of 5 average rating, 160 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Top guest favorite

Guest suite in Pomfret

4.98 out of 5 average rating, 106 reviews

Brookside Chalet

Not just a place to stay but a place where you will want to stay. - Dedicated parking space - Well-appointed full kitchen - Deck overlooking Mashamoquet Brook (our guests refer to it as the tree house:) The bed will be the highlight of your experience. This high quality queen is accessorized with a pillow top mattress, goose down and memory foam pillows and spa quality sheets and pillow cases. Location: - Five minute drive to Pomfret Prep. - Ten minute drive to main Street in Putnam.

Top guest favorite

Home in Scituate

4.98 out of 5 average rating, 146 reviews

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. Pool has surcharge $20 if weather is good during your stay.

Guest favorite

A brown horse is resting on the ground, with a small white goat comfortably perched on its back. The stable background suggests a rural setting, while the sunlit ground is covered with straw, highlighting the peaceful outdoor atmosphere.

Farm stay in Thompson

4.96 out of 5 average rating, 197 reviews

SteamPunk Bunk House and Intergalactic Way Station

A farm stay like no other! The future is the past and the past is the future with STEAMPUNK details that delight at every turn. Feed the goats, walk the trails, meet an alien. A complete apartment great for longer stays. Enjoy the imagined history of this 1825 farm house. Enjoy New England without spending days driving. Come visit a simpler time where nature is just outside your door and ET is sharing the kitchen. Cook s'mores fireside or say hi to "blue" our resident heron.

Superhost

Home in Putnam

4.78 out of 5 average rating, 241 reviews

Calm & Cozy House in a Quiet Corner

The perfect place to get away to enjoy a Best Kept Secret of New England. You will have access to the whole house during your stay. All on one level (ground floor). Enjoy the relaxing view of the field, red barn and Quinnebaug River while snuggling up with read a book. The country kitchen is complete with refrigerator, toaster, oven, microwave, and coffee maker. The best of Putnam Antique District, Entertainment, Dining, Nightlife and shopping a 4 minute drive away.

Top guest favorite

A serene pond with clear water is framed by a stone border, surrounded by lush greenery and flowering plants. In the background, a rustic red barn is partially visible, contributing to the tranquil farm setting.

Farm stay in Woodstock

4.99 out of 5 average rating, 200 reviews

Barn suite at Southwood Alpacas

Country living at its best. Renovated guest space on a working alpaca farm. This is a two story unit with a kitchenette, living room and bathroom on the first floor and a studio loft on the second floor. Two decks, one on each level overlook the farm. Recently renovated. Great light floods the unit. Central heat & AC. Enjoy the farm and the bucolic setting in Woodstock. Watch the alpaca from your windows or deck. Cafes for morning breakfast and fine dining await.

Guest favorite

A spacious deck features a dining table surrounded by chairs, providing ample seating for outdoor meals. A large umbrella offers shade, and potted plants are placed decoratively around the area. Sunlight dapples the surface, highlighting the natural wood tones.

Home in Woodstock

4.85 out of 5 average rating, 116 reviews

Secluded 2 Acre Lake Front Home!

Escape to this breathtaking retreat on Lake Chamberlain, tucked away in Connecticut's serene "Quiet Corner". This spacious 2-acre home offers total privacy and stunning natural beauty. In the summer, dive into swimming, fishing, and kayaking 🛶🏊‍♀️. When winter arrives, experience ice skating ⛸️ right on the lake! Whether you're here for relaxation or adventure, this peaceful getaway will steal your heart. Once you arrive, you may never want to leave! 🏡💖

Guest favorite

A fire pit featuring smooth stones and flickering flames is centered on a spacious outdoor deck. In the background, the exterior of a large home with a second-floor balcony is visible. Lounge chairs and a covered area can also be seen, indicating a welcoming outdoor space.

Guest suite in Brooklyn

4.93 out of 5 average rating, 190 reviews

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Woodstock vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Woodstock

Top guest favorite

A covered patio is framed by two sturdy columns, with expansive views of a lush green landscape. The horizon reveals a glimpse of Webster Lake, surrounded by trees, under a softly clouded sky.

Apartment in Webster

5 out of 5 average rating, 25 reviews

Amazing Webster Lake Views and Private Oasis

EmmaRating, 5 stars3 months ago

This apartment is private, inviting, spacious, peaceful, and brilliantly clean. We felt welcome from the moment we stepped in! We stayed here for a week while our house was being renovated, and it was a home away from home. The views of the lake and sunsets are gorgeous. The full kitchen has everything you need to prepare and cook, which we did most nights. The bed is very comfortable, and we slept well. Brian and Sue are excellent hosts. They are kind, responsive, and knowledgeable of the area. I would not hesitate to stay there again and highly recommend it to anyone who wants a lovely retreat!

Guest favorite

A Highland cow with long, wavy reddish-brown fur is shown closely, highlighting its distinctive face and large, curved horns. The background features blurred wooden logs, contributing to a rustic farm atmosphere.

Apartment in Woodstock

5 out of 5 average rating, 7 reviews

Quiet Corner Studio

MarkRating, 5 stars1 week ago

My wife and I had a great stay at Karin's place for a long weekend in early June. The temperatures outside had gotten warm, but they had the apartment cooled off and comfortable for us. The entire place was clean, the bed was comfortable, and the kitchen was stocked and perfect for our uses. The apartment is easy to access (up a fight of stairs), and located on their property in a lovely area of Connecticut with many adventures in easy driving distance. Karin did a great job communicating with us from the time we reserved the space until after we left. She was proactive, answered any questions we had, and was available during our stay if we needed anything. Though we spent most of our weekend out and about in the area, we were very pleased with our stay in their Quiet Corner Studio apartment. We would happily stay there again.

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 stars3 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.

Guest favorite

A hand holds a remote control featuring a variety of buttons in multiple colors, including options for adjusting lighting. The background reveals a sleek surface with blue LED lights, enhancing the modern aesthetic of the space.

Apartment in Putnam

4.82 out of 5 average rating, 28 reviews

Adult Hideaway Pardise w/Firepit & Loft Bed

BreannaRating, 5 stars2 months ago

This place is perfect for a weekend getaway. You can choose to stay in and enjoy the BnB as is with movies/video games, or go out and explore the abundance of restaurants. Absolutely loved the loft bed and little hideout underneath it! Chrissy had also done a bit of a birthday theme for my best friend (reason we went away), and it was super appreciated!

Guest favorite

A wooden gazebo overlooks Witches Woods Lake, framed by lush green trees. The structure features a decorative roof and a circular table surrounded by chairs, creating an inviting outdoor space to enjoy the serene water views.

Chalet in Woodstock

4.88 out of 5 average rating, 25 reviews

"Nirvana": A Lakefront Retreat

JonneyRating, 5 stars10 months ago

Sandeep was an awesome host! He always responded promptly and even went out of his way to give me tour guide suggestions. Sandeep was always willing to help and made me feel appreciated. Sandeeps’s home was beautiful! The home was right near the water and there were even kayaks that Sandeep supplied to go kayaking. Peaceful area and beautiful scenery! So easy to check in and out.

A wooden deck features two metal chairs positioned around a potted plant. Sunlight filters through surrounding trees, creating a serene atmosphere. The deck showcases natural wood tones, enhancing the outdoor experience.

Guesthouse in Brooklyn

5 out of 5 average rating, 3 reviews

Historic Railroad Caboose - Unique CT Farm Escape

JennyRating, 5 stars2 weeks ago

This was an amazing place to stay with my three year old! Laurie’s husband came out to show us around the place and my son grabbed his hand right away and was so excited! They had teddy bears and books set up for him and he loved every minute of it! When we woke up the next morning he said “I don’t wanna leave this place!” 10/10 recommend to anyone looking for a cozy getaway!

Superhost