Vacation rentals in Woodstock

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Top-rated vacation rentals in Woodstock

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

Superhost

Condo in Newport

4.73 out of 5 average rating, 60 reviews

Gorgeous Condo w/Roof Deck, Harbor Views on Thames

This two bedroom condo is in a charming building, dating back to the 1800's! Cathedral ceilings and large windows accent the main floor living and dining area. On the second floor, you'll find the master bedroom and en-suite bathroom, with a kitchenette and a spacious rooftop deck overlooking Thames Street and Newport Harbor. Watch the sunset from the roof deck and see the ships sail in the harbor. This home is professionally managed and is part of The Newport Lofts portfolio of properties.

Guest favorite

Villa in New London

4.85 out of 5 average rating, 27 reviews

Waterfront Holiday Vacation Villa New England

Have fun with the whole family at this stylish VILLA with water (kayak) access to Ocean State Beach Park and a 4 minute drive to the quaint Waterford Beach. This idyllic leisure home has everything you need to enjoy your gateway. SECLUDED setting with 300 ft of waterfront access for kayaking , fishing. Sauna, bicycles, waterfront gazebo with fire pit , basketball hoop and hammocks. All spaces are newly renovated and tastefully decorated. New fully stocked kitchen . Close to Mystic - Foxwoods

Guest favorite

Home in Coventry

4.86 out of 5 average rating, 128 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 137 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Guest favorite

Condo in Norwich

4.98 out of 5 average rating, 122 reviews

The Vacay Villa

The Vacay Villa, just minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t even have to leave the grounds. Private balcony, fireplace, two outdoor pools currently open, year-round access to luxurious hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Guest favorite

Home in Farmington

5 out of 5 average rating, 60 reviews

Lake Escape: Lake Cottage Charm, Lake Front, AC

Direct lakefront access with gorgeous views on a private lake. This beautiful 1930's lakefront cottage was fully renovated and reimagined by its owners in 2021. Custom architectural trim and details can be found throughout blending this homes' heritage with modern amenities. 2 bedrooms, eat-in kitchen and window seat nook, 2 full baths, custom barn doors and cabinetry, a reimagined sunroom, beautiful views on 100' of accessible lake frontage with outdoor patio, 1 mile from town center.

Guest favorite

Home in Jamestown

4.94 out of 5 average rating, 283 reviews

25 Lincoln, 1st floor Condo

The ideal spot for your Jamestown getaway. Tastefully and exquisitely renovated, high-end 1st floor condo (owner resides on the 2nd floor). Brand new everything! Gorgeous open floor layout. Can't beat the location! Enjoy the gorgeous Jamestown ocean view from the comfort of the living room or expansive porch. Walk to all of your favorite Jamestown restaurants and shops. There are 3 bedrooms. 1st, queen bed. 2nd, twin bunk bed, with another mattress sliding out. 3rd, full bed.

Guest favorite

Home in Westerly

5 out of 5 average rating, 8 reviews

Cozy, summer house near Misquamicut beach

Cozy, recently renovated house, close to everything in a quiet residential neighborhood, house across cemetery. Walking distance to river/marina with the great restaurants. In the morning, get a coffee from Junk Java, lunch from The Pantry . 3 miles from Watch Hill and The Ocean House, 3 miles from Misquamicut Beach, 5 miles from Weekapaug Beach, 15 minutes from Block Island, 10 miles from Foxwoods and 20 from Mohegan casino, 7 miles to Mystic area, 25 minutes to Groton

Guest favorite

Guesthouse in East Hampton

4.93 out of 5 average rating, 41 reviews

Family-Friendly Lakeside Cottage

Newly renovated lakeside cottage with stunning views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - 30 second walk to the lake - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 2 Kayaks and 2 paddle boards are available for use - Short walk or drive to restaurants, and shops Perfect for romantic getaways, family vacations, or visiting family locally.

Guest favorite

Apartment in Newport

4.99 out of 5 average rating, 325 reviews

The Peaceful Puffin

Great location, cleanliness and exceptional amenities are some of our strongest traits. This spotless apartment is located in a desirable part of the city, in walking distance to downtown, beaches, the mansions, restaurants, the harbor and Fort Adams! Fully equipped for a wonderful vacation! Central air & laundry in unit! 2 bedrooms, equipped with luxurious bedding, a spacious open living room with a beautifully updated kitchen and a large bathroom.

Guest favorite

Home in Westbrook

4.93 out of 5 average rating, 42 reviews

Private vacation home, close to beach

Welcome the our new Airbnb where serenity & style come together. Enjoy this charming, cozy home. Upon entering, you'll feel immediately relaxed & on vacation. This home is filled with natural sunlight light, large kitchen, stocked with with gourmet cookware & utensils. Outside you'll hear the babbling brook river, private large yard that offers outside patio deck for dining, entertaining or cuddling up by the fire pit.

Guest favorite

Home in Narragansett

5 out of 5 average rating, 17 reviews

Sunset Sanctuary - Beachfront Vacation Home

Indulge in charming 2-bedroom property with a loft, accommodating up to 8 guests. Step onto the private deck for stunning ocean and sunset views. From coffee on the deck to beach activities, this coastal retreat offers bliss by the sea. Steps away from ocean views and exclusive beach access shared only between owners and guests.

Popular amenities for Woodstock vacation rentals

Stay near Woodstock's top sights

Taylor Brooke Brewery27 locals recommend
Roseland Cottage18 locals recommend
Buell's Orchard10 locals recommend
Sweet Evalina's Stand9 locals recommend
Mansion At Bald Hill7 locals recommend
Woodstock Orchard7 locals recommend

Quick stats about vacation rentals in Woodstock

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$10,446 GYD before taxes and fees

  • Total number of reviews

    1.6K 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

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Woodstock?

    Yes! Work meets play with ease at over 10 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Woodstock?

    Experience the best of Woodstock with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Woodstock?

    Woodstock has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Woodstock have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Woodstock?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Woodstock have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Woodstock. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Windham County
  5. Woodstock