Holiday Rentals in Woodstock

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Holiday Rentals in Woodstock

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
10.0 out of 10, Exceptional, (9)
"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...
The price is €504
includes taxes & fees
1 Dec - 2 Dec
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
9.8 out of 10, Exceptional, (60)
"This property is amazing! We had such a great weekend - the water view is incredible and we had everything we needed for a cozy stay. Thank you!!"
The price is €503
includes taxes & fees
14 Dec - 15 Dec
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Wrecked at Ron’s
10.0 out of 10, Exceptional, (6)
"House is spacious and comfortable with a fully equipped kitchen that has everything you need. Beds were comfortable and bathrooms were conveniently located on both floors. Everything was clean and tidy. It's clear Ron is doing continuous updates to the property, but that didn't bother us at all. Location is very peaceful with gorgeous views and spectacular sunrises and sunsets. Ron is right on site and readily available if needed. We'd definitley stay again."
Wrecked at Ron’s
Famous Estate and Mansion with unmatched amenities for our prized guests!
7.2 out of 10, Good, (10)
"Family gathered from several different states for a large wedding event. We all enjoyed being able to be together in one place. The house wasn’t perfectly spotless and stained carpets and too many things on the walls but nothing terrible. It was all easily overlooked because we were all together with lots of room to spread out if needed."
The price is €905
includes taxes & fees
24 Nov - 25 Nov
Famous Estate and Mansion with unmatched amenities for our prized guests!
Cozy 2-Floor Apartment with Garage Access
9.4 out of 10, Exceptional, (16)
"The property was in good condition and owner communicated well in advance. Only issue is the bed is small for two and pillows need to be upgraded."
Cozy 2-Floor Apartment with Garage Access
Treehouse | Countryside | Farm Animals | Fire Pit
9.6 out of 10, Exceptional, (21)
"My second time here and it honestly feels like a second home. The animals are friendly and so was Carmen! It's honestly a must, if you have a bucket list. Joseph was very helpful and thorough as a superhost. I highly recommend visiting! "
The price is €285
includes taxes & fees
10 Dec - 11 Dec
Treehouse | Countryside | Farm Animals | Fire Pit
Beautiful two-story home close to downtown worcester 5beds-4bedroom
8.8 out of 10, Excellent, (3)
"Great place for a short stay to allow us to attend a Bridal shower. Lots of comfortable beds. Thanks."
Beautiful two-story home close to downtown worcester 5beds-4bedroom
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.0 out of 10, Wonderful, (36)
"Wonderful host. Very thoughtful - lots provided in the house that you need to have a great stay. "
The price is €273
includes taxes & fees
9 Dec - 10 Dec
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
10.0 out of 10, Exceptional, (47)
"What a gem this cute house was on the lake! The owners didn’t skip a beat with the attention to detail. It had everything and was so clean. Communication was spot on. We will definitely book again the next time we come to CT! We already miss waking up with coffee and watching the sun come up over the lake. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Spacious Massachusetts Apartment #2
9.4 out of 10, Exceptional, (15)
"The apartment was clean, stocked with all you need and the location was just off the Main Street so stores and restaurants were walkable. Ample parking behind the unit. Comfortable bedrooms and furniture. "
Spacious Massachusetts Apartment #2
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
9.8 out of 10, Exceptional, (102)
"Very nice, well equipped, absolutely beautiful view!!!!!!"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Killingly Barnyard Studio in Wine Country!
10.0 out of 10, Exceptional, (7)
"My visit to Killingly Barnyard Studio was in one word, AMAZING!! It is so peaceful, quiet, friendly animals, wonderful hosts, and exactly as portrayed in their profile!! Pristine clean, new kitchen and bathroom, 3-sided wrap-around deck that faces only forest, corrals, horses and deer. There are great places to walk, with the sound of falling water and river to soothe your spirit. I would return in a second, any time! My Best Ever get-away experience!!!"
Killingly Barnyard Studio in Wine Country!
Fall Lake Cottage near Treehouse Brewery & Amazon Warehouse with King Beds
9.0 out of 10, Wonderful, (8)
"We loved this cottage! It's right on Glen Echo Lake in Charlton, perfect for a romantic getaway. The cottage was spacious and the king sized bed was wonderfully comfortable. The bathroom has two sinks and two shower heads. The furniture was all comfortable and clean. There's a smart TV so you can get all your streaming services and YouTube. The living room couch power reclines and is dangerously comfortable. Everything looked new and modern. The kitchen comes with all the essentials: pots and...
Fall Lake Cottage near Treehouse Brewery & Amazon Warehouse with King Beds
Quiet and Cozy Campground Cabin near the lake
9.4 out of 10, Exceptional, (3)
"Cute and cozy cabin with friendly staff, close to everything"
Quiet and Cozy Campground Cabin near the lake
Lake House in Sturbridge w/All the Views!
9.8 out of 10, Exceptional, (6)
"We had a great time in Sturbridge. Can't beat the location of this house - it's absolutely beautiful, and very close to Old Sturbridge Village and a cute coffee shop we frequented during the long weekend. Everything was nice and clean, the hot tub was great, and it was easy to check in. The beds are comfortable and it was nice to not have to worry about the linens upon checkout. The host replied super promptly when we had questions about the location of trash/recycling bins, and when there was...
The price is €1,215
includes taxes & fees
30 Nov - 1 Dec
Lake House in Sturbridge w/All the Views!
5 bedrooms Home away from Home
10.0 out of 10, Exceptional, (8)
"Everyone loves it "
5 bedrooms Home away from Home
The Lake House
9.8 out of 10, Exceptional, (8)
"Wonderful place to camp for a large family, particularly in summertime. Great view of the lake and the best sunsets. "
The Lake House
Full family home 200 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (5)
"Great location for our family visit. Property was very clean. Host very responsive. The beautiful sunrises over the lake were an additional bonus!"
The price is €565
includes taxes & fees
15 Dec - 16 Dec
Full family home 200 ft from the lake shore. Dog friendly!
Lake Getaway at Coventry Lake! close to Uconn
10.0 out of 10, Exceptional, (13)
"Nice spot, close to campus and perfect size."
Lake Getaway at Coventry Lake! close to Uconn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Woodstock you may be interested in

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
9.8 out of 10, Exceptional, (60)
"This property is amazing! We had such a great weekend - the water view is incredible and we had everything we needed for a cozy stay. Thank you!!"
The price is €503
includes taxes & fees
14 Dec - 15 Dec
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
7.0 out of 10, Good, (18)
"The house was very antiquey unfortunately only one of the 4 bathrooms shower worked I was excited to lay in the jacuzzi tub but it was gross and dirty some of the dishes were also dirty. they are also trying to sell the house so we came home to people looking at it which we weren’t told about and kind of inconvenient when you have 5 tired kids On the plus side it was a quiet neighborhood and it was spacious "
The price is €529
includes taxes & fees
27 Nov - 28 Nov
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
10.0 out of 10, Exceptional, (9)
"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...
The price is €504
includes taxes & fees
1 Dec - 2 Dec
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Woodstock?

Yes, there are holiday rentals close to the most popular sights in Woodstock, or you can select a more secluded option if you're looking for a relaxing stay. Woodstock is known for its festivals and wineries. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best holiday rentals that Woodstock has to offer?

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!: This highly rated holiday home rental in Woodstock is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Woodstock?

Expedia has 5 holiday rentals for your stay in Woodstock.

What can I see and do in Woodstock?

Woodstock Town Beach and Muddy Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Roseland Cottage and Roseland Park Golf Course.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for families.