Woodstock Holiday Rentals

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Holiday Rentals in Woodstock

Exterior
Secluded 2-acre Lake Front Home! Special off-season rates!
9.8 out of 10, Exceptional, (50)
"We booked for UConn graduation weekend, our daughter’s friend and her parents stayed with us. Lovely peaceful location, beautiful lake, spring flowers, gorgeous! House was as listed, everything perfect for us! Made for an excellent weekend! We wished we were here for a week longer :)"
The price is HK$3,706
HK$6,054 total
includes taxes & fees
22 May - 23 May
Secluded 2-acre Lake Front Home! Special off-season rates!
Fridge, microwave, oven, stovetop
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
10.0 out of 10, Exceptional, (5)
"What a wonderful weekend our book club had staying in the beautiful lake front house! So relaxing, and quiet! Great little town with charming little places to enjoy. Our visit to the local winery was so much fun and the gals there told us to check out a local town celebration which we enjoyed going to. I can’t think of one thing that would have made this weekend any better! We would definitely recommend staying here, and look forward to possibly making this a yearly destination."
The price is HK$3,004
HK$5,145 total
includes taxes & fees
22 May - 23 May
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
Fridge, microwave, oven, stovetop
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
Cetrl Cozy Lux Renovated 2KB,1QB-w/Parking,Dtwn,6+
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Interior
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Fridge, microwave, oven, stovetop
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.6 out of 10, Exceptional, (24)
"Joe was very attentive and left the house very clean for us. Definitely worth the money"
The price is HK$1,443
HK$2,852 total
includes taxes & fees
28 May - 29 May
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Property grounds
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
10.0 out of 10, Exceptional, (27)
"We booked this for my son’s UConn graduation.My family of 4 stayed and it was perfect!! The Bungalow is clean and meticulously decorated! We felt so at home and it had everything we needed. All the nice touches like water and complimentary bag were very generous. I would definitely recommend to all!"
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Fridge, microwave, oven, stovetop
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
9.6 out of 10, Exceptional, (8)
"Clean comfortable cottage in a beautiful location. Kitchen and bathroom are well stocked with all the essentials. Would definitely stay here again!"
The price is HK$1,342
HK$2,720 total
includes taxes & fees
19 May - 20 May
Lakefront | King | PetsOK | W&D | Fire Pit | Kayak
Property grounds
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
10.0 out of 10, Exceptional, (31)
"We had a lovely weekend celebrating our son’s graduation from UConn. The Panorama was immaculate with beautiful decor and the most comfortable beds. The view of the lake is stunning. Everything was just perfect. I hope we have a reason to come back one day!"
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
Fridge, microwave, oven, stovetop
Large 3BR APT w/ enclosed front porch Close to Polar Park, palladium, WPI, DCU
9.8 out of 10, Exceptional, (33)
"I was most appreciative that this place was extremely clean. Sheets smelled nice and the bathroom was clean. This is probably the most important thing to me when I stay at VRBO. Nothing was unexpected. While we did not have much communication with the property manager, the check in process and check out process we’re both smooth. The only challenge that I would mention is that there are a lot of stairs so if you have someone elderly with you, this may be a little bit difficult as the apartment...
Large 3BR APT w/ enclosed front porch Close to Polar Park, palladium, WPI, DCU
Exterior
The Tree House at Underhill Hollow
The price is HK$936
HK$1,457 total
includes taxes & fees
22 May - 23 May
The Tree House at Underhill Hollow
Property grounds
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (72)
"A sweet home with amazing views and access to the lake. The hosts thought of all the things we would need and had a well stocked home. There were plenty of towels, dishes, and games to use. There were spaces to relax and enjoy both inside and out. The yard felt very private even though other people were next door. We had eight people in our group and though I wouldn’t describe the house as large, it did not feel small for our group. We had a wonderful time and would definitely return!"
The price is HK$1,950
HK$3,956 total
includes taxes & fees
23 May - 24 May
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
Fridge, microwave, oven, stovetop
Famous Estate now Available to bring the highest scale accommodations to guests!
7.4 out of 10, Good, (9)
"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 HK$4,291
HK$8,067 total
includes taxes & fees
19 May - 20 May
Famous Estate now Available to bring the highest scale accommodations to guests!
Smart TV, books
Cozy 2-Floor Apartment with Garage Access
9.6 out of 10, Exceptional, (8)
"This location was very convenient, only about a 10 minute drive to WPI. We especially loved the garage parking at the apartment. We felt very safe here! Our host was very helpful and kind, as well as open to suggestions. The place was very nice, and seemed newly remodeled. We would absolutely recommend this place!! The only thing I'd point out, is that the bed and bathroom are on separate levels, so if you get up to go to the bathroom at night, you've got to go up, and back down stairs. But...
Cozy 2-Floor Apartment with Garage Access
Beach
Waterfront Lakehouse with spectacular view!
10.0 out of 10, Exceptional, (41)
"Graduation at UConn in early May 2024. Kim’s house was clean and spacious with incomparable views of the lake. There were many areas in the house for you to have your own private space and relax. The kitchen had everything we needed and there were multiple ways to access the wonderful deck and sunroom. Most of my guests were over the age of 70 and the shallow carpeted indoor stairs leading to the bedrooms presented a challenge for only one of my guests. Note that the upstairs bathroom is inside...
Waterfront Lakehouse with spectacular view!
Exterior
Full family home 200 ft from the lake shore. Dog friendly!
10.0 out of 10, Exceptional, (1)
"Loved the lake house! Would stay again."
Full family home 200 ft from the lake shore. Dog friendly!
Fridge, microwave, oven, stovetop
Beautiful Home - King Bed - Close to UCONN, Hospital, ECSU
10.0 out of 10, Exceptional, (1)
"The place was super spacious and clean. I had everything that I absolutely needed to be able to relax. This place was perfect for my stay, my host provided me with everything that I could possibly need to feel right at home. I would totally recommend if you are looking for a comfortable quiet place to relax while you’re traveling this is it. I would totally book again."
The price is HK$859
HK$1,811 total
includes taxes & fees
19 May - 20 May
Beautiful Home - King Bed - Close to UCONN, Hospital, ECSU
Property grounds
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (13)
"I would highly recommend this place. It was very clean and looks like it was all recently redone. Beautiful sunsets from the back deck in a quiet location. I would highly recommend."
Leicester Lake Front Home, Come Relax!
Property grounds
Treehouse | Countryside | Farm Animals | Fire Pit
9.6 out of 10, Exceptional, (17)
"Me and my daughter enjoyed lot."
The price is HK$1,655
HK$3,128 total
includes taxes & fees
19 May - 20 May
Treehouse | Countryside | Farm Animals | Fire Pit
Property grounds
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (164)
"Christine was very welcoming and accommodating with our family and group as we celebrated a college graduation, and two birthdays on her beautiful property. Each room has temperature controls, including the primary bath, and our family felt relaxed throughout our stay."
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Interior
Spacious Massachusetts Apartment #2
9.2 out of 10, Wonderful, (7)
"When I needed to communicate everything was explained to me. The place was very clean. Every thing was exactly as it was listed"
Spacious Massachusetts Apartment #2
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See all available properties in Woodstock
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.

Other types of properties in Woodstock you may be interested in

Exterior
Secluded 2-acre Lake Front Home! Special off-season rates!
9.8 out of 10, Exceptional, (50)
"We booked for UConn graduation weekend, our daughter’s friend and her parents stayed with us. Lovely peaceful location, beautiful lake, spring flowers, gorgeous! House was as listed, everything perfect for us! Made for an excellent weekend! We wished we were here for a week longer :)"
The price is HK$3,706
HK$6,054 total
includes taxes & fees
22 May - 23 May
Secluded 2-acre Lake Front Home! Special off-season rates!
Interior
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
7.4 out of 10, Good, (15)
"Beautiful property, convenient, clean and very spacious and comfortable! Would definitely recommend and stay again! Thank you!"
Famous Waterfront Inn with Jacuzzis, Stunning amenities and unmatched comforts!!
Fridge, microwave, oven, stovetop
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
10.0 out of 10, Exceptional, (5)
"What a wonderful weekend our book club had staying in the beautiful lake front house! So relaxing, and quiet! Great little town with charming little places to enjoy. Our visit to the local winery was so much fun and the gals there told us to check out a local town celebration which we enjoyed going to. I can’t think of one thing that would have made this weekend any better! We would definitely recommend staying here, and look forward to possibly making this a yearly destination."
The price is HK$3,004
HK$5,145 total
includes taxes & fees
22 May - 23 May
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
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.

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

  • View our selection of featured holiday rentals in Woodstock
  • Use the map to find apartments and other holiday homes in the Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodstock while they last

Look no further and take a look at our great range of rental properties in Woodstock!

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 Lake Front Home! Special off-season rates!: 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 4 holiday rentals for your stay in Woodstock.

What can I see and do in Woodstock?

While exploring the area, visit family-friendly sights like Breezy Picnic Grounds & Waterslides, or get outside and enjoy nature at Lake Webster. Other places in town to visit include Roseland Cottage and Taylor Brooke Winery.

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.

Recent reviews of Woodstock properties
Expedia verified reviews

Homewood Suites By Hilton Worcester

Homewood Suites By Hilton Worcester

5/5 Excellent
My favorite Property
"Homewood Suites is my favorite place to stay. Top notch hotel with great amenities and walking distance to restaurants."
A verified traveller stayed at Homewood Suites By Hilton Worcester
Posted 1 day ago
Homewood Suites By Hilton Worcester