Woodstock Holiday Rentals

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Check prices for these dates

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Holiday Rentals in Woodstock

Fridge, microwave, oven, stovetop
Stunning Lakefront Escape! Book Your Dream Getaway!

Holiday Home in Woodstock

10.0 out of 10, Exceptional, (21)
"We had a great stay at the lakehouse. Will definitely consider a future stay."
United States
Savanna
The price is HK$1,927
HK$3,708 total
includes taxes & fees
9 Dec - 10 Dec
Stunning Lakefront Escape! Book Your Dream Getaway!
Exterior
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Holiday Home in Woodstock

9.8 out of 10, Exceptional, (75)
"Lovely stay on the lake, we enjoyed the location and the kayaks on the lake. "
United States
Lucy H.
The price is HK$2,034
HK$3,847 total
includes taxes & fees
9 Dec - 10 Dec
Secluded 2-Acre Lakefront Home! Book Your Getaway!
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cottage in Stafford

9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
The price is HK$911
HK$2,408 total
includes taxes & fees
9 Dec - 10 Dec
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Cabin in Willington

9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is HK$771
HK$1,984 total
includes taxes & fees
9 Dec - 10 Dec
Treehouse - Countryside - Farm Animals - Fire Pit
Private kitchen
Trainmaster's Inn - Caboose

Cottage in Palmer

9.4 out of 10, Exceptional, (10)
"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"
United States
Edward L.
The price is HK$1,168
HK$2,576 total
includes taxes & fees
9 Dec - 10 Dec
Trainmaster's Inn - Caboose
Property grounds
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

8.8 out of 10, Excellent, (48)
"Very nice place to get away and enjoy the lake! Host responded very quickly and was very helpful! Would book again. "
United States
Rachel G.
The price is HK$778
HK$1,993 total
includes taxes & fees
10 Dec - 11 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Terrace/patio
Apartment in town center #1

Apartment in West Brookfield

8.8 out of 10, Excellent, (26)
"Clean place and was well suited for what we needed"
United States
Chris
The price is HK$623
HK$2,339 total
includes taxes & fees
9 Dec - 10 Dec
Apartment in town center #1
Property grounds
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Cabin in Coventry Lake

9.6 out of 10, Exceptional, (38)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$849
HK$2,081 total
includes taxes & fees
10 Dec - 11 Dec
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Holiday Home in Coventry Lake

9.8 out of 10, Exceptional, (34)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is HK$926
HK$2,116 total
includes taxes & fees
9 Dec - 10 Dec
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Exterior
Charming 2-bedroom apartment in welcoming Putnam

Apartment in Putnam

9.0 out of 10, Wonderful, (2)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is HK$645
HK$1,345 total
includes taxes & fees
15 Dec - 16 Dec
Charming 2-bedroom apartment in welcoming Putnam
Exterior
SteamPunk Bunk House and Intergalactic Way Station

Holiday Home in Thompson

10.0 out of 10, Exceptional, (14)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is HK$841
HK$1,302 total
includes taxes & fees
14 Dec - 15 Dec
SteamPunk Bunk House and Intergalactic Way Station
Living area
Spacious, unique barn with beautiful views.

Holiday Home in Hampton

10.0 out of 10, Exceptional, (3)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is HK$1,296
HK$2,059 total
includes taxes & fees
10 Dec - 11 Dec
Spacious, unique barn with beautiful views.
2 bedrooms, desk, iron/ironing board, travel cot
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Apartment in Willington

9.6 out of 10, Exceptional, (11)
"Very educational and fun time on the farm"
United States
David S.
The price is HK$926
HK$2,179 total
includes taxes & fees
29 Dec - 30 Dec
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cabin in Ashford

9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
The price is HK$1,230
HK$2,567 total
includes taxes & fees
9 Dec - 10 Dec
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Exterior
Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi

Holiday Home in Webster Square

9.0 out of 10, Wonderful, (2)
"Great house. Excellent back yard and privacy. "
United States
michael C.
The price is HK$1,282
HK$4,327 total
includes taxes & fees
10 Dec - 11 Dec
Modern 4BR Escape in Worcester AC • Huge Yard • Fast WiFi
Exterior
Spacious Massachusetts Apartment #2

Apartment in West Brookfield

9.0 out of 10, Wonderful, (29)
"Really a cute place to stay, very clean and comfortable "
United States
Michelle J.
The price is HK$623
HK$2,339 total
includes taxes & fees
10 Dec - 11 Dec
Spacious Massachusetts Apartment #2
Fridge, microwave, oven, stovetop
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Holiday Home in Windham

9.8 out of 10, Exceptional, (8)
"Great house for family visit with our USCG cadet. The owners were very flexible and responsive to our needs. The property was clean and spacious we will use again! "
United States
Mark M.
The price is HK$1,168
HK$4,278 total
includes taxes & fees
15 Dec - 16 Dec
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Interior
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Holiday Home in Ashford

9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
The price is HK$1,269
HK$2,619 total
includes taxes & fees
9 Dec - 10 Dec
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Private kitchen
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

Apartment in Webster

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect quiet place to work and rest"
United States
michael C.
The price is HK$1,401
HK$3,235 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom apartment with AC, WiFi in pleasant Webster
Fridge, microwave, oven, stovetop
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Holiday Home in Worcester

8.8 out of 10, Excellent, (21)
"We booked this property to stay with our adult children while visiting family nearby. The house was clean, tastefully decorated, and well maintained. It was an excellent choice for six adults to stay together!"
United States
Susi K.
The price is HK$1,541
HK$3,199 total
includes taxes & fees
13 Dec - 14 Dec
Beautiful two-story home close to downtown worcester 5beds-4bedroom
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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Top Woodstock Hotel Reviews

Wellsworth Hotel

Wellsworth Hotel

10/10 Excellent
"Yes"
Chris 1-night trip
Posted 2 days ago
Wellsworth Hotel

Find out more about Woodstock

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 Lakefront Home! Book Your Getaway!: This highly rated holiday home rental in Woodstock is located on a lake, and has a patio, a selection of games 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. Our travellers also rate Stunning Lakefront Escape! Book Your Dream Getaway! as a favourite home for rent in Woodstock.

How many holiday rentals are there in Woodstock?

Expedia has 8 holiday rentals for your stay in Woodstock.

What can I see and do in Woodstock?

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