Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

Our top choices for Woodstock holiday homes

Spacious Home Near Mohegan Sun

2.0 out of 10, (1)
"My stay at this rental was deeply unsettling and unsafe. The apartment itself has a creepy, neglected vibe, and it only got worst. A serious safety issue occured when a teenager in our group fell through a rotted, unstable deck/ a terrifying and completely preventable accident. Even more concerning, the entrance code to our apartment was the same code used for all other units in the building. This made me feel extremely unsafe as anyone from another unit could have accessed ours at any time....
The price is AU$1,046
includes taxes & fees
15 Sept - 16 Sept
Spacious Home Near Mohegan Sun

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (28)
"Great stay and the tree house was amazing. We loved walking the trails and finding all the fairy houses and interacting with the animals! "
The price is AU$267
includes taxes & fees
10 Sept - 11 Sept
The Tree House at Underhill Hollow

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (111)
"The weather didn’t cooperate enough for us to enjoy the water, but it was lovely to look at"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

10.0 out of 10, Exceptional, (11)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is AU$895
includes taxes & fees
16 Sept - 17 Sept
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (9)
"This was a charming little apartment with a unique steam punk alien theme. If you have a playful mindset, I highly recommend staying at this location. I couldn’t have been more overjoyed with my stay."
The price is AU$259
includes taxes & fees
11 Sept - 12 Sept
SteamPunk Bunk House and Intergalactic Way Station

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (29)
"The place was clean and great for a weekend getaway."
The price is AU$486
includes taxes & fees
7 Sept - 8 Sept
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

10.0 out of 10, Exceptional, (3)
"It was a pleasure staying here . The owner was always available. The house was updated and felt like home "
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Beautiful two-story home close to downtown worcester 5beds-4bedroom

9.0 out of 10, Wonderful, (14)
"Nice place."
The price is AU$638
includes taxes & fees
14 Sept - 15 Sept
Beautiful two-story home close to downtown worcester 5beds-4bedroom

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"A truly beautiful place with the most gorgeous pool and landscaping. We will be back for sure!"
Luxury Home, Pool, fireplace

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (16)
"Peaceful and safe for my family!Thank you Jason for this wonderful place."
Amazing lake house with everything you need!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (72)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is AU$789
includes taxes & fees
8 Sept - 9 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Spacious 4-bedroom with four and half bathrooms

10.0 out of 10, Exceptional, (2)
"We had room for each of the adults, which included adult children. At these ages they no longer want to share a bed or bathroom with anyone. Perfect that we could come together, but have our own separate spaces. Very clean and comfortable with everything you need."
The price is AU$779
includes taxes & fees
10 Sept - 11 Sept
Spacious 4-bedroom with four and half bathrooms

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

9.4 out of 10, Exceptional, (15)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is AU$456
includes taxes & fees
7 Sept - 8 Sept
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

2.0 star property
10.0 out of 10, Exceptional, (1)
"I truly can’t say enough good things about my stay. The house is exactly like the pictures but somehow even better in person. Everything was so clean and the check in/check out process was very easy. Sarah was so quick with communicating back and had the house stacked with everything you could imagine from plenty of pillows, blankets, tooth brushes etc. The views were beautiful and my dog loved how much space she had to herself. The neighbors are also so friendly and wave when you walk by! So...
Lakefront Getaway-Hot Tub + Kayaks + Paddleboards

Leicester Lake Front Home, Come Relax!

10.0 out of 10, Exceptional, (26)
"Great family time and comfortable house to spend time with family during a visit to see our daughter at Holy Cross! "
Leicester Lake Front Home, Come Relax!

Lake House in Sturbridge w/All the Views!

9.8 out of 10, Exceptional, (17)
"Loved the windows and light in the house. Quiet and peaceful. "
The price is AU$1,510
includes taxes & fees
7 Sept - 8 Sept
Lake House in Sturbridge w/All the Views!

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

10.0 out of 10, Exceptional, (56)
"This was a great and spacious property for our recent trip to the area for a family wedding. Everything was clean and as described with very responsive hosts!"
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Cozy 2-Floor Apartment with Garage Access

9.6 out of 10, Exceptional, (24)
"Overall great place, parking in garage was great! "
Cozy 2-Floor Apartment with Garage Access

New renovation cozy house in Worcester

2.0 star property
9.8 out of 10, Exceptional, (11)
"This was a great spot for myself and my coaches when we had to travel to the area for a cheerleading competition."
New renovation cozy house in Worcester

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (67)
"1st time to the upper East coast. We chose this house because it's so close to so many amazing cities. We loved the location and the day trips to New York, Connecticut, Rhode Island, and Massachusetts. "
The Bungalow at Eagleville Lake Under 3 miles 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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Top Woodstock Hotel Reviews

Find out more about Woodstock

Find out more about Woodstock

Woodstock Holiday Homes information

Number of reviews
Accommodation
96 Holiday Homes
Lowest Price
AU$259
Highest Price
AU$1,510