A calm lake with a red canoe, surrounded by dense forest and hills.

Woodstock Holiday Rentals

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Our top choices for Woodstock holiday rentals

1. Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Woodstock
The price is NZ$1,036
includes taxes & fees
14 Sept - 15 Sept
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

2. Sunday River|Mt Views| Dog Friendly|20% Off 3+

Sunday River|Mt Views| Dog Friendly|20% Off 3+
Bryant Pond
10.0 out of 10, Exceptional, (55 reviews)
"Clean rooms, amazing kitchen, very responsive host!"
United States
Carson B.
The price is NZ$1,279
includes taxes & fees
7 Sept - 8 Sept
Sunday River|Mt Views| Dog Friendly|20% Off 3+

3. Treehouse With Hot Tub Close to Sunday River!

Treehouse With Hot Tub Close to Sunday River!
Woodstock
10.0 out of 10, Exceptional, (15 reviews)
"We came back for our 2nd time to the tree house and it was perfect just like the last time. "
United States
Fred W.
The price is NZ$1,285
includes taxes & fees
27 Aug - 28 Aug
Treehouse With Hot Tub Close to Sunday River!

4. Sunday River Getaway | Sleeps 6 | Pet-Friendly

Sunday River Getaway | Sleeps 6 | Pet-Friendly
Bethel
The price is NZ$714
includes taxes & fees
27 Aug - 28 Aug
Sunday River Getaway | Sleeps 6 | Pet-Friendly

5. Unique Dome with HotTub & Mtn Views

Unique Dome with HotTub & Mtn Views
Bryant Pond
10.0 out of 10, Exceptional, (5 reviews)
"We had a great stay at the Enchanted Dome! Everything was perfect for our family. The area was beautiful. Dave and Kim were very responsive and seemed to truly care about our experience. We enjoyed it immensely, Thank you!"
United States
Beth S.
Unique Dome with HotTub & Mtn Views

6. The Swift Glamping Yurt in Western Maine

The Swift Glamping Yurt in Western Maine
Bethel
10.0 out of 10, Exceptional, (5 reviews)
"We had a great time staying in the yurts. We were traveling with another couple and we were able to get yurts next to one another making it easier to hang out together. We definitely took advantage of the fire pit outside. I would absolutely recommend this place! "
United States
Mandy P.
The price is NZ$363
includes taxes & fees
3 Sept - 4 Sept
The Swift Glamping Yurt in Western Maine

7. Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel

Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel
Bethel
10.0 out of 10, Exceptional, (13 reviews)
"Clean, comfortable and great location near the mountain. "
United States
Matthew B.
The price is NZ$378
includes taxes & fees
23 Aug - 24 Aug
Sunday River Condo Near Ski Lifts, Breweries & Downtown Bethel

8. Cozy Retreat w/ Fireplace, EV Charger, King Bed

Cozy Retreat w/ Fireplace, EV Charger, King Bed
Bethel
9.4 out of 10, Exceptional, (11 reviews)
"Place was clean, comfy, and in a great location - just as described. Host was responsive and left clear instructions for everything. "
United States
Kevin S.
The price is NZ$340
includes taxes & fees
26 Aug - 27 Aug
Cozy Retreat w/ Fireplace, EV Charger, King Bed

9. Unique Family Retreat | HotTub, Fire Pit, Dogs OK!

Unique Family Retreat | HotTub, Fire Pit, Dogs OK!
Bethel
10.0 out of 10, Exceptional, (1 review)
"The rooms looked exactly like the photos, the house was very charming and welcoming feeling. Inside the house, and the hot tub, were clean and in working order. We appreciated all the small touches like soap, showering needs, dish-ware etc. The deck off the main bedroom was a nice little quiet getaway. The property was well taken care of, The fire pit was perfect for the cool nights and s’mores! The hosts were friendly and accommodating. Thanks from, two adults, three teenagers and the dog!"
United States
Abbie C.
Unique Family Retreat | HotTub, Fire Pit, Dogs OK!

10. Cozy Home 8 Mins to Sunday River w/ EV Charger

Cozy Home 8 Mins to Sunday River w/ EV Charger
Bethel
10.0 out of 10, Exceptional, (5 reviews)
"Convenient location, very clean, nice amenities, good communication."
United States
Kristina R.
The price is NZ$413
includes taxes & fees
25 Aug - 26 Aug
Cozy Home 8 Mins to Sunday River w/ EV Charger

11. Charming Home Near Sunday River & Other Ski Areas

Charming Home Near Sunday River & Other Ski Areas
Rumford
9.8 out of 10, Exceptional, (97 reviews)
"Very accommodating stay."
United States
Alicia H.
The price is NZ$425
includes taxes & fees
14 Sept - 15 Sept
Charming Home Near Sunday River & Other Ski Areas

12. 6BR Mountain Cabin | Hot Tub • Fire Pit

6BR Mountain Cabin | Hot Tub • Fire Pit
Bethel
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful clean house! Close to Sunday River which was the reason for our stay. Plenty of room for everyone. Two kitchen spaces were great for the group! Would stay again "
United States
Jillian B.
The price is NZ$1,855
includes taxes & fees
23 Aug - 24 Aug
6BR Mountain Cabin | Hot Tub • Fire Pit

13. Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
South Paris
8.8 out of 10, Excellent, (35 reviews)
"Great location for my visit "
United States
Paul B.
The price is NZ$292
includes taxes & fees
31 Aug - 1 Sept
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.

14. Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
Rumford
9.4 out of 10, Exceptional, (22 reviews)
"The place was great and very clean! Perfect place to stay after going to Sunday River. "
United States
Ryan T.
The price is NZ$674
includes taxes & fees
1 Sept - 2 Sept
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes

15. This woods cabin is a true wilderness getaway. Get ready to commune with nature.

This woods cabin is a true wilderness getaway. Get ready to commune with nature.
Waterford
The price is NZ$230
includes taxes & fees
1 Sept - 2 Sept
This woods cabin is a true wilderness getaway. Get ready to commune with nature.

16. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (68 reviews)
"My tenants said the accommodations were lovely "
United States
Nathan
The price is NZ$340
includes taxes & fees
26 Aug - 27 Aug
An Authentic Clean & Cozy Maine Homestay

17. 12 min Sunday River! HotTub, Pet Friendly, Firepit

12 min Sunday River! HotTub, Pet Friendly, Firepit
Bethel
12 min Sunday River! HotTub, Pet Friendly, Firepit

18. Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay
3.0 star property
Stoneham
8.2 out of 10, Very good, (191 reviews)
"Very secluded and quiet If your looking for a little pice of Heaven look no further then here It was lovely Very friendly and very welcoming . I can’t wait to visit again"
United States
Terry
The price is NZ$234
includes taxes & fees
23 Aug - 24 Aug
Evergreen Valley Inn by Coolvacay

19. Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.
Bethel
10.0 out of 10, Exceptional, (25 reviews)
"We had a wonderful stay! The communication was super easy. The house was clean and had plenty of room. The living-room was so cozy and loved the hot tub at the end of a long day. Close to beautiful hikes and great restaurants. Definitely would book again! "
United States
Tanya M.
Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.

20. Stunning Log Home, w/Views, HotTub & Pool- Slps 14

Stunning Log Home, w/Views, HotTub & Pool- Slps 14
Bethel
Stunning Log Home, w/Views, HotTub & Pool- Slps 14
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woodstock holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woodstock. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woodstock. Seeing all the best attractions is bound to make you fall in love with Woodstock. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woodstock short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Woodstock?

Yes, there are holiday rentals in Woodstock close to Mineral Collector, or you can select a more secluded option if you're looking for a relaxing stay.

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

Luxury Lakefront Estate on 138 Acres - Pickleball, Reunions & Weddings: This holiday home rental outside of Woodstock is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a library and 1 hot tub.

How many holiday rentals are there in Woodstock?

Choose from 22 Expedia holiday rentals in Woodstock for a memorable holiday.

What can I see and do in Woodstock?

Shagg Pond and Bryant Pond are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Mineral Collector. Other places in town to visit include Concord Pond and North Pond.

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 offer extras such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for families.