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

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Woodstock vacation rentals

Interior

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

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Woodstock
$568 nightly
The price is $620
Sep 14 - Sep 15
Total with taxes and fees
Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit
Exterior

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.
$741 nightly
The price is $781
Sep 8 - Sep 9
Total with taxes and fees
Sunday River|Mt Views| Dog Friendly|20% Off 3+
Exterior

3. Treehouse With Hot Tub Close to Sunday River!

Treehouse With Hot Tub Close to Sunday River!
Woodstock
10.0 out of 10, Exceptional, (16 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.
$592 nightly
The price is $645
Sep 27 - Sep 28
Total with taxes and fees
Treehouse With Hot Tub Close to Sunday River!
Smart TV

4. Modern Woodland Retreat • Firepit • Hiking • River

Modern Woodland Retreat • Firepit • Hiking • River
Bethel
$421 nightly
The price is $459
Sep 6 - Sep 7
Total with taxes and fees
Modern Woodland Retreat • Firepit • Hiking • River
Interior

5. The Swift Glamping Yurt in Bethel, Maine

The Swift Glamping Yurt in Bethel, 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.
$203 nightly
The price is $222
Sep 6 - Sep 7
Total with taxes and fees
The Swift Glamping Yurt in Bethel, Maine
Terrace/patio

6. Charming Home Near Sunday River & Other Ski Areas

Charming Home Near Sunday River & Other Ski Areas
Rumford
9.8 out of 10, Exceptional, (98 reviews)
"Very accommodating stay."
United States
Alicia H.
$220 nightly
The price is $239
Sep 14 - Sep 15
Total with taxes and fees
Charming Home Near Sunday River & Other Ski Areas
TV

7. Sunday River Condo - Cherry Lane

Sunday River Condo - Cherry Lane
Bethel
10.0 out of 10, Exceptional, (7 reviews)
"Convenient location, very clean and cozy condo"
United States
Olga S.
Sunday River Condo - Cherry Lane
Coffee/tea maker, fridge, microwave, oven

8. 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, (6 reviews)
"Convenient location, very clean, nice amenities, good communication."
United States
Kristina R.
$223 nightly
The price is $243
Sep 8 - Sep 9
Total with taxes and fees
Cozy Home 8 Mins to Sunday River w/ EV Charger
1 bedroom, iron/ironing board, WiFi, bed sheets

9. 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, (38 reviews)
"Although our stay was short, we felt welcome, safe and comfortable!"
United States
Sheryl M.
$158 nightly
The price is $172
Sep 6 - Sep 7
Total with taxes and fees
Adult Themed get-a-way! Centrally located to ski mountains, Oxford Casino, OPS.
Beach nearby

10. 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, (23 reviews)
"The place was great and very clean! Perfect place to stay after going to Sunday River. "
United States
Ryan T.
$352 nightly
The price is $383
Sep 10 - Sep 11
Total with taxes and fees
Sunnyside home near Sunday River, Black Mountain, Lakes, Rivers and Hikes
Exterior

11. Wellness Retreat ~Hot Tub ~Sauna ~Yoga ~Theater ~Firepit ~15min to Sunday River

Wellness Retreat ~Hot Tub ~Sauna ~Yoga ~Theater ~Firepit ~15min to Sunday River
Bethel
10.0 out of 10, Exceptional, (2 reviews)
"The house was great and had something for everyone to do. It was clean and well appointed. The only negative was that the drive to Sunday River was a bit farther than expected in the snow."
United States
Katy M.
$573 nightly
The price is $625
Sep 8 - Sep 9
Total with taxes and fees
Wellness Retreat ~Hot Tub ~Sauna ~Yoga ~Theater ~Firepit ~15min to Sunday River
Property grounds

12. Cozy Log Cabin, Sleeps 6, Pet Friendly!

Cozy Log Cabin, Sleeps 6, Pet Friendly!
Norway
10.0 out of 10, Exceptional, (12 reviews)
"Enjoyed my stay while visiting family in the area."
United States
Faye
$473 nightly
The price is $516
Sep 7 - Sep 8
Total with taxes and fees
Cozy Log Cabin, Sleeps 6, Pet Friendly!
3 bedrooms, desk, iron/ironing board, WiFi (free)

13. An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (68 reviews)
"This place is amazing! Quintessential Maine home experience!"
United States
Meagan D.
$188 nightly
The price is $205
Sep 8 - Sep 9
Total with taxes and fees
An Authentic Clean & Cozy Maine Homestay
Interior

14. Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel

Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel
Bethel
$228 nightly
The price is $248
Sep 7 - Sep 8
Total with taxes and fees
Romantic Tiny Home with HotTub, Firepit, 3 minutes to Bethel
Smart TV, fireplace, video games, DVD player

15. 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, (26 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.
$648 nightly
The price is $707
Sep 7 - Sep 8
Total with taxes and fees
Ursa Major House - Quiet family getaway, minutes from skiing, hiking, biking.
Dining

16. NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!

NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
Bethel
10.0 out of 10, Exceptional, (12 reviews)
"Great place! Clean, pictures lived up to expectations, owner was responsive and location was great. Would definitely go back!!!"
United States
Brian D.
$616 nightly
The price is $672
Sep 8 - Sep 9
Total with taxes and fees
NEW Chalet 6 minutes from Sunday River! Hot tub, Sauna, Sleeps 12, Dog Friendly!
Property grounds

17. Cozy off grid cabin in the wood

Cozy off grid cabin in the wood
Hartford
$206 nightly
The price is $225
Sep 6 - Sep 7
Total with taxes and fees
Cozy off grid cabin in the wood
TV, fireplace, Netflix, streaming services

18. Maine lake front ski getaway!

Maine lake front ski getaway!
Greenwood
10.0 out of 10, Exceptional, (1 review)
"Our family had an amazing few days at this beautiful home. The house is adorable and has a beautiful view of the lake. The rear windows really take advantage of the view and made the whole vibe very relaxing. The house was stocked with everything we could need and more. Our group of 6 fit perfectly and the beds were super comfortable! We came to ski and Sunday River was only a short drive away. We also enjoyed some of the local restaurants including the Matterhorn, Sunday River Brewing, Butcher...
United States
lisa c.
$653 nightly
The price is $712
Sep 19 - Sep 20
Total with taxes and fees
Maine lake front ski getaway!
Apartment, Ensuite (St Moritz) | Hypo-allergenic bedding available, bed sheets

19. Evergreen Valley Inn by Coolvacay

Evergreen Valley Inn by Coolvacay
3.0 star property
Stoneham
8.2 out of 10, Very Good, (192 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
$139 nightly
The price is $152
Sep 8 - Sep 9
Total with taxes and fees
Evergreen Valley Inn by Coolvacay
Exterior detail

20. 1 bedroom cottage with queen bed and 2 person whirlpool tub.

1 bedroom cottage with queen bed and 2 person whirlpool tub.
Norway
10.0 out of 10, Exceptional, (1 review)
"It was a wonderful, cozy cottage in a wonderfully scenic wooded area. The owners were extremely pleasant and helpful. I couldn't have asked for more."
United States
Micah
$195 nightly
The price is $213
Sep 6 - Sep 7
Total with taxes and fees
1 bedroom cottage with queen bed and 2 person whirlpool tub.
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

Hampton Inn Oxford

Hampton Inn Oxford

10/10 Excellent
"This is our second time staying here. The rooms are always clean, friendly staff, and plenty of parking for race car trailers. The breakfast in the morning is also delicious."
Kimberly 1-night trip
Posted 2 days ago
Hampton Inn Oxford

Find out more about Woodstock

Everything you need to know about Woodstock vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodstock vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodstock vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodstock vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodstock. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodstock in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodstock rentals

At Expedia, we put the best Woodstock vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodstock rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodstock vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodstock. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Woodstock?

Yes, we give you a choice of vacation rentals near the most popular attractions in Woodstock, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental that Woodstock has to offer?

INDOOR POOL, HOT TUB, PRIVATE 86 acre Retreat and Event Space: You might want to consider this vacation home rental near Woodstock, which is located on a river and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Woodstock?

Choose from 21 Expedia vacation rentals in Woodstock for a memorable vacation.

What can I see and do in Woodstock?

Shagg Pond and Bryant Pond are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Concord Pond and North Pond.

What are vacation rentals like in Woodstock?

Vacation rentals are private accommodations you can book for several days or more in Woodstock. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.