A lake surrounded by autumn-colored trees and a hill in the background.

Woodstock Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Woodstock vacation rentals

A hotel with multiple buildings, a parking lot, and a mountainous backdrop.

1. Bluegreen Vacations South Mountain, an Ascend Collection Resort

Bluegreen Vacations South Mountain, an Ascend Collection Resort
3.0 star property
Lincoln
9.2 out of 10, Wonderful, (732 reviews)
"The room was very clean and the location was great."
United States
FLORIN
$110 nightly
The price is $119
Nov 12 - Nov 13
Total with taxes and fees
Bluegreen Vacations South Mountain, an Ascend Collection Resort
A cozy living room with a stone fireplace, a bookshelf filled with books, and a comfortable seating area.

2. InnSeason Resorts Pollard Brook

InnSeason Resorts Pollard Brook
3.0 star property
Lincoln
9.4 out of 10, Exceptional, (992 reviews)
"Onsite restaurant would make it even better."
United States
Darcie
$144 nightly
The price is $157
Nov 11 - Nov 12
Total with taxes and fees
InnSeason Resorts Pollard Brook
A living room with a wooden ceiling, a black entertainment unit, a green armchair, a brown leather sofa, and a flat-screen TV.

3. Pemi Cabins

Pemi Cabins
3.0 star property
Lincoln
8.8 out of 10, Excellent, (55 reviews)
"Nice and accessible cabins. Easy check-in, cute kitchenette, quiet and relaxing along the river"
United States
Michael
$98 nightly
The price is $106
Nov 23 - Nov 24
Total with taxes and fees
Pemi Cabins
A man standing next to a barbecue grill in a wooded area with picnic tables and a building in the background.

4. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (300 reviews)
"One of the best resort"
United States
Mehsan
$148 nightly
The price is $161
Nov 24 - Nov 25
Total with taxes and fees
Cold Spring Plymouth Resort
A modern living room with a sectional sofa, a flat-screen TV, and a wooden entertainment unit.

5. 2 Mi to Loon Mtn! Walkable Main St Condo w/ Pools

2 Mi to Loon Mtn! Walkable Main St Condo w/ Pools
3.0 star property
Lincoln
$407 nightly
The price is $442
Nov 11 - Nov 12
Total with taxes and fees
2 Mi to Loon Mtn! Walkable Main St Condo w/ Pools
A wooden deck with rocking chairs, a large window, and a view of a snowy landscape.

6. 11G Quintessential New England Cottage With Fantastic Views! Pool gym Passes

11G Quintessential New England Cottage With Fantastic Views! Pool gym Passes
2.5 star property
Sugar Hill
$2,667 nightly
The price is $2,894
Nov 14 - Nov 15
Total with taxes and fees
11G Quintessential New England Cottage With Fantastic Views! Pool gym Passes
A spacious living room with a fireplace, leather sofas, wooden flooring, and large windows offering a view of the outdoors.

7. Haverhill Mtn Retreat w/ Deck: Hike, Ski & Relax

Haverhill Mtn Retreat w/ Deck: Hike, Ski & Relax
3.0 star property
Woodsville
10.0 out of 10, Exceptional, (1 review)
"Excelente"
United States
Lucy
$543 nightly
The price is $589
Nov 11 - Nov 12
Total with taxes and fees
Haverhill Mtn Retreat w/ Deck: Hike, Ski & Relax
A wooden sauna with benches and a bench seat, a window, and a small table with a candle.

8. 6 Mi to Polar Caves! All-season Getaway w/ Sauna

6 Mi to Polar Caves! All-season Getaway w/ Sauna
3.0 star property
Plymouth
6 Mi to Polar Caves! All-season Getaway w/ Sauna
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

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

10/10 Excellent
"Great place to stay in the plymouth Ashland area!!"
Anonymous traveler 2-night trip
Posted 4 hours ago
Cold Spring Plymouth Resort

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 $106 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Woodstock?

Yes, you can find vacation rentals close to popular sights in Woodstock, or you can select a secluded option if you want a relaxing place to stay. Woodstock is known for its golf courses and restaurants.

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

Huge 9BR Riverfront Estate: Foliage, Fire Pit, Theater, Game Rm, Dual Kitchens!: Visitors give good reviews to this Woodstock vacation home rental, which is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Woodstock?

Choose from 6 Expedia vacation rentals in Woodstock for a memorable vacation.

What’s there to see and do in Woodstock?

Explore the area and family-friendly sights such as Ice Castles, or get out into nature at a spot like White Mountain National Forest. Jack O'Lantern Resort Golf Course and Lost River Gorge & Boulder Caves are a couple of places you'll find in the larger area.

What’s a vacation rental in Woodstock like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Woodstock. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.