
House holiday rentals in Woodstock
Find and book unique houses on Airbnb
Top-rated house rentals in Woodstock
Guests agree: these houses are highly rated for location, cleanliness and more.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Sunset & Lake View, Theater, HTub, Xbox, Woodstove
Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Farm house, River, Island, animals & private Chef.
MARCH-APRIL DAILY. Medicine Hill is a 136 acre farm on the Sandy River complete with a swimming hole and an entire island to explore. We grow vegetables, herbs & flowers. Our animals include sheep, chickens & rabbits. You will have full access to all areas of the farm! Spend time fishing or relaxing on the river. Or literally just sitting on the porch unwinding and taking it all in. 4 private bedrooms have stunning views surrounded by trees or fields. And if the Chef is available..EAT!!!

Four Season Western Maine Adventure Base
Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Lake Region Comfort, Close to Everything!
Come enjoy the Highland Lake area known for its clear water, boating and fishing! Just a few miles away from Shawnee Peak which offers both day/night skiing. Also a few miles away is downtown Bridgton where there is the Magic Lantern movie theater and the drive-in theatre. Downtown also offers shopping and many options for superb dining. This single-family residence will provide you with 3 bedrooms, a newly renovated kitchen, sliders to deck, bathroom, living room with large panel tv and WiFi.

Beautiful lakehouse 2.5 hrs Boston, 40 mins Portland
Beautiful lake living: 2.5 hours from Boston, 40 min. from Portland. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances, air conditioning. Minutes to Lewiston/Auburn - close to dining and stores. Spend your days swimming, canoeing, kayaking and fishing, use our grills or lobster pot to prepare your dinner and relax by the fire pit, toasting s'mores while watching the gorgeous sunsets.

Cozy 3-bedroom residential home on working farm
Ever wanted to chuck it all and buy a farm? We did in 2010 and now want to share it with you. The "Dell" sits at the entrance to Double Z Land & Livestock, a working farm owned and operated by The Abbruzzese family. Rolling hills, open fields, and grazing farm animals grace this 75-acre farm. If you want a glimpse of country life, seek to switch up your work-from-home routine, or just want to get away, come take up residence on the farm. If it's lambing season, you might even see some babies ;)

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Great location/King bed/Firepit/Jericho Rd Retreat
Calling all outdoor enthusiasts and adventure seekers! Explore the beautiful North Country of New Hampshire from our conveniently located, renovated home in Berlin. Located 1.5 miles from Jericho Mountain State Park, it's the perfect base camp for your adventure. ATV/UTV right from the house, or trailer your snowmobiles right down the road. After your day of fun, head back to relax and unwind, play some games, prepare a meal, or sit by the fire pit and simply soak in the atmosphere.

Best Ski & Lake House
Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for house rentals in Woodstock
House rentals with a pool

Pleasant River 3 bed | 2 bath, Hot Tub

Epic Views, 9Mi SR, GameRm

Witts' End- quiet neighborhood in Knights Hill

Ski Resorts 15 mins, Updated Family Friendly Condo

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Bear Brook House

On Attitash - Ski, Hike, Swim!

NEW pool, Golf, North Conway, Storyland, 1 level
Weekly house rentals

Long Lake Waterfront Home

Long Lake Happiness-Waterfront/Dock/Kayaks

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Lakehouse only 70 feet from water!

Wildewood Haven on beautiful Long Pond

Private 10+ Acre Sanctuary

15 Guest Chalet Sauna/Hot Tub - 4 minutes to SR

Adorable single family house.
Private house rentals

White Heat Retreat - Bethel, ME

Thomas Pond, Casco, Maine

BryantPond Cabin Getaway|HotTub|Views|Dog Friendly

The Maine Oasis - Pondfront Home with Sunset Views

Freeport Retreat

Cozy Modern Mountain Cabin~

Cozy Lakefront Cabin Near Portland

Home Away from Home with Mountain Views
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £291 | £300 | £243 | £219 | £206 | £264 | £247 | £260 | £234 | £227 | £226 | £270 |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
Quick stats about house rentals in Woodstock

Total holiday rentals
Explore 50 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 1,450 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Woodstock holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Erie Canal Holiday rentals
- Laurentides Holiday rentals
- Quebec City Area Holiday rentals
- Cabin rentals Woodstock
- Rentals with a patio Woodstock
- Family-friendly rentals Woodstock
- Rentals with a firepit Woodstock
- Waterfront rentals Woodstock
- Rentals with a fireplace Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with lake access Woodstock
- Rentals with a washing machine and dryer Woodstock
- Rentals with a kayak Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- House rentals Oxford County
- House rentals Maine
- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Cranmore Mountain Resort
- King Pine Ski Area
- Omni Mount Washington Resort
- Diana's Baths
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Bradbury Mountain State Park
- Mt. Abram
- Santa's Village
- Echo Lake State Park
- Jackson Xc
- Maine Mineral & Gem Museum
- Grafton Notch State Park
- Sunday River
- Pineland Farms
- Mount Washington State Park
- Crawford Notch State Park




