
House holiday rentals in Woodstock
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Top-rated house rentals in Woodstock
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LUX Designer Private Waterfront Hot Tub - Secluded
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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!

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.

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.

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly
Unwind at this dog-friendly Bethel, ME getaway set on 4 private acres, this is the ideal winter escape. The home features 3 bedrooms and 2.5 baths, comfortably accommodating your group. Enjoy a chef’s kitchen with high-end appliances, an indoor sauna, hot tub, and shuffleboard. Cozy up by the fire after a day of adventure! Located just minutes from Sunday River for skiing and snowboarding, plus nearby snowmobiling and cross-country skiing, the perfect blend of adventure and relaxation awaits.

Your Maine Base Camp
You have full access to this spacious house. Enjoy the large kitchen with a food prep island, ample counter space, basic cookware utensils and ingredients for cooking and baking. The dining room table comfortably seats eight. Relax in the living room with a TV monitor for streaming your preferred services, comfy furniture, and a pellet stove. One bedroom is on the ground floor and two upstairs. Living room is 4 steps down from other ground floor areas. There are no TV monitors in bedrooms.

Brand New 4BR- fire pit, hot tub, game room.
North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!

River Valley Sunset Home - Near Bethel & Newry Ski
Your adventure begins at River Valley Sunset Home. Nestled on 8.75 private acres in Rumford with stunning mountain and sunset views, this spacious rental is your gateway to Western Maine's best. A skier's dream, it's approximately 20 minutes from Sunday River, Black Mountain, and other premier resorts. Step directly onto the property to cast a line into the adjacent Androscoggin River. Discover the ultimate four-season escape tailored for families and outdoor enthusiasts.

Dreamy Mountain Views w/ Hot Tub + Wood Stove
Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

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.

Private Lake House, Firepit & Amazing Sunset Views
Spring & summer at Lakeshore Point, a private lakefront home on Canton Lake in Maine. Privately set at the end of a quiet lane, this updated modern retreat offers 200’ of pristine waterfront and your own private sandy shoreline. Swim, kayak, and paddleboard by day, then gather around the fire pit at sunset. Thoughtfully designed with a full kitchen, WiFi, and outdoor shower, it’s where family adventure meets relaxed lakeside New England charm.
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

Ski Resorts 15 mins, Updated Family Friendly Condo

Walk to Downtown NoCo w Private pool and hot tub!

The Getaway - A River Paradise

Bear Brook House

On Attitash - Ski, Hike, Swim!

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

Peaceful Maine Mountain Escape

Cozy Modern Mountain Cabin~

Mountain House near Sunday River & Bethel Village

Blue Yodel

Luxury Mountain Stay-Hot Tub, Views, Sunday River

Waterfront Home on North Pond

Spacious Lakehouse +Private Dock+Firepit+Kayaks

White Heat Retreat-The Black Bear House-Bethel, ME
Private house rentals

Lake Front Cabin on Desirable Highland Lake

Peaceful Lakefront Cabin | Sauna, Kayaks & Dock

Norway Chalet – Lake & Ski + Hot Tub & Game Room

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Natural Beauty on Drury Pond - Snowmobile Paradise

Private 10+ Acre Sanctuary

Cozy A-Frame at base of Mt Abram- walk to lifts!

Modern A-Frame| HotTub|Slps 12| 9 min Sunday River
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $499 SGD | $513 SGD | $417 SGD | $375 SGD | $353 SGD | $453 SGD | $423 SGD | $445 SGD | $401 SGD | $389 SGD | $387 SGD | $463 SGD |
| 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 $128 SGD 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!
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- Rentals with a hot tub Woodstock
- Waterfront rentals Woodstock
- Family-friendly rentals Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a fireplace Woodstock
- Rentals with a kayak Woodstock
- Cabin rentals Woodstock
- Rentals with a firepit Woodstock
- Rentals with a patio Woodstock
- Rentals with lake access Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with a washing machine and dryer 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




