
House holiday rentals in Woodstock
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Top-rated house rentals in Woodstock
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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.

One of a kind Lakefront home near Sunday river
Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

River Valley Sunset Retreat Bethel & Newry Skiing
Your adventure begins at River Valley Sunset Retreat. 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.

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!

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.

Family Getaway in Oxford Hills!
Experience this 2BR/2BA retreat, perfect for couples and small families. Nestled among nature, this hillside getaway offers privacy, modern comforts, and a peaceful ambiance. Unwind by the fireplace, fire pit, relax on the deck, or explore the great outdoors. Whether you're seeking outdoor adventure or relaxation, this hideaway is the perfect home base for your next getaway. Families of 5 or 6 can be accommodated with the queen size pull out sofa.

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.

Lakefront winter getaway cabin for 6
Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.
Popular amenities for house rentals in Woodstock
House rentals with a pool

Pleasant River 3 bed | 2 bath, Hot Tub

The Lodge at Hidden Pines

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna

Downtown North Conway with private pool & hot tub!

Bear Brook House

NEW Marty's Magic Haus Ski

On Attitash - Ski, Hike, Swim!

Cozy home, walking distance to beach & pool!
Weekly house rentals

The Cottage at Red Top - Cozy Lakeside Year-Round

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Chic Greenwood Chalet

Ski Lodge by Slopes & Lakes w/ Hot Tub

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Moody Farm Retreat

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

Funky's Bunkhouse at Blue Star Farm
Private house rentals

Northwoods cabin on Little Akers Pond

Stunning Bridgton Lake House with EV charger

New modern cabin-contemporary design meets nature

All Seasons Waterfront Lodge

Rock Wall|Hot Tub|Green Egg|Peloton|Game RM|King

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs

Modern Sunny and 12 minutes to Sunday River

Waterfront Home on North Pond
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $495 SGD | $509 SGD | $413 SGD | $371 SGD | $350 SGD | $449 SGD | $420 SGD | $441 SGD | $398 SGD | $385 SGD | $384 SGD | $459 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 $127Â SGD per night before taxes and fees

Verified guest reviews
Over 1,560 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
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- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
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- Laurentides Holiday rentals
- Quebec City Area Holiday rentals
- Rentals with a kayak Woodstock
- Rentals with lake access Woodstock
- Rentals with a firepit Woodstock
- Waterfront rentals Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Rentals with a fireplace Woodstock
- Cabin rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with a patio Woodstock
- Rentals with a hot tub Woodstock
- Rentals with outdoor seating 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
- King Pine Ski Area
- Cranmore Mountain Resort
- Omni Mount Washington Resort
- Diana's Baths
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Wildcat Mountain
- Bradbury Mountain State Park
- Santa's Village
- Echo Lake State Park
- Mt. Abram
- Grafton Notch State Park
- Jackson Xc
- Sunday River
- Maine Mineral & Gem Museum
- Pineland Farms
- Crawford Notch State Park




