
House holiday rentals in Woodstock
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Top-rated house rentals in Woodstock
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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, Mini Golf
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.

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.
This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

Farmington! Walk to town! Your moose destination!
Welcome to your home away from home! Our moose house is well-stocked with all essential amenities and a few extra surprises! Quaint, convenient neighborhood walking distance to UMF and downtown Farmington. Franklin Memorial Hospital is a short drive. Sugarloaf and Rangeley areas are 45 minutes. WIFI and smart TVs. (No cable.) Washer/Dryer with detergent available. Great place to stay for exploring Maine or a visit with your family and friends and most of all making memories! ❤️🫎

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!

Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.

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.

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly
Maine summers don’t get better than this. 4 private acres. Hot tub. Sauna. Chef’s kitchen. And your dogs are 100% welcome. Step outside to waterfall swims at Step Falls, river tubing on the Androscoggin, mountain biking, kayaking, and miles of trails through the White Mountains. Come home to a fire, a cold drink, and zero obligations. 3 bed · 2.5 bath · Sleeps 10 · Dog-friendly This one books fast in summer — grab your dates before they’re gone!

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

Downtown North Conway with private pool & hot tub!

The Getaway - A River Paradise

Bear Brook House

On Attitash - Ski, Hike, Swim!

Booked thru May 26 but will open for summer 2026!

Back street!

River, Mountain View, Pool, Golf, Storyland, Grill
Weekly house rentals

Swift River Chalet with Sauna

The HideAway - Starks

As Unique as they come!

Peaceful Maine Mountain Escape

Black Diamond Chalet- A Family Friendly Escape

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Luxury Mountain Stay-Hot Tub, Views, Sunday River

Chalet w/HotTub, GameRoom, Speakeasy, Sunday River
Private house rentals

Hygge House | Walkable Lake & Town Retreat

Secluded Mtn Home - Lux for Families & Remote Work

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

Trickey Moose Family Retreat | Fire Pit Kayaks

Mountain House near Swimming, Hiking & Kayaking

Farmhouse at Oxbow Beer Garden

Quiet Lake House

Little Red
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £279 | £289 | £224 | £217 | £205 | £263 | £246 | £258 | £233 | £226 | £225 | £269 |
| 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 £74 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!
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- Rentals with outdoor seating Woodstock
- Rentals with a patio Woodstock
- Rentals with a firepit Woodstock
- Rentals with a fireplace Woodstock
- Pet-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- Family-friendly rentals Woodstock
- Rentals with lake access Woodstock
- Rentals with a kayak Woodstock
- Waterfront rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Cabin rentals 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
- Omni Mount Washington Resort
- King Pine Ski Area
- Cranmore Mountain Resort
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Diana's Baths
- Pleasant Mountain Ski Area
- Echo Lake State Park
- Wildcat Mountain
- Attitash Mountain Resort
- Bradbury Mountain State Park
- Santa's Village
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park
- Crawford Notch State Park
- Maine Mineral & Gem Museum
- Pineland Farms





