
House vacation rentals in Woodstock
Find and book unique houses on Airbnb
Quick stats about house rentals in Woodstock

Total vacation rentals
Explore 50 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$23,040 GYD per night before taxes and fees

Verified guest reviews
Over 1,640 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Woodstock vacation rentals include wi-fi 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!
Top-rated house rentals in Woodstock
Guests agree: these houses are highly rated for location, cleanliness, and more.

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!
FamilyValueOutdoor spaces

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.
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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.
LocationValueHot tub

As Unique as they come!
We hope you're sitting down. This unique place has a style all its own. If you want to stay in a place that has you talking about it for years to come then look no further. Hot tub with moving roof ✔ Cinema screen for a TV ✔ Fire pit along a small flowing stream ✔ Dog friendly ✔ 2 indoor fireplaces ✔ Surround sound system ✔ Quirky & thoughtful decor ✔ The longer you stay the more you will discover in this home that takes the otherwise ordinary and turns it in to something truly remarkable.
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Carriage House
Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.
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*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!
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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.
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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!
LocationFamilyBathroom

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today
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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.
ValueFamilyKitchen

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.
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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.
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Popular amenities for Woodstock house rentals
House rentals with a pool

The Mountain House
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Epic Views, 9Mi SR, GameRm
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Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes
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Farmhouse: Hot Tub, Mini Golf, Pickleball, POOL
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Stunning Views-Pool- Sauna-2 Miles to Sunday River
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Downtown North Conway private pool-hot tub
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Bear Brook House
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River, Mountain View, Pool, Golf, Storyland, Grill
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Weekly house rentals

Alpine Edge
LocationValueAccuracy

Wolf Moon - Beautiful home with gorgeous views
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Mirror Pond Cottage
LocationFamilyCheckout

The Woods Maine | A Luxury Treehouse Experience
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5br/2ba Lake & Ski House w/ Waterfront & Hot Tub
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Cozy Modern Mountain Cabin~
FamilyLocationAccess

The Round House in Bryant Pond
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Ski Lodge by Slopes & Lakes w/ Hot Tub
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Private house rentals

BryantPond Cabin Getaway|HotTub|Views|Dog Friendly
LocationFamilyNearby

Waterfront Chalet with Hot Tub & Fireplace
LocationFamilyOutdoor spaces

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub
FamilyValueSleep quality

Chic Greenwood Chalet
FamilyValueView

Blue Yodel
FamilyValueParking

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
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4BD and Bonus Room - Sleeps 12 - Hot Tub.
ValueFamilyHospitality

Renovated | Sunday River | | Fire Pit
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When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$78,547 GYD | G$81,270 GYD | G$63,047 GYD | G$68,074 GYD | G$62,838 GYD | G$74,358 GYD | G$69,121 GYD | G$72,682 GYD | G$65,561 GYD | G$63,466 GYD | G$63,257 GYD | G$75,615 GYD |
| 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 |
Destinations to explore
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- Sebago Lake
- White Mountain National Forest
- Story Land
- Mount Washington Cog Railway
- Santa's Village
- Cranmore Mountain Resort
- Sunday River Resort
- Conway Scenic Railroad
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Echo Lake State Park
- Diana's Baths
- Crawford Notch State Park
- Attitash Mountain Resort
- Bradbury Mountain State Park
- Wildcat Mountain
- Grafton Notch State Park
- Mt. Abram
- Sunday River
- Maine Mineral & Gem Museum
- Mount Washington State Park
- Black Mountain of Maine
- Belgrade Lakes Golf Club
- Sunday River Golf Club





