Vacation rentals in Woodstock

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Top-rated vacation rentals in Woodstock

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Chalet in Bryant Pond
4.93 out of 5 average rating, 179 reviews

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Three Peaks Cabin is a one of a kind Beautiful Mountain Home located in tranquil Bryant Pond Maine. Home sits atop peak that has direct views of the White Mountains, Lake Christopher and more as well as a stone throw away from world class skiing at Sunday River & Mt Abram. You'll feel right at home when you walk through the doors of this Bryant Pond vacation rental. The 3-bedroom, 2 -bath chalet-style house features 1625 square feet of beautiful living space complete with tasteful decor, with three large Pella French doors pointing directly west with views of Mt. Abram and Mt. Washington. Overlooking the Lake Christopher and surrounded by trees at the end of a cul-de-sac, this home offers families and groups plenty of outdoor recreation opportunities from boating and watersports to hiking, biking, and skiing! 65" Flat-Screen TV equipped with Dish Network Satellite, w/ Netflix, Prime Video, Dish Multisport w/ NFL Red zone | Gourmet Kitchen | Floor-to-Ceiling Windows From outdoor sports to downtown Bethel's unique shops and restaurants, this upscale retreat is the perfect getaway spot for families and groups! Bedroom 1: Queen Bed | Bedroom 2 Two Twin Beds | Bedroom 3: Two Twin Beds. OUTDOOR LIVING: Full private yard, with beautiful manicured grass and flowers during summer and fall months. Brand new Weber Gas grill, well designed fire pit with new Adirondack chairs & lovely outdoor sitting area with tables and chairs to sit and enjoy the view of the white mountains. INDOOR LIVING: 2 flat-screen TVs w/ streaming capabilities, Floor to ceiling fireplace which accompanies a large sectional couch to cozy up on the cool Maine nights next to the fireplace. dining table which sit four. The beautiful Gourmet Kitchen comes with stainless steel commercial gas range, Large stainless steel Refrigerator stocked with fresh neighboring Poland Spring waters, Stainless steel Dishwasher as well as an island where two additional seats are available. The downstairs bathroom also comes with a jacuzzi bath tub ready to relax the night away after a long day of enjoying western Maine festivities. KITCHEN: Fully equipped, drip coffee maker, keurig coffee & latte maker, toaster, cooking utensils, cutlery, spices, stainless steel appliances, dishware & flatware, breakfast bar GENERAL: Free Wi-Fi, central heat, central a/c, ceiling fans, towels/linens, complimentary toiletries such as Shampoo, Conditioner, Body Wash, Lotion, Goat Milk Soaps etc. & washer/dryer FAQ: Pet fee (paid pre-trip), stairs required for access PARKING: Driveway (4 vehicles) Three Peaks Cabin is located at 110 Yawkey Way, Bryant Pond, Maine. The home is located on a private street maintained by our HOA association. There are 6 total houses which included "Three Peaks Cabin". The property is located all the way up a steep paved road, last house on the right at the end of the culdesac.

Top guest favorite
A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.
Home in Woodstock
4.99 out of 5 average rating, 142 reviews

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!

Guest favorite
The exterior of the log cabin features a large covered porch with wooden railings, complemented by stacked stone accents on the chimney. Surrounded by a grassy landscape, the cabin sits amidst tall trees, showcasing its rustic charm in a serene natural setting.
Cabin in Greenwood
4.92 out of 5 average rating, 156 reviews

Mt Abram ski in ski out Log Home

This cozy 15 year old log cabin sleeps 6 comfortable and has that log cabin and log furniture feeling and look. Situated on the slopes of Mt Abrams with very easy ski in and out. With a outdoor fireplace on large deck. This is truly your log cabin experience and sking adventure. The cabin has great views of the mountain range for viewing in Fall and Winter. it has 2 King beds, 2 Queen beds, 4 Twin beds, and 1 Full size bunk bed. This log cabin sits half way up Mount Abrams so you ski in and out.

Top guest favorite
Home in West Paris
4.99 out of 5 average rating, 135 reviews

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.

Guest favorite
Tiny home in Norway
4.94 out of 5 average rating, 247 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top guest favorite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover
4.99 out of 5 average rating, 519 reviews

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Top guest favorite
Yurt in Woodstock
5 out of 5 average rating, 271 reviews

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi

Escape to Birdsong Yurt, a romantic and luxurious retreat nestled in the mountains of Maine. Enjoy beautiful mountain views, serene privacy on 2 acres, and a cozy yurt experience you won’t forget. Perfect for couples, friends, or small families seeking a magical getaway. Whether sipping wine under the stars, relaxing sunsets in the hot tub, or cozying up by the fireplace, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

Top guest favorite
A charming chalet is set amidst lush greenery, featuring a unique wooden exterior and large glass windows. The inviting entryway leads to a spacious deck supported by wooden beams, with surrounding landscaping that includes natural stone walls and various plants.
Chalet in Greenwood
4.93 out of 5 average rating, 103 reviews

Secluded home-Upper Unit, Hot Tub & Pond Access

Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.

Guest favorite
A wooden dock extends into a calm lake, flanked by lush greenery and colorful foliage. Two Adirondack chairs are positioned invitingly at the end of the dock, with a brightly colored blanket draped over one. Reflections of clouds and trees are visible on the water's surface.
Cabin in Woodstock
4.96 out of 5 average rating, 163 reviews

Private Lakefront Cabin in Woods near Sunday River

Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Kayak, swim & fish in pristine lake in Summer. Skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private, quiet remote workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Guest favorite
Two kayaks are positioned on a dock, reflecting the serene surface of the lake. Soft clouds hover above, casting gentle shadows on the water. The landscape reveals a distant hill, partially obscured by mist, enhancing the tranquil atmosphere.
Cabin in Greenwood
4.94 out of 5 average rating, 271 reviews

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

Guest favorite
A person is seen kayaking in a vibrant green kayak on a calm stream, surrounded by lush greenery and trees. In the background, the Geodome and deck are visible, creating a serene atmosphere for outdoor activities.
Dome in Buckfield
4.84 out of 5 average rating, 254 reviews

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 120 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Popular amenities for Woodstock vacation rentals

When is the best time to visit Woodstock?

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Avg. priceG$73,845 GYDG$74,054 GYDG$62,757 GYDG$55,436 GYDG$53,762 GYDG$59,620 GYDG$62,548 GYDG$63,385 GYDG$60,456 GYDG$61,293 GYDG$62,757 GYDG$71,125 GYD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Woodstock?

    Four-legged friends are welcome in Woodstock. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woodstock?

    Yes! Work meets play with ease at over 40 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Woodstock?

    Woodstock has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Woodstock?

    Experience the best of Woodstock with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Woodstock have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Woodstock have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Woodstock have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Woodstock?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 20 homes with air conditioning, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Woodstock

  • Total vacation rentals

    Explore 90 vacation rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at G$18,827 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Woodstock vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Woodstock rentals

  • 4.9 Average rating

    Woodstock stays are highly rated by guests—averaging 4.9 out of 5!

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