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
Tiny home in Dorchester
4.97 out of 5 average rating, 206 reviews

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

Guest favorite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 108 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Top guest favorite
A bright living area features a mix of seating options including a white sofa, a rust-colored armchair, and a brown leather recliner. Natural light streams through large windows with white curtains, illuminating a coffee table and a television beside an elegantly designed fireplace.
Townhouse in Woodstock
4.96 out of 5 average rating, 175 reviews

Renovated Mountain Retreat with Sunny Deck

Stylish, family and pet-friendly townhouse walking distance to downtown North Woodstock. A comfortable home base for White Mountain summer getaways and ski weekends. Easy access to hiking trails, the Kancamagus Highway, all of the activities in Lincoln NH, and Loon mountain. Enjoy a large sunny back deck, fully stocked modern kitchen, 2 newly renovated bathrooms, 4 bedrooms including a private ensuite with radiant-heated floors - perfect after a long day on the slopes or trails with friends.

Top guest favorite
A serene river scene is captured, displaying gently flowing water over smooth stones and rocky outcrops. Surrounding greenery adds a natural ambiance, with sunlight filtering through the trees, enhancing the peaceful setting of the landscape.
Condo in Woodstock
4.99 out of 5 average rating, 126 reviews

Fantastic Location in the White Mountains

Pack your bathing suit and come splash at the indoor pool and jacuzzi in our fully renovated club house. Enjoy all the numerous activities that DEER PARK RESORT has to offer with this condo. Two bedrooms, two baths, fully functional kitchen and wood burning fire. The deck off the living room is where you can spend your evening sipping wine or tea listening to the sound of the river flowing.
 2 mi from Clark's Trading Post 4 mi from Loon Mountain 6 mi from Flume Gorge and Lost River Gorge.

Top guest favorite
Large glass sliding doors open to a deck, offering expansive views of the surrounding landscape, including distant mountains. Natural light floods the interior space, highlighting the warm-toned floors and minimalist design. A small coat rack is mounted nearby for convenience.
Cabin in Burke
5 out of 5 average rating, 109 reviews

Mountain view cabin, close to ski Burke Mountain!

Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

Top guest favorite
Condo in Woodstock
4.92 out of 5 average rating, 399 reviews

Luxury Suite Jacuzzi Pool White Mtns. River Front

Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Guest favorite
A covered porch offers a spacious outdoor setting with wooden rocking chairs and a bench. Scenic views of fall foliage and rolling mountains are visible in the background, providing a serene environment for relaxation.
Chalet in Franconia
4.95 out of 5 average rating, 340 reviews

Bear Ridge Lodge

Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Top guest favorite
The exterior of the cabin is framed by tall trees, showcasing a wooden facade and a covered porch. Two rocking chairs are positioned on the porch, while a large boulder and log stumps are visible in the grassy yard.
Home in Thornton
4.94 out of 5 average rating, 584 reviews

The Niche...crafted & forged

Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax, in a private wooded setting, we hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

Top guest favorite
Home in Whitefield
4.97 out of 5 average rating, 294 reviews

Lux Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). Luxurious Cottage on private pond with Hot Tub, outdoor fireplace, gas fire table & complimentary wine, a full kitchen, fine china, new shower, Jacuzzi bathtub, electric fireplaces, and two workspaces. 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Top guest favorite
A charming cottage is set among lush greenery, featuring a dark wooden exterior. A spacious deck with seating options invites outdoor relaxation, while large windows provide natural light. A small pathway leads to the entrance, enhancing accessibility to the tranquil surroundings.
Cottage in Piermont
4.98 out of 5 average rating, 164 reviews

Fully Updated, Quiet & Cozy 1-Bedroom Cabin

Escape To Tuckaway Cottage - This perfect-for-two entire cottage is freshly remodeled, clean, comfortable and centrally located for your New Hampshire and Vermont adventures! All new furnishings and fixtures, a fabulous outdoor fire pit, and a wonderful enclosed porch with patio are just a few highlights. A short drive in any direction offers 4-season outdoor recreation with nearby mountains, lakes and rivers, plus dining, culture, and entertainment options abound.

Guest favorite
The A-frame cabin features a wooden exterior with a triangular roof and large windows. A deck with railings is accessed by stairs, and an American flag is displayed. The surrounding area includes gravel pathways and lush greenery, creating a serene outdoor setting.
Cabin in Warren
4.93 out of 5 average rating, 142 reviews

Breezy Moose - A Frame Cabin/ Pet friendly

Welcome to the White Mountain National Forest. Take it easy at this unique and tranquil getaway. Cozy A Frame Cabin with AC situated on quite side road. Perfect for romantic getaway or family trip. House is situated for family of 3 (2 adults plus 1 kid). Minutes walking from swimming whole on the Baker River. Ideally located, 30 minutes to Loon & Cannon for skiing, and convenient to I-93 or I-91. Newly renovated and furnished. Pet friendly (pet fee).

Top guest favorite
An open studio space is displayed with a comfortable queen bed in the background. A cozy seating area features a dark sofa, a rustic coffee table, and wooden chairs. Natural light flows through nearby windows, emphasizing the warm wooden walls and inviting atmosphere.
Loft in Woodstock
4.98 out of 5 average rating, 242 reviews

The Loft at North House

This beautiful studio space is a barn loft with private deck off back. Open concept with cathedral ceilings, ceiling fans and fully equip kitchen. Large walk in shower and queen size bed. Just one mile from North Woodstock town and 15 minutes to hundreds of trails and attractions. Skiing at loon 15 minutes, Ice castles next door. ALSO NO hidden costs or cleaning fees added (we figure you should see what you are paying up front!).

Popular amenities for Woodstock vacation rentals

When is the best time to visit Woodstock?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ735ﺩ.ﺇ804ﺩ.ﺇ643ﺩ.ﺇ533ﺩ.ﺇ566ﺩ.ﺇ661ﺩ.ﺇ705ﺩ.ﺇ727ﺩ.ﺇ676ﺩ.ﺇ723ﺩ.ﺇ602ﺩ.ﺇ753
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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 440 vacation rentals in Woodstock featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Woodstock?

    Four-legged friends are welcome in Woodstock. Choose from more than 150 vacation rentals for guests traveling with pets.

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

    Experience the best of Woodstock with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Woodstock?

    Woodstock has more than 170 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Woodstock house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 house rentals with pools in Woodstock, available on Airbnb. Make a splash and soak up the sun in style!

  • Do townhouse rentals in Woodstock have air conditioning?

    Absolutely! We offer over 40 townhouse rentals with air conditioning in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Woodstock have wifi?

    Absolutely! We offer over 340 condo rentals with wifi in Woodstock. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woodstock have a bbq area?

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

  • Do resort rentals in Woodstock have a gym?

    Absolutely! We offer over 50 resort rentals with a gym in Woodstock. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Resort Rentals with the most popular amenities: over 50 homes with air conditioning, over 50 homes with wifi, over 50 homes with a gym, over 10 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 970 vacation rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 45,450 verified reviews to help you choose

  • Family-friendly vacation rentals

    540 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    660 properties feature pools

  • Rentals with dedicated workspaces

    440 properties have a dedicated workspace

  • Wi-Fi availability

    960 of Woodstock vacation rentals include wi-fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Woodstock stays are highly rated by guests—averaging 4.8 out of 5!

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