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
Condo in Woodstock
4.93 out of 5 average rating, 406 reviews

Luxury Studio White Mtns Jacuzzi Pool Pond River

Welcome to "PEMIWOOD" at Deer Park Resort In heart the White Mountains! Best Resort Amenities In the Area! River, Beach, Pond, Pool, Hot Tub, Sauna, Pickle Ball, Tennis, Racquetball, Wally-Ball, Gym, Game Rooms, Grills, Nature Trails, Ice Skating, Loon Shuttle, & more. Perfect for Romantic Retreat/Hiking/Skiing. River view, Jacuzzi tub, spa shower & zen design in unit! Close to Kancamagus, hikes, Loon, waterpark, & Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Top guest favorite
A cozy sleeping area features a spacious bed positioned by large picture windows that frame the vibrant outdoor foliage. The wooden walls add a natural touch, while soft bedding is complemented by a warm throw blanket, creating a serene atmosphere for relaxation.
Tiny home in Dorchester
4.97 out of 5 average rating, 213 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!

Top guest favorite
Cabin in Corinth
4.96 out of 5 average rating, 132 reviews

Cabin Hill at Taplin Hill Farm in Corinth, Vermont

Amazing White Mountain views on the peak of the farm. Private cozy cabin, perfect romantic vacation getaway, ideal for writers/artists, or like the owners, nomads looking to nature to inspire creativity and relaxation. One-room cabin with a full bathroom, kitchenette, and BBQ grill sits high on a ridge known as Cabin Hill. Expansive views of the White Mountains are seen from large windows and the deck. Outfitted with tasteful linens and bath amenities. Furry friends are welcome - NO Pet fees!!

Top guest favorite
A red cabin with a sloped roof is situated among tall trees adorned with autumn leaves. The front porch features white railings and a welcoming wreath on the door. A grassy area surrounding the cabin extends into a natural wooded landscape.
Home in Thornton
4.99 out of 5 average rating, 107 reviews

The Little Red Retreat - No Adt. Cleaning Fee

Your home base to explore the White Mountains and all they have to offer. 15 minute drive to Lincoln / Woodstock & Loon Mountain; 35 minute drive to Littleton w/ easy access to Plymouth, Waterville Valley, & Lakes Region. This eclectic cabin was built from the ground up in 2024 with the sole intention of welcoming guests like you to its woodsy embrace. We set out to create a peaceful stay with room for the whole family to relax after a long day of exploring, hiking, and adventuring in NH.

Top guest favorite
Apartment in Woodstock
4.98 out of 5 average rating, 135 reviews

Clean & Cozy | White Mountains Getaway

Newly renovated two bedroom apartment in historic North Woodstock home. Built in 1917 “Grumblenot” has been enjoyed as a basecamp for fun in the White mountains for over a century. Located a half mile from the restaurants and shops in downtown North Woodstock, 4 miles to Loon, 10 miles to Cannon and across the street from one of the most popular swim spots on the Pemi. Plenty of parking, private keypad entry and access to gardens and yard on property, fully stocked kitchen and WiFI!

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
Home in Whitefield
4.97 out of 5 average rating, 276 reviews

Sunny Waterfront Cottage at FarAway Pond

Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the Hot Tub, fire table & bright cottage with Japanese soaking tub, (small) +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Follow trails through forest & meadow to the nearby Gold Mine Trail. The Big Barn occasionally opens its doors for an impromptu Wine Tasting Hour-complimentary! This is more than a stay; it is an escape with miles of trails and a private pond waiting for you to explore.

Top guest favorite
A wooden bed frame with a natural finish is positioned against a light wall. A plaid-patterned bedspread covers the spacious bed, complemented by neatly arranged towels at the foot. Soft light is emitted from two bedside lamps, creating a cozy atmosphere.
Condo in Lincoln
4.95 out of 5 average rating, 189 reviews

White Mountain Resort 2 Pools & HotTub Kitchen

Perfect for a single or couple Luxurious but affordable Private but located inside a resort with top notch amenities Quiet & Clean Queen bed with sofa bed suitable for a child Updated / Modern Studio Condo directly on “ The Kanc” Main Street Lincoln Walking to restaurants, pubs and shops, easy access to The White Mountains - Lincoln NH Hiking skiing, zip-lining, ice castles, shopping, Clarks Trading Post, Cannon and Loon Mountain, Santa’s Village, and more

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, 146 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
Dome in Sutton
4.96 out of 5 average rating, 151 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a charming Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 90 minutes from Boston, yet a world away.

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, 254 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!).

Top guest favorite
A cozy seating area is furnished with a brown leather sectional sofa adorned with decorative pillows featuring tree patterns. A small round table is positioned in front, and the open kitchen with wooden cabinetry and a dining area is visible in the background.
Apartment in Woodstock
4.97 out of 5 average rating, 127 reviews

Cozy 2 bedroom apartment in log home @ Moose Xing

Take a break and unwind at this cute and cozy home. Just 2 miles of the highway, 3.5 miles from N. Woodstock center and 4 to Lincoln . Featuring large eat in kitchen. Cozy sitting room with TV. And what better a hot tub to relax in after a hard day of play. Just a few minutes from many major attractions, hiking trails, rivers, skiing, four wheeling, Clark’s trading post whales tail, zip lining, adventure parks and much more.

Popular amenities for Woodstock vacation rentals

When is the best time to visit Woodstock?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$44,989 GYDG$48,127 GYDG$39,130 GYDG$30,341 GYDG$32,224 GYDG$37,665 GYDG$40,176 GYDG$41,431 GYDG$38,502 GYDG$41,222 GYDG$34,317 GYDG$42,896 GYD
Avg. temp-15°C-14°C-11°C-5°C2°C8°C10°C9°C6°C0°C-6°C-11°C

Frequently Asked Questions

  • What are the best places to stay in Woodstock?

    Vacation rentals around the main village, river, and forest areas in Woodstock are popular choices. Stays range from cozy cabins to spacious homes, providing easy access to outdoor activities and local attractions.

  • What are the best things to do in Woodstock with kids?

    Woodstock has outdoor parks, river recreation, and hands-on activities for families. Exploring nature trails, visiting local attractions, and engaging with interactive exhibits are frequently suggested for children of many ages.

  • What are some of the best things to do in Woodstock?

    Explore mountain trails, visit local shops featuring crafts, and engage with river activities in Woodstock. The area frequently suggests seasonal outdoor events and opportunities to discover regional heritage.

  • How is the weather in Woodstock?

    Woodstock has cold, snowy winters around 3–20°F (-16–-7°C) and mild, wet summers near 45–55°F (7–13°C). Rain and snow are common year-round, so waterproof gear and layered clothing are often suggested.

  • When is the best time to visit Woodstock?

    Late spring and autumn are often recommended for comfortable temperatures and vibrant scenery. Winter is popular for snow activities, while summer invites outdoor recreation with milder weather conditions.

  • What are the best places to visit in Woodstock?

    Visitors often explore White Mountain National Forest, visit local breweries, and enjoy riverside parks around Woodstock. Community markets and craft stores are also frequently suggested for experiencing the area's traditions.

  • What are some hiking trails in Woodstock?

    Woodstock has access to mountain trails suited for various experience levels. The area near White Mountain National Forest is frequently suggested for hiking, with scenic routes through forests and along rivers.

  • What are some family activities we can do in Woodstock?

    Families can explore mountain trails, take part in wildlife observation, and visit interactive attractions around Woodstock. The area frequently suggests picnicking, river activities, and seasonal events for all ages.

  • What are some of the best day trip ideas from Woodstock?

    Popular day trip ideas include exploring nearby state parks, visiting local wineries or craft shops, and experiencing scenic drives through the White Mountains. Seasonal outdoor adventures like ziplining or canoeing are also widely appreciated.

  • Are there any pet friendly accommodations available in Woodstock?

    Many accommodations in Woodstock welcome pets, especially in neighborhoods near outdoor recreation areas. Trails and parks provide convenient spaces for pets to enjoy nature alongside their owners.

  • What are some local tips for visiting Woodstock?

    Locals often suggest starting mornings early for quieter trails and packing a reusable water bottle. Engage with local shops for handmade goods, and check seasonal activities as weather patterns can change quickly in the mountains.

  • What is Woodstock known for?

    Woodstock is known for its scenic mountain surroundings, access to the White Mountain National Forest, and opportunities for outdoor activities. The area has vibrant seasonal colors and locally rooted traditions.

  • What are the best hidden gems to explore in Woodstock?

    Woodstock has tucked-away hiking spots, quiet riverside retreats, and small art galleries featuring local artists. Exploring less traveled forest paths or attending village workshops can bring a distinct perspective of the area.

  • What are the best foods to try in Woodstock?

    Locally inspired foods in Woodstock include maple syrup, New England-style comfort dishes, and fresh trout from nearby waters. Bakeries around the village are known for pies and breads made with regional ingredients.

  • What should I bring for a trip to Woodstock?

    Pack layered clothing for changing mountain weather, sturdy shoes for hiking, and a waterproof jacket. In colder months, warm hats and gloves are frequently suggested, while sunscreen and bug spray can help in warmer seasons.

  • What is the nightlife in Woodstock like?

    Woodstock has relaxed evening venues, with taverns, breweries, and casual gathering spaces for music or conversation. Nightlife leans toward locally rooted events and community atmospheres, though larger performances are found around the area.

  • What are the most popular events or festivals in Woodstock?

    Woodstock has seasonal festivals celebrating local food, crafts, and music, especially during autumn foliage and winter. Community fairs and harvest events are often recommended for a taste of regional traditions.

  • Are there family friendly vacation rentals in Woodstock?

    Many vacation rentals in Woodstock are tailored for families, with amenities like full kitchens, extra bedrooms, and outdoor spaces. Neighborhoods around the river and forest areas are often favored for group stays.

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 G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 47,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    550 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    660 properties feature pools

  • Rentals with dedicated workspaces

    450 properties have a dedicated workspace

  • Wi-Fi availability

    970 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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