Vacation rentals in Surry

4.99 out of 5 average rating, 175 reviews

An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.

Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

4.98 out of 5 average rating, 91 reviews

A restored farmhouse is set against a backdrop of vibrant autumn foliage. The white exterior contrasts with the colorful maple trees surrounding a spacious green yard. A wooden fence frames the scene, enhancing the rural charm of the property.

Home in Walpole

Charming, Large House in Walpole NH /VT. Border

NH Lic #064989 Grafton trails VT Granite Gorge Keene snowtube 20 miles Magic Mt. ski 30 m Mt. Sunapee ski Newbury NH 36 Okemo Ludlow VT ski 35 miles Mount Snow West Dover VT 35 m Stratton Stratton VT Ski 44 m Winter activities include snowshoeing, cross country skiing a MA to Canada rail trail for snowmobiles. Walpole is a year round destination for kayaking, hiking Mt Monadnock, mtn biking. golfing, leaf peeping + apple picking local orchards. Keene NH and Brattleboro VT 15 minute drive.

4.99 out of 5 average rating, 144 reviews

A calm lake view showcases a private wooden dock extending into the water, surrounded by lush greenery and smooth rocks. The clear blue sky reflects on the tranquil surface of the lake, while a swim raft is visible nearby.

Cottage in Nelson

Cozy and Romantic Granite Lake Cottage Getaway

Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

4.94 out of 5 average rating, 282 reviews

A billiards room features a red pool table with cues and balls arranged on it. Large windows allow natural light to fill the space. Bar stools are positioned at a small pub table, and warm-colored curtains frame the windows.

Apartment in Rockingham

Village Flat with Antique Billiards

Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

A charming two-story house is set against a backdrop of lush greenery. The exterior features light grey siding with white trim, a welcoming front porch, and a red front door. A well-maintained lawn surrounds the property, enhancing the inviting appearance.

4.86 out of 5 average rating, 81 reviews

Cozy Downtown Getaway!

Welcome to our charming Airbnb nestled near downtown Keene, New Hampshire! Our property offers a cozy and welcoming retreat for guests looking to experience the vibrant culture of this historic city. With its convenient location, you'll find yourself just a short stroll away from the bustling shops, eateries, and attractions that downtown Keene has to offer. The spacious Airbnb boasts 3 bedrooms, 2 bathrooms and ample living spaces making it ideal for families or groups of friends traveling.

4.99 out of 5 average rating, 101 reviews

A modern cabin is positioned among lush green trees, elevated on wooden stilts. The structure features dark wood siding and a steeply pitched roof. A small deck is visible, equipped with outdoor seating, and large windows allow natural light to illuminate the interior.

Treehouse in Alstead

Owls Nest Treehouse

Tiny cabin Treehouse retreat with a small farm store with Local Goods on site. Located 30 minutes from Keene and 20 minutes from Bellows Falls, VT, this Owl's Nest is tucked away in a privately owned forest, surrounded by nature on a small homestead. Kitchenette, rainfall shower, full Wi-Fi, TV and Private Hot Tub. Be sure to check out the Guidebook for Local Recommendations. Activities & Eateries of all kind just a short drive away.. Only sleeps 2, no pets, not handicap accessible

A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.

4.93 out of 5 average rating, 249 reviews

The Brick House on Washington Street

Three guest bedrooms in a Colonial home on Washington Street make a great launchpad for visitors to Keene. From here, it's a pleasant walk or drive to Downtown restaurants, the theatre and shops. The Sterling family has owned this pretty place since 1982 and a design studio operates in the barn portion of the space. The open living room with TV and original fireplace adjoin a "tea room" with a bright bay window. Family chef-approved, guests are welcome to use the spacious kitchen.

4.94 out of 5 average rating, 48 reviews

A quaint cape house is set against a lush green lawn, showcasing a charming red door as the focal point. Symmetrical windows with dark shutters frame the front, while garden elements add natural beauty to the inviting exterior.

Home in Walpole

Country Cottage

A country getaway on the quiet common of idyllic Walpole, NH, nestled in the Connecticut River Valley. Home of Burdick's chocolatier & restaurant, Alyson's Orchard, the Cabot's cheese family & documentarian Ken Burns. For summer fun: swimming holes, festivals & canoeing. In fall, visit nearby Brattleboro, VT, or Keene, NH, & pick apples. In winter, enjoy downhill & cross-country ski resorts & local sugar houses—or just sit by the fire & relax! Scenic walks & hikes all year.

Superhost

A private hot tub is situated under a covered gazebo, adorned with strings of lights and curtains for privacy. The surrounding area features natural greenery and a brick pathway leading to a wooden bench, enhancing the tranquil outdoor atmosphere.

4.98 out of 5 average rating, 209 reviews

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Discover the ultimate outdoor experience in Southern NH! Enjoy a year-round private hot tub in a covered gazebo, fire pit, hammock, life-size games, and swing set. Located in one of Keene’s safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chef’s kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.

4.91 out of 5 average rating, 116 reviews

The exterior of a two-story wooden home is shown, surrounded by a lush green lawn. A large tree provides shade, while the blue sky features scattered clouds. A relaxed seating area is visible on the grass, enhancing the scenic countryside setting.

Home in Putney

Peaceful Beautiful Mountain Home Spectacular Views

15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.

Superhost

4.74 out of 5 average rating, 19 reviews

Modern 6BR Home for Large Groups & Families

Welcome to your expansive New Hampshire getaway—a beautifully designed, modern home with over 4,000 sq. ft. of living space, three full levels, and room for up to 12 guests to relax, recharge, and enjoy time together. Perfect for multiple families, group trips, UNH/Keene State visits, and extended stays, this home offers every comfort imaginable plus thoughtful touches to keep large groups connected without ever feeling crowded.