
Vacation rentals in Webster
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Top-rated vacation rentals in Webster
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Cozy nest in historic home, close to town
Just minutes from town yet in a quaint residential neighborhood, the apartment attached to our 1820 historic home is a warm and inviting place to stay while visiting lovely New London, New Hampshire. The town includes many shops and restaurants, along with Colby Sawyer College and The New London Barn Playhouse. Minutes from Little Lake Sunapee and Pleasant Lake, both with beach areas and boating access for summer visitors, and close to Mts Sunapee, Kearsarge and Ragged, for hiking and skiing.

Vineyard Terrace - Modern & Beautiful
Step into a secluded vineyard retreat where elegance and breathtaking scenery meet. This suite offers a king bed, modern comforts, and a spacious patio pergola with sweeping vineyard and mountain views. Enjoy a well-equipped kitchen, dining and living area, or unwind in the new shared hot tub — perfect for romantic getaways or extended stays. Though other guests share the property, this space is yours to enjoy. 5 min to Lake Winni, 20 min to Wolfeboro, 25 min to Gunstock & Bank of NH Pavilion.

Charming 3 Bedroom Concord New Englander
Your family & friends will be close to everything when you stay at The Charles House. Renovated & modern kitchen & bath, living/dining and separate den. Sleeping for 8, private & spacious yard & seasonal views of the Contoocook River! Walking distance to food, day spa, bakery, hardware store. Within a few miles: apple orchard, a canoe/kayak adventure park, grocery store/liquor store, retail & Northern Rail Trail. North 15 minutes, the Tilton Outlets! 6 miles to downtown Concord! Sorry, no pets.

Elegant Lodging in the Woods ~Privacy & Comfort!
Looking for a relaxing escape? As Superhosts with 6 years of 5-star reviews, we warmly welcome you to our smoke-free, private guest suite. Perfect for couples or solo travelers seeking comfort & tranquility. Tucked away in the peaceful countryside near Pat's Peak & Crotched Mountain, our location offers convenient access to skiing, hiking, golfing, scenic lakes, and the charm of rural New England. Enjoy the comfort of serene surroundings & experience genuine hospitality. 75 minutes from Boston.

The Barn
Welcome to The BARN! You can expect to feel tucked away in the trees in this cozy, rustic, yet chic space. Thoughtful lighting, fine linens and furnishings with a spacious and private deck off the back to sit and enjoy nature or entertain. Miles of wooded forest is this location; if you’re looking to escape the city or a busy life, this is the perfect place to explore, relax and revive. At the main house (across the way), there are horses, barn kitties, cattle dogs and other friendly animals.

Guest Suite - Andover Village
Cozy, clean, comfortable and convenient to Proctor Academy's campus, Upper Valley and local Lakes Region attractions. You have a private keyed entrance to a one bedroom and one bath suite in a bungalow home with off street parking. Although attached to the primary home, you enter from your own covered patio and have the suite entirely to yourself. The bedroom has a queen bed, compact bathroom with shower and pleasant sitting area for two. A relaxing atmosphere with a morning coffee amenity!

Tranquil Getaway-Dartmouth Lake Sunapee Region
Welcome to your picturesque, peaceful getaway! Nestled along a historic country road, this charming, rustic cottage style home is just minutes from skiing at Mount Sunapee (6 mi), Pats Peak (12 mi), and many other nearby ski areas. Easy access to a network of scenic trails for hiking, snow shoeing, and snowmobiling to explore. Enjoy nearby pristine lakes like beautiful Lake Sunapee, or just relax and soak in the beautiful views — a perfect destination to make memories in any season!

Cozy Canterbury Suite
Discover the perfect retreat in Canterbury, NH! Our 1 bed, 1 bath unit is a cozy haven, centrally located for lakes and mountain adventures. Spanning 850 sq ft, it offers comfort with a queen size bed and a pull-out couch to sleep a total of 4. Nestled by snowmobile trails, minutes from Highland Mountain Bike Park, Canterbury country club, and the historic Shaker Village. Unwind in nature's embrace. December-February can be icy. Winter tire or 4x4 vehicle recommended.

Bog Mt Retreat Upstairs Suite
A unique crafty cozy 1 bedroom/1 bathroom UPSTAIRS suite with most of the comforts of home except a oven. Woodland trails on the property, moderate hikes nearby or bring your kayaks and explore the many ponds and lakes in the area. Ragged Mt and Mt Sunapee Ski Resorts are both under 30 minutes away. This newly designed suite is perfect for an individual or couple wanting to escape into the country but still be within an easy driving distance to local sites.

Little House on the Lake in the Forest
***7-night minimum in warmer months, Saturday check in/out*** Wake up to the call of loons in this tiny and cozy lakefront cabin. Nestled at the remote base of Mount Kearsarge, with unobstructed views of Ragged Mountain, this location affords year-round adventure on the protected south shore of Bradley Lake. Five minutes from Proctor Academy, 90 minutes from Boston. This retreat mixes ample amenities and high-speed internet with outdoor adventure!

Rustic Barn King Apt. at Deepwell Farm (2nd Floor)
Enjoy this one king bed, one bath cozy apartment on the second level of the old barn at Deepwell Farm, a 205 year old estate in lovely Wilmot, NH in the valley beneath Mount Kearsarge. The rustic exposed beams are a treat, while modern conveniences of a full kitchen and laundry can make any short to long-term stay enjoyable. A local pond with beach and amenities, and multiple hiking / biking trails await your outdoor adventures.

Andover Village apartment (walk to Proctor)
Bright, private ground-level guest suite in a central Andover Village location. The house is a short, two-minute walk to Proctor Academy and is ideal for anyone visiting the school or surrounding attractions. Nestled in the valley below Ragged and Kearsarge Mountains, the location offers easy access to local amenities in a peaceful, rural setting. Guests of all backgrounds are welcome.
Popular amenities for Webster vacation rentals
Other great vacation rentals in Webster

Bright apartment close to downtown.

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Farmstead Escape: Library Room SUITE

Updated Central Cozy Minimalist Unit w/ Laundry

Ski Sunapee/Pat’s Peak Swimming/Hiking/Mt Views

The Flying Bridge

Rustic Lake Cabin - Seasonal

The Corner Pocket on Winnepocket
Destinations to explore
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- Squam Lake
- Pats Peak Ski Area
- Monadnock State Park
- Weirs Beach
- Canobie Lake Park
- Tenney Mountain Resort
- King Pine Ski Area
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Waterville Valley Resort
- Bear Brook State Park
- Fox Run Golf Club
- Crotched Mountain Ski and Ride
- Ice Castles
- Snhu Arena
- Montshire Museum of Science
- Dartmouth College
- Squam Lakes Natural Science Center
- Mount Sunapee Resort
- Stinson Lake
- Plymouth State University
- Mount Monadnock
- Ellacoya State Park
- Palace Theatre




