
Holiday rentals in Whittemore Lake
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Top-rated holiday rentals in Whittemore Lake
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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.
4.99 out of 5 average rating, 176 reviews
Experience a Romantic Yurt!-Relax by the Water!
Waterfront oasis. Relax in cozy yurt fully equipped with wifi, cable tv, private bath & outdoor shower tucked in wooded setting overlooking small waterfall in nature's paradise on Powder Mill Pond and Contoocook River. Hike, Swim, Fish, Kayak, Canoe, Paddle boat. Private fire pit. Hot tub. Eclectic dining, 4 golf courses, shops, breweries, skiing all nearby. Just outside of Peterborough in Southern New Hampshire, only 1.5 hrs from Boston or 2.25 hrs. from Hartford in legendary Monadnock Region.
4.91 out of 5 average rating, 244 reviews
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.
4.99 out of 5 average rating, 145 reviews
Deer Valley Retreat, Lovely Log Cabin
This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685
4.98 out of 5 average rating, 443 reviews
Cottage beside a waterfall
Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.
4.94 out of 5 average rating, 692 reviews
Peaceful Lakefront Escape With a Porch and Kayaks!
Relax on the tranquil shores of Lake Whittemore! Our charming cabin invites you to spend your afternoons paddling with our complimentary kayaks, canoes, and rowboats. After exploring nearby trails, breweries, or ski slopes, enjoy dinner on the screened-in porch, or unwind by the outdoor fireplace. Accommodates six guests with two queen beds and a pull-out couch. Located minutes from the vibrant shops and restaurants of charming Peterborough, this is the perfect nature retreat for any season.
4.84 out of 5 average rating, 38 reviews
Modern Luxury in a Spectacular Natural Setting
The Pond House is a hidden gem: A Frank Lloyd Wright-inspired modern ranch on 6 acres, with a private pond. Equal parts modern architecture and natural beauty, our secluded property is the perfect place to unwind in solitude, or use it as a base for local adventures. Under vaulted ceilings, endless windows and the screened porch offer seamless indoor-outdoor living in a stylish space. Explore the woods on our 1/4 mile of private paths, or enjoy a campfire at the edge of our private pond.
4.97 out of 5 average rating, 102 reviews
Lakeside cottage. Gorgeous view & several boats.
Come and enjoy a relaxing stay at our peaceful cottage on Daniels Lake. The small, recently-renovated home is in a rural setting but close to restaurants, shopping, parks, ski slopes, golf courses, lakes and quaint New England villages. The large deck has a gorgeous view of the lake. Four kayaks, two canoes, standup paddle board and pedal boat are available to use on the lake which is known for its good fishing. Two bedrooms, dining room and living room overlook the lake and woods.
4.97 out of 5 average rating, 154 reviews
Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.
4.98 out of 5 average rating, 108 reviews
1850 Waterfall Mill-Loft Style Chic
IMMACULATE COUNTRY HOME W/ FAST WiFi in fresh air New Hampshire. Snuggled in on a quiet street, yet steps away from DOWNTOWN, two "Mini Whole Food" markets! State-of-the-art gourmet kitchen fleshed out with organic spices, wares for entertaining, and other luxuries such as a rReverse Osmosis drinking faucet. Stunning sunlit water views and soothing water sounds! Beautiful antique furnishings and marble finishes add to the unique beauty of this New England home.
4.96 out of 5 average rating, 315 reviews
HotTub FirePit Games Huge Backyard Family Friendly
The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres
4.98 out of 5 average rating, 248 reviews
Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.
4.93 out of 5 average rating, 190 reviewsPopular amenities for Whittemore Lake holiday rentals
Other great holiday rentals in Whittemore Lake

Milling about in history!
5.0 out of 5 average rating, 47 reviews
Dunboy House: A Bright & Playful Retreat
5.0 out of 5 average rating, 28 reviews
Modern Quiet Lakeside Retreat
4.97 out of 5 average rating, 88 reviews
Cozy & Private Retreat-54 Acres
4.97 out of 5 average rating, 37 reviews
Ski Sunapee/Pat’s Peak Swimming/Hiking/Mt Views
5.0 out of 5 average rating, 76 reviews
Quiet House in the Woods
4.78 out of 5 average rating, 187 reviews
Cozy Lakehouse cabin with modern updates
5.0 out of 5 average rating, 29 reviews
Cabin & Sauna on Lake Monomonac
5.0 out of 5 average rating, 54 reviewsDestinations to explore
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- Weirs Beach
- Canobie Lake Park
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Snhu Arena
- Gunstock Mountain Resort
- Ragged Mountain Resort
- Bear Brook State Park
- Mount Monadnock
- Walden Pond
- Mount Sunapee Resort
- Ellacoya State Park
- The Montague Bookmill
- New Hampshire Motor Speedway
- Jamaica State Park
- Worcester Polytechnic Institute
- Bridge of Flowers
- Magic Wings Butterfly Conservatory and Gardens
- Crotched Mountain Ski and Ride
- Mount Washington Cruises
- Worcester Art Museum
- Whaleback Mountain
- The Marina





