Vacation rentals in Whittemore Lake

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Top-rated vacation rentals in Whittemore Lake

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Top guest favorite

The exterior of Boulder House is presented, showcasing a modern black facade with large windows. A spacious deck is visible, furnished with two chaise lounges and chairs. Surrounding boulders and colorful fall foliage create a natural and inviting environment.

Cabin in Stoddard

4.98 out of 5 average rating, 103 reviews

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.

Top guest favorite

Guest suite in Deering

4.99 out of 5 average rating, 283 reviews

Elegant Lodging in the Woods ~Privacy & Comfort!

Looking for a peaceful getaway? As Superhosts with 5 years of 5-star reviews, we offer a smoke free, private guest suite perfect for couples or solo travelers. Nestled in the quiet countryside near Pat's Peak, Crotched Mtn., Mt. Sunapee, skiing, hiking, golfing & lakes. Convenient location to the seacoast. Enjoy the beauty of rural New England, unwind in comfort, and experience hospitality at its finest. Super clean! Private locked entrance. FREE onsite parking. Only 75 minutes from Boston.

Superhost

A serene pond is surrounded by vibrant autumn foliage, reflecting rich oranges and yellows on the water's surface. A floating dock is present in the foreground, while a small canoe is seen gliding quietly in the background, framed by the colorful trees.

Yurt in Bennington

4.93 out of 5 average rating, 211 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.

Top guest favorite

The rustic cabin is surrounded by lush greenery and vibrant flower gardens. A spacious porch extends from the front, supported by wooden columns. Sunlight filters through the trees, creating dappled patterns on the lawn. The inviting entrance reflects a serene woodland setting.

Cabin in Bradford

4.98 out of 5 average rating, 389 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

Top guest favorite

A charming cabin features a light blue exterior with a sloped roof and welcoming porch. Surrounded by lush greenery, landscaped flower beds with blooming white hydrangeas and evergreen bushes complement the serene setting. A spacious lawn provides ample outdoor space for relaxation.

Guesthouse in New Ipswich

4.95 out of 5 average rating, 358 reviews

"The Porch" Your cozy home away from home!

Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

Top guest favorite

A colorful hammock suspended between two trees invites relaxation. The vibrant stripes of the hammock contrast with the surrounding greenery. Bare feet rest comfortably on its edge, while the red house and lush foliage are visible in the background, creating a peaceful atmosphere.

Guesthouse in Wilton

4.95 out of 5 average rating, 643 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.

Top guest favorite

A screened porch features four wooden rocking chairs, inviting relaxation. Natural light filters through large windows, displaying the green space outside. The wooden walls and ceiling provide a warm, rustic feel, while a small basket and dining table enhance the cozy atmosphere.

Cabin in Harrisville

4.96 out of 5 average rating, 180 reviews

Trailside Cottage in charming Harrisville, NH

Hike, bike, cross-country, snowshoe, or just inhale/exhale and enjoy the peace and quiet of a classic New England escape. Welcome to Trailside Cottage, a charming getaway in Harrisville, NH. Recently converted into a cozy space for two. It sits alongside one of the many trails in the Harrisville area, and is accessible to all of the amenities in the Monadnock Region. Our small farm is next door which means you might hear the sounds of country life including our donkey who brays at times!

Top guest favorite

A serene waterfall cascades over a stone edge, providing a soothing soundscape. Surrounded by lush greenery and autumnal trees, the scene offers a tranquil view of nature's beauty. The water flows gently into a calm body below, enhancing the peaceful ambiance of the area.

Loft in Peterborough

4.99 out of 5 average rating, 175 reviews

Peaceful Mill on the Water - Home Away from Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

Guest favorite

A serene waterfront scene is captured, showcasing calm, reflective waters framed by lush greenery. A cozy seating area with striped cushions is positioned nearby, inviting relaxation. In the distance, a family enjoys time on the water while the sun filters through the trees.

Chalet in Antrim

4.93 out of 5 average rating, 103 reviews

Direct Waterfront A-Frame, Close to 3 Ski Areas!

My year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s on a small 32-acre pond in New Hampshire. It is truly heaven on earth. There is over 100 feet of direct waterfront. There is a 6 foot main dock, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! Most people catch and release, but please follow NH fishing laws: 16+ needs a license. The property sits on 1/3 of an acre, on a sloped hill.

Top guest favorite

A serene view of a river bordered by lush greenery and colorful autumn foliage. The water reflects vibrant hues of blue and gold, creating a peaceful atmosphere. A wooden railing lines the bank, adorned with seasonal flowers, enhancing the natural beauty of the setting.

Loft in Peterborough

4.96 out of 5 average rating, 290 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.

Guest favorite

Home in Greenfield

4.94 out of 5 average rating, 155 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.

Guest favorite

A loft bedroom within an A-frame structure displays a spacious bed with a white comforter and decorative pillows. A patterned rug is placed beneath the bed, and large windows frame scenic views. Soft, natural light filters through the space, enhancing the cozy atmosphere.

Chalet in Stoddard

4.95 out of 5 average rating, 263 reviews

Highland Haus AFrame Lake Access Vintage 70s Charm

Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!

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Other great vacation rentals in Whittemore Lake

Top guest favorite

A large window frames a winter view featuring snow-covered ground and trees, with Mount Monadnock visible in the distance. A golden faucet and a bottle of liquid soap are positioned on a marble countertop, providing a contrast to the natural scenery outside.

Guesthouse in Dublin

5 out of 5 average rating, 30 reviews

Field and Mountain House

MikeRating, 5 stars1 week ago

We had a lovely stay at Margot's, and will definitely be back!

A calm lake is depicted, reflecting a clear blue sky dotted with white clouds. The surrounding lush green trees create a serene backdrop, enhancing the tranquil atmosphere. A small dock is visible in the foreground, providing access to the water.

Cabin in Dunbarton

5 out of 5 average rating, 4 reviews

Waterfront-2/1- Cozy Cottage -Adventure & Romance

MarinaRating, 5 stars4 days ago

Our stay at the lakefront cottage was fantastic! The place was clean and welcoming. We enjoyed the fully stocked kitchen and the sitting areas. But most of all we loved the outdoors. The lake was perfect for paddle-boarding, and there were wonderful trails nearby in the walking distance. Watching beautiful sunsets over the lake made our trip magical. Nico is a gracious host, responsive, genuine, and welcoming. He went out of his way to make sure the kids and I had everything we needed.

Guest favorite

Three product dispensers are mounted on the wall, labeled for shampoo, body wash, and conditioner. The surrounding tiles feature a decorative pattern, while the wall displays a natural stone texture. A gray towel is hung nearby, complementing the neutral tones of the bathroom.

Home in New Boston

5 out of 5 average rating, 5 reviews

Woods'n ’Wetlands

IsaacRating, 5 stars1 week ago

Had a wonderful, tranquil time at Eli's guesthouse! Eli was really easy to communicate with and available if I needed anything. The place was exactly as it was depicted in the photos. I'd recommend some light hiking at Joe English Reservation not too far away (which Eli recommended).

Top guest favorite

Home in Hillsborough

5 out of 5 average rating, 9 reviews

Very Private Cabin on 12 Acres

SamanthaRating, 5 stars3 weeks ago

Great place, very responsive and great communication, comfy and cozy definitely recommended! it was a wonderful get away.

Guest favorite

An aerial view captures the expansive layout of a charming farmstead, featuring a white two-story house with a green roof, a large barn, and well-maintained garden spaces. Lush fields extend in the background, indicating the property’s scenic surroundings.

Camper/RV in Deering

4.95 out of 5 average rating, 59 reviews

Farmstay. Vintage camper on a real working farm.

StephenRating, 5 stars7 months ago

We had a wonderful stay at River Run farm. The accommodations were cozy and the farm was fun to explore. The farm breakfast is a must, pancakes were delicious! Absolutely beautiful area of NH

Guest favorite

Double glass doors open to a private deck, framed by a stone wall and lush greenery. A light area rug is positioned on the floor, contrasting with the neutral wall tone. A lounge chair is visible on the deck, inviting relaxation.

Guesthouse in Hancock

4.93 out of 5 average rating, 127 reviews

Hancock large studio apt sleeps 4 Monadnock Region

KeithRating, 5 stars8 months ago

Beautiful, comfortable, and quiet. Very restful. Very private. The porch is a little oasis where you can enjoy your coffee, listen to the birds, and watch the deer in the forest. Its a lot of space for 2 people.

Superhost

The screened-in porch offers a view of the tranquil lake, framed by trees. A wooden table and benches are positioned in the foreground, while natural light creates a bright atmosphere. The calm water reflects the surrounding greenery, enhancing the peaceful setting.

Cabin in Deering

4.87 out of 5 average rating, 31 reviews

Secluded Lakeside Cabin

JessicaRating, 5 stars9 months ago

Being able to stay right on the lake was so nice. The use of the paddle boards and canoe was a bonus.

Guest favorite

A cozy table is set near floor-to-ceiling windows, featuring three birch-inspired candles and a book. Sunlight floods in, illuminating the forest view outside, where trees and a grassy area create a serene atmosphere.

Home in Guilford

4.92 out of 5 average rating, 49 reviews

Vermont Mirror House

GeorgeRating, 5 stars5 days ago

I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

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Vacation rentals in Whittemore Lake

Top-rated vacation rentals in Whittemore Lake

Vacation rentals for every style

Popular amenities for Whittemore Lake vacation rentals

Other great vacation rentals in Whittemore Lake

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