Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Guest favorite
A well-lit chalet is visible in the background, showcasing its large windows. In the foreground, a stone fire pit surrounded by five adirondack chairs is highlighted, with glowing embers and flames creating a warm ambiance against the night sky.
Cabin in Fryeburg
4.94 out of 5 average rating, 294 reviews

Cozy Cabin|Hot Tub|Lake Access+Beach|A/C|Dogs

The LV Chalet is located less than 30min to popular North Conway, N.H./15 min to Historic Fryeburg, Maine. The Chalet is ideal for couples, friends & families to relax! In the Summer, enjoy beach access to Lower Kimball Lake, nearby Saco River and year round hiking trails. In the winter, the Chalet is situated between ski mountains: Cranmore Mountain & Pleasant Mountain. There’s also close access to Snowmobile trails. Whatever your vacation interests are; the area boasts it all! No partying pls

Top guest favorite
Cabin in Norway
5.0 out of 5 average rating, 101 reviews

Secluded Cabin: Mountain View, Hot Tub + Fireplace

Architect-designed alpine cabin with panoramic White Mountain views, including Mount Washington Relax in the hot tub, watch the sunset over the mountains, and enjoy a peaceful forest setting close to lakes, hiking trails, and skiing. 4WD or AWD REQUIRED Nov 1st-April 15th Starting May–Fall 2026, there may occasionally be (weekday only) construction noise up the road (250ft) from neighbors building their home. Work would occur roughly 8am–4/5pm and not every day. Cannot see it from the house.

Guest favorite
The interior space features an open layout with a cozy brown leather sofa adorned with decorative pillows. A wooden staircase leads to the upper level, and the backdrop showcases a dark wall with a framed painting of a deer. Light fixtures illuminate the dining and kitchen areas in the background.
Home in Intervale
4.96 out of 5 average rating, 109 reviews

Luxury, 7 bed, 7 Min. to N. Conway, Fireplace

Foxtrot Lodge is a new cabin located only minutes from downtown North Conway. Enjoy a stay in the summer to enjoy hiking, fishing, tubing Saco River, Story Land, Aquarium, Echo Lake, Cathedral’s Ledge or embracing all the local amenities, shopping and activities. Winter provides some of the best skiing, tubing, ice skating and embracing the winter wonderland of North Conway. With room for 8, our newly renovated lodge will provide you with the perfect home for your New Hampshire vacation.

Guest favorite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 194 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Superhost
A rustic yurt is situated within a rich green forest, featuring a wooden deck and steps leading up to its entrance. The yurt is partially covered with a green canvas exterior, and a small white chair is placed on the porch, blending with the natural surroundings.
Yurt in Chatham
4.85 out of 5 average rating, 311 reviews

Cozy Yurt in the Peaceful Woods

Handcrafted and built with locally sourced wood, this yurt offers 300+ sq ft of open, circular space with a high ceiling and soft natural light. It comfortably sleeps up to four with a queen mattress and folding sofa bed. The yurt is fully insulated with woodstove heat to keep things warm on cool mountain nights. Powered by solar energy for lights and phone charging. Enjoy the private fire pit under the stars. A private outhouse is available onsite. Site available year-round.

Top guest favorite
A two-story white farmhouse is set amongst greenery, featuring a blue metal roof and a charming front door. Two stylish chairs with decorative cushions are positioned on the front porch, which is framed by trees and lush grass, offering a welcoming outdoor space.
Guest suite in Fryeburg
4.99 out of 5 average rating, 291 reviews

A little slice of heaven!

It’s officially summer! Cmon up whether for an event, an adventurous hiking weekend or just to relax and shop! Unique guest suite in the midst of wide-open mountain views in farm country. Comfortable airy rooms, full bath & your own living room with games, puzzles, books, cable tv and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends! Come and see what all the buzz is about!

Superhost
The image captures a lush green landscape in front of a charming red building. A winding drive leads towards the residence, while mountains rise in the background under a partly cloudy sky. Colorful flowers and greenery frame the scene, enhancing its natural beauty.
Guesthouse in Bridgton
4.82 out of 5 average rating, 174 reviews

Private apart with luxury view, mins to everything

Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Guest favorite
A panoramic view encompasses rolling green hills and distant mountains under a partly cloudy sky. Rocky outcroppings frame the foreground, while a series of chairs are positioned invitingly for enjoying the scenery. Lush trees add depth to the natural landscape.
Guesthouse in Jackson
4.87 out of 5 average rating, 148 reviews

Best View in New Hampshire

"Best View in New Hampshire" Guest House is nestled in the White Mountains and sits nine miles east of Mount Washington. It offers hiking, serenity, and the best panoramic views of the Presidential Range in all of the Mount Washington Valley. So whether you prefer to marvel at sunrises or sunsets, this is the place for you. You are close by to The Town of Jackson, StoryLand, Red Fox Bar & Grille, Yesterday's, Sunrise Shack, and direct access to Tin Mine Hiking Trail.

Top guest favorite
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 452 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Top guest favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 321 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Top guest favorite
The cottage is surrounded by lush greenery, showcasing a two-story structure with large windows that invite natural light. A gravel pathway leads to the entrance, framed by potted plants and trees, creating a serene ambiance in a private setting.
Cottage in Jackson
4.99 out of 5 average rating, 195 reviews

Just the Two of Us

The Cottage is the perfect get away spot for private time together. There is a designated work space upstairs with windows for fresh air, great WiFi, space to move, comfortable and peaceful. Picturesque, close to hiking trails or just lying in the grass listening to the brook, enjoying a snooze in the sun. Opportunities for rock climbing, hiking, bird watching with guides are available thru a variety of sources. Truly a place to work, rest, and play.

Top guest favorite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5.0 out of 5 average rating, 406 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Popular amenities for Chatham vacation rentals