
Cabin holiday rentals in Ossipee
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Top-rated cabin rentals in Ossipee
Guests agree: These cabins are highly rated for location, cleanliness and more.

Sleepy Hollow Cabins
Comfortable 1 bedroom cabin located in the foothills of the White Mountains. This cabin makes for a great starting point for your days adventures or place to relax afterwards. It is well stocked with everything you could need to enjoy your getaway and all that the area has to offer. Many great restaurants within minutes of this location or you can cook your own meals in the full kitchen. We are close to hiking, biking, kayaking and much more. Wifi and smart tv provided in the cabin.

N. Conway…Cozy Cabin, Centrally Located
Our newly renovated cabin is family friendly (childproofed), stylish, and cozy with lovely wooden accents throughout! It is newly furnished and has brand new mattresses! This cabin is wonderfully located just off of Westside Rd. a mere skip away from Echo Lake, Cathedral Ledge, Diana's Baths etc...It is a 5 - 8 minute drive to North Conway Village and Cranmore Ski Resort; and a 5 - 8 minute drive from Settler's Green Outlets, grocery stores etc...with numerous other popular destinations nearby.

Cozy Mountainside Retreat • Finnish Sauna
Wake up to a peaceful, private mountainside cottage designed for quiet escapes and relaxed stays. Tucked above Tamworth in a secluded setting, this cozy retreat offers total privacy, calming views, and a chance to truly unplug. After a day exploring the area, return to stillness, comfort, and the option to unwind in a traditional Finnish-style sauna. Sauna access is optional and available for a one-time additional fee. Also Ideal for quiet midweek escapes, remote work, and unplugged stays.

Stickney Hill Cottage
Stickney Hill Cottage is nestled up and away from the hustle of daily life. A quiet get-away for you to reconnect and make new treasured memories with a loved one. Located close to amenities in Campton, NH at the base of the White Mountains, this unique handcrafted cottage has been lovingly built using local wood , much of it from the property it is built on! Whether this is your base for adventure or you plan to stay in the entire visit, Stickney Hill is your special get-away location!

Ski Hideaway: XC from backyard, 15m to N. Conway
Clip into your XC skis at the back door or drive 15 mins to Cranmore. Casa Cedro is your ultimate winter basecamp. After the slopes, thaw out and plan your next adventure in our tranquil and cozy cedar cabin. High-speed internet keeps you connected, while the pine grove keeps you secluded. Our home is comfortable and modern without compromising the rustic White Mountain charm. 3 mins to Davis Pond for winter walks. A magical stay for couples & families seeking powder and peace.

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.

The NEST Haven awaits you.
You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.

Cozy & Charming Custom Log Home in Madison
Unwind in our cozy custom log home, newly crafted with all the amenities! Featuring a gorgeous stone chimney, open floor plan, covered porch, and large deck. Minutes from North Conway shopping, skiing, trails, rivers, and lakes. Located on 113 in Madison. In the winter, snowmobile or snowshoe from the cabin! Very clean, tidy, and stocked with necessities. Relax and enjoy all our beautiful area has to offer.

Cozy home base in the heart of the White Mountains
Stay at the Grey Wind Cabin in the White Mountains and get the best of both worlds: Rustic cabin lifestyle with modern amenities. You’ll be located pond side in the peaceful white mountain woods. Just minutes away from great skiing, hiking, and year round outdoor fun, but still a quick drive to the bustling night life, restaurants, and shops of the quaint New England town of North Conway.

Riverfront cabin between Portland & White Mtns.
Look out onto the always-changing Ossipee River from this cute little log cabin. Use our tandem kayak, or fish and swim from our dock. In the winter months, ride your snowmobile right from the driveway, take a brewery tour in Portland, head to the White Mountains, or just watch the river go by. Cornish, Maine is just 12 minutes away and has plenty of dining and shopping opportunities.

Cluck's Cabin-Lakes/Mt Wash Valley
Adorable, obsessively clean, Cabin set in the Lakes Region and Mount Washington Valley. Set on almost 2 acres, you'll have a view of the mountains and wooded meadow that changes by the minute. Huge wrap around deck, firepit under the stars. Great Hospitality! Short stays available We offer early check in / late check out as often as possible. Let's discuss when you inquire.

"Robins Nest" Off Grid Solar Powered Eco Cabin
Experience your own R & R retreat in "Robin's Nest Eco Cabin", tucked in the woods for your private nature getaway. Enjoy the back country feeling with relatively easy access…Inspired by Thoreau’s one room cabin, our most popular eco~cabin retreat. "Unplug", relax and enjoy! Robins Nest cabin has solar power; it does not have wi-fi. This cabin does not accommodate pets.
Popular amenities for Ossipee cabin rentals
Cabin rentals with a hot tub

3 BR Cozy + Renovated Cabin in the White Mountains

Scenic Lake and Ski Chalet: Hot Tub & Dreamy Views

Private cabin w/ modern luxuries near Storyland

Private cabin w hot tub,skiing,firepit & mountains

Riverfront Cabin Mountain View, Fireplace, Hot tub

Adorable Country Cabin with Hot Tub

Cozy Cabin w/ Hot Tub & Fire Pit-Walk to Ski Lift!

Spacious cabin in the heart of White Mountains
Pet-friendly cabin rentals

Mountain View Getaway on Halls Brook

Misty Mountain Hop - minutes to Pleasant Mountain!

THE LILLIPAD.Off-grid A frame. Sebago lake region!

Beautiful Cabin in the Trees

Cozy New England Retreat | Fireplace & Hot Tub

Cozy Cottage w/ Mountain Views & Two Outdoor Decks

Cozy Aframe in White Mountains - BEST location

Cozy Mountain Cabin for Quiet Getaway
Private cabin rentals

Hill Studio

Winter Chalet - 9 mins to King Pine Ski Resort

Cozy Cabin Retreat just off Lake Ossipee

Pine Grove Cabin in Conway, NH

Riverside Log Cabin Sanbornville NH

3 bdrm + game room - Lake, Ski, Hike, Shop!

Charming A-Frame at Hermit Lake

Lakeside cabin, Lake Winnepesaukee
Quick stats about cabin rentals in Ossipee

Total holiday rentals
Explore 10 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at $172 AUD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Ossipee holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Ossipee rentals

4.9 Average rating
Ossipee stays are highly rated by guests—averaging 4.9 out of 5!
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- Cabin rentals Carroll County
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- Cabin rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Scarborough Beach
- Pats Peak Ski Area
- Long Sands Beach
- Loon Mountain Resort
- York Harbor Beach
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- East End Beach
- Omni Mount Washington Resort
- Willard Beach
- Short Sands Beach
- Diana's Baths
- Gooch's Beach
- Cannon Mountain Ski Resort




