
House vacation rentals in Ossipee
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Top-rated house rentals in Ossipee
Guests agree: these houses are highly rated for location, cleanliness, and more.

Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Luxe Lodge in the Woods! With Sauna & Hot tub
Take it easy at this unique & tranquil getaway. This family-friendly Airbnb is packed with fun! A huge driveway welcomes your boat, snowmobiles, & toys. Inside, enjoy two living rooms with TVs & a basement games room with air hockey and foosball. Outdoors, relax in the wood-fired sauna or hot tub. Gather around the fire pit, or let the kids play on the swing set. With a cozy indoor fireplace, king, queen, & twin-over-twin bunks, it's the perfect escape for everyone. Adventure & relaxation await!

Aspen Cottage - Charming Cottage with Beach Access
Nestled in the trees, at the end of a quiet road, you’ll find your next restful getaway. Central location perfect for relaxing or adventuring. Less than a 10 minute walk to multiple points of beach access or sunset viewing at Lower Beech Pond, a 155-acre lake within the Ossipee Mountain range, known for its excellent water quality and recreation. A 15 minute drive to downtown Wolfeboro and Lake Winnipesaukee. In the winter months, find miles of snowmobiling through NH's extensive trail system.

Perfect NH Getaway Retreat in the White Mountains
Perfect getaway for any season! Ideal location in the heart of NH White Mountains & Lakes Region. The beauty of this NH getaway is that while you’re only a few miles from numerous winter and summer recreational activities, restaurants and shopping; our home and neighborhood are a quiet retreat from the hustle and bustle. Meticulously cared for and decorated with country charm, our home has a modern kitchen, large master bedroom, and best of all, your own re-created English pub for entertaining.

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!

White Mt Retreat w/ Beach Pass, New Kitchen, W/D
Get away from it all in our lovely, spacious home with its new kitchen, in Eaton, only 15 min to the shops and restaurants in North Conway and five minutes to King Pine Ski Area. Our property comes with a lake access pass to Crystal Lake public beach. Our place is ideal for outdoor enthusiasts, couples, chefs, and families. Our two floor home, with over 1600 sq. ft of living space, has two living room spaces providing private spaces for children and adults. We are owner-operated.

Sunny Waterfront Cottage at FarAway Pond
Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

The LOTUS welcomes you, stay a while
The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Our Mountain Retreat – Lake Ossipee Access
Spacious 5 bedroom home with convenient lake access, just a short walk or 5-minute drive to beautiful Lake Ossipee. Enjoy easy proximity to King Pine Ski Area and a quick 25-minute drive to Conway, where you'll find outlet shopping, scenic hiking trails, and a variety of restaurants. This property features a large yard with a fire pit, and a hot tub for ultimate relaxation. The master bedroom includes a private deck—perfect for morning coffee or stargazing at night.

Kirkland Cottage (A ski and lake escape)
Welcome to Kirkland Cottage - great base for all New Hampshire has to offer! We’re a two minute drive from Ossipee Lake and right near the White Mountains, so you can explore lakes, mountains, and hiking trails. We are only an hour from Portland and Portsmouth. Kirkland Cottage house is 9 minutes to King Pine Ski area, 30 minutes to Cranmore, and 25 minutes to North Conway, which has great shopping, skiing, hiking, and lots of restaurants.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

The Cottage on Paugus Bay- Lake Winnipesaukee
Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!
Popular amenities for Ossipee house rentals
House rentals with a pool

Cozy Hideaway at Waterville Estates!

Perfect Getaway in Waterville Valley, Campton NH

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

The Nest | Lake Access, Pool, HotTub, 5BDRM, Sauna

43TV peaceful mountain retreat w/ fire pit, AC

Birchwood Retreat: spacious & modern forest refuge

Loft sleeps 6 | private king bed | pool & hot tub
Weekly house rentals

Soak & Stay Hot Tub FirePit Game Room Lakes Region

Waterfront cottage on Bearcamp River in OssipeeNH

The Ossipee Overlook | Spacious and Stunning Views

Heart of the Lakes Region- Pine River Pond

Heaven on the Water

In the Trees - NH w/ Lake Access

Private lake access, cozy retreat, skiing, shops

Peaceful Lakefront Retreat
Private house rentals

Camp Looney: Lake Access & Pet Friendly

Wildwood Cabin | Family Cabin Near Lakes & Town

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Spacious, renovated 2-bedroom home on golf course!

Year round lake cottage with hot tub

Quaint Ossipee Home

Moody Farm Retreat
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 903 | ﺩ.ﺇ 925 | ﺩ.ﺇ 925 | ﺩ.ﺇ 848 | ﺩ.ﺇ 889 | ﺩ.ﺇ 970 | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 1,131 | ﺩ.ﺇ 981 | ﺩ.ﺇ 992 | ﺩ.ﺇ 900 | ﺩ.ﺇ 944 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about house rentals in Ossipee

Total vacation rentals
Explore 80 vacation rentals in Ossipee

Nightly prices starting at
Ossipee vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

Verified guest reviews
Over 2,540 verified reviews to help you choose

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Ossipee vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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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- Rentals with lake access Ossipee
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- Rentals with a fireplace Ossipee
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- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Loon Mountain Resort
- Pats Peak Ski Area
- York Harbor Beach
- Willard Beach
- Scarborough Beach
- Short Sands Beach
- Mount Washington Cog Railway
- East End Beach
- Footbridge Beach
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Cape Neddick Beach
- Franconia Notch State Park
- Gooch's Beach
- Omni Mount Washington Resort
- King Pine Ski Area





