
House holiday rentals in Ossipee
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Top-rated house rentals in Ossipee
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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.

LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Perfect Family Getaway On Lake Ossipee
Our 10 year old home has four bedrooms three baths, theater room, gas fireplace, bar outdoor fire pit, open concept kitchen, nestled in a mountain landscape. Beautiful private beach with a playground, picnic area and boat launch only a short walk away. Tennis courts and a basketball court centrally located within the community. Boat rentals available on the lake. Multiple ski areas close by. Easy access to local and state snowmobile trails and the lake for ice fishing right out of the driveway.

The ZEN welcomes you, your home away from home.
The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

Pet-friendly cabin with hot tub and beach access!
Feel right at home in our open-concept year-round vacation gem within the Chocorua Ski and Beach community half a mile from the Moore’s pond. The cabin is nestled in the woods providing privacy. It boosts a double-sided fire-place and hot tub perfect for the cooler nights, a wraparound deck, as well as an enclosed porch. On the basement level, there is a pull-out couch, bedroom, TV, and full bathroom allowing for extra hang out and sleeping space. Follow us on insta: #sandypinestamworthnh

North Conway private, wooded in-town location
Our home sits on top of a hill looking down over a very quiet residential neighborhood in the heart of North Conway, between North Conway Village and Intervale/Kearsarge. The house sits on 1/2 acre of wooded land with a long dirt driveway leading up to a parking area that can accommodate 2-4 cars. Our home has direct access to the Whitaker Woods trail system that runs from Kearsarge to North Conway Village. We are also a short walk to the Moat restaurant and Stonehurst/Wild Rose restaurant.

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Cozy Guest Suite in White Mountain National Forest
Guest Suite, mother-in-law apartment with private entrance. One bedroom with living room, dining area, kitchen, stove, full refrigerator. WiFi and a futon couch that turns into a bed in the living room. The converted basement apartment is a comfortable, and cozy place to stay while visiting the Mount Washington Valley. Perfect for adventuring, climbers, hikers, bikers and skier/snowboarders. Have a hot pot of organic local coffee and get outside in the beautiful Mount Washington Valley!

Fall/Ski Fun: Spacious Home near downtown Meredith
My place is close to Mills Falls in Meredith, close to skiing, casual and fine dining, art shops, wineries, art and antique shops, just minutes to 2 - 4 hour hikes with great views of White Mountains and Lake Winnepesaukee, a beautiful Association Beach, and family-friendly activities. You’ll love my place because of the comfy bed, the kitchen, the high ceilings, its cleanliness, and coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Lakefront Getaway
Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

Cozy Retreat-NEW Coffee Bar
Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.
Popular amenities for Ossipee house rentals
House rentals with a pool

Locke Lake Waterfront Escape

Designers Dream Home with Pool!

Spectacular log home with private pool and hot tub

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Bear Brook House

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit

Village of Loon-Pools-Hot Tub-

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Weekly house rentals

River home between NH mountains & Portland ME

Eidelweiss Boulder House

In the Trees - NH w/ Lake Access

Peaceful Lakefront Retreat

Hot Tub|Fire Pit|Game Rm|Fire Pl|1Acre wooded lot

Spacious, renovated 2-bedroom home on golf course!

Peaceful 4 bedroom lakehouse retreat

Quaint Ossipee Home
Private house rentals

Mountain Retreat|Majestic Vistas|Hot-Tub|Pets

[NEW] Charming Lakes Region Cabin

The Vista, of the White Mountains

Artisan Timber Retreat w/ Unique Touches|Hot tub

Lakefront Retreat with Dock and Fenced in Yard

Belleau Lake Escape

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Log Cabin on the River w/ Private Hot Tub
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $420 NZD | $435 NZD | $418 NZD | $402 NZD | $421 NZD | $460 NZD | $522 NZD | $491 NZD | $435 NZD | $395 NZD | $393 NZD | $430 NZD | 
| 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 holiday rentals- Explore 80 holiday rentals in Ossipee 
 - Nightly prices starting at- Ossipee holiday rentals start at $104 NZD per night before taxes and fees 
 - Verified guest reviews- Over 2,440 verified reviews to help you choose 
 - Family-friendly holiday rentals- 70 properties offer extra space and kid-friendly amenities 
 - Pet-friendly accommodation- Find 30 rentals that welcome pets 
 - Rentals with dedicated workspaces- 40 properties have a dedicated workspace 
 - Wi-Fi availability- 80 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! 
Destinations to explore
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- Pet-friendly rentals Ossipee
- Rentals with a washing machine and dryer Ossipee
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with lake access Ossipee
- Rentals with a kayak Ossipee
- Family-friendly rentals Ossipee
- Cottage rentals Ossipee
- Rentals with a patio Ossipee
- Waterfront rentals Ossipee
- Rentals with a fireplace Ossipee
- Rentals with a fire pit Ossipee
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
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- Loon Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Pats Peak Ski Area
- Diana's Baths
- East End Beach
- Dunegrass Golf Club
- Omni Mount Washington Resort
- Funtown Splashtown USA
- Tenney Mountain Resort
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- Cannon Mountain Ski Resort
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- King Pine Ski Area
