
House holiday rentals in Ossipee
Find and book unique houses on Airbnb
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 $86 AUD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Ossipee holiday 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!
Top-rated house rentals in Ossipee
Guests agree: These houses are highly rated for location, cleanliness and more.

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.

Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

In the Trees - NH w/ Lake Access
RELAX in this BRAND NEW getaway with all the necessities to escape reality! Nestled on a hill within the trees, unwind with a beverage on the back deck or lower lounge and relish the peace and tranquility the property offers. Steps away from the beautiful Province Lake, take a swim or launch your boat for a cruise. Enjoy a scenic round of golf at Province Lake Golf Course & then enjoy a meal at the local restaurants or take a drive to explore Wolfboro (30mins) or North Conway (45mins).

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
Waterfront! Hot tub & dock with kayaks on private lake. Enjoy the Hot Tub, fire table & bright cottage with Japanese soaking tub, (small) +fast wifi. Cook in the kitchen or grill in the beach side pavilion. Follow trails through forest & meadow to the nearby Gold Mine Trail. The Big Barn occasionally opens its doors for an impromptu Wine Tasting Hour-complimentary! This is more than a stay; it is an escape with miles of trails and a private pond waiting for you to explore.

Waterfront cottage on Bearcamp River in OssipeeNH
Welcome to the Bearcamp River! Enjoy your days lounging by the water, kayaking, tubing to Ossipee lake, fishing or just enjoying the property's private beach! The property includes over a mile of manicured trails and offers activities for everyone including swimming , hiking,shopping, or just lounging by the river and of course the beautiful fall foliage! Conway is 30 minutes north for great shopping.There are restaurants, gas,parks,breweries, shops within a mile as well.

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.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Luxurious Eagle Ridge Log Home at Newfound Lake
This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Wren Cabin + Wood fired Sauna
We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.
Popular amenities for Ossipee house rentals
House rentals with a pool

Cozy Hideaway at Waterville Estates!

Gilford Getaway - Pool & Hot Tub + Sleeps 18

Modern Mountain Retreat at Waterville Estates

Cozy White Mountain Retreat in Waterville Estates

The Lodge at Hidden Pines

Cottage on 50 Acres | Lakeside + Pool + Hot Tub

Ski Chalet|Ping-Pong|Fire Pit|5 min -> Slopes

Charming Lake Comm Bungalow - EV charging/86” tv
Weekly house rentals

Soak & Stay Hot Tub FirePit Game Room Lakes Region

Camp Looney: Lake Access & Pet Friendly

Private Pond Cabin Near Lake Winnipesaukee

The Ossipee Overlook | Spacious and Stunning Views

Heart of the Lakes Region- Pine River Pond

Heaven on the Water

Private lake access, cozy retreat, skiing, shops

Quaint Ossipee Home
Private house rentals

New! Secluded mountain cabin w stunning views

Secluded Retreat with Hot Tub in White Mtns

HTub | Rec Rm | Zen Deck | Tech Beds | Lake < 1mi

Peaceful Lakefront Retreat

Spacious, renovated 2-bedroom home on golf course!

Belleau Lake Escape

New Modern A-Frame | Hot Tub | Sauna & Cold Plunge

Peaceful 4 bedroom lakehouse retreat
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $354 AUD | $363 AUD | $363 AUD | $333 AUD | $349 AUD | $380 AUD | $408 AUD | $444 AUD | $385 AUD | $389 AUD | $353 AUD | $370 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
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- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Rentals with lake access Ossipee
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- Rentals with a kayak Ossipee
- Cottage rentals Ossipee
- Rentals with a patio Ossipee
- Rentals with a fire pit Ossipee
- Waterfront rentals Ossipee
- Pet-friendly rentals Ossipee
- Rentals with a fireplace Ossipee
- Rentals with a washing machine and dryer Ossipee
- Family-friendly rentals Ossipee
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Willard Beach
- York Harbor Beach
- Loon Mountain Resort
- Short Sands Beach
- Scarborough Beach
- Mount Washington Cog Railway
- Footbridge Beach
- East End Beach
- Cape Neddick Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Gooch's Beach
- Omni Mount Washington Resort
- Cranmore Mountain Resort
- King Pine Ski Area





