
House holiday rentals in Ossipee
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Top-rated house rentals in Ossipee
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Sauna*Hot Tub*Game Room*King Beds*Firepit*Near Ski
MAKE MEMORIES together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Endless entertainment in the brand new barn game room! This lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the sauna and hot tub after hiking, swimming, boating, skiing, dining or

LUX Designer Private Waterfront Hot Tub - Secluded
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.

Spacious 3 bedroom Mountain Chalet -Conway, NH
Welcome to the Mendes Chalet. Our mountain home is Tucked away yet only 15 min from downtown North Conway, Cranmore Mountain Resort, Echo Lake, Silver Lake & King Pine Ski resort. We designed our 3 bedroom 2 bathroom around peace. Hang out by the fireplace to relax and unwind or sit outside on the oversized deck and breathe the fresh mountain air. Also do not forget to explore the wonderful ski resorts and shopping outlets which are very close by! Our home is the perfect retreat for any season!

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.

Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Spacious home near mountains and lakes
Enjoy this spacious home that includes 3 bedrooms, a great kitchen ( upgraded cookware), and a huge game room downstairs with a pool table, new ping pong table, and foose ball table. Within minutes, you can be on Silver Lake, North Conway, Storylalnd, Kangamangus or make a visit to the White Mountians . Shop at the Settlers green outlets. Enjoy the comfort of the newly installed central air! Located in a nice quiet neighborhood. Come and go skiing at King Pine or many others in the area.

Sokokis Lake House
The perfect place for friends & family getaways. The boat dock & fire pit are perfect for relaxing. It has everything you want: fully stocked kitchen, linens, towels, grill, dock, stand up paddle board, kayaks, life jackets, games, books wifi, cable, smart tvs, free parking & many more amenities. 2 hours from Boston 45 min to Portland, Lake Winnipesaukee, Old Orchard Beach, Sebago. Snowmobiling & lake in the back yard! Groceries, restaurants, & general store all within 1/2 mile.

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.

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!

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.

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.
Popular amenities for Ossipee house rentals
House rentals with a pool

Cozy & updated Loon MTN condo

Spectacular log home with private pool and hot tub

Bear Brook House

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

On Attitash - Ski, Hike, Swim!

River Access|Gas stove|Min to N. Conway, Attitash

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH

NEW pool, Golf, North Conway, Storyland, 1 level
Weekly house rentals

Waterfront cottage on Bearcamp River in OssipeeNH

Cabin Fever Reliever

The Lazy Hummingbird - Little Sebago Home w/ Sauna

The Tinker Bell on Ossipee Lake

In the Trees - NH w/ Lake Access

Peaceful Lakefront Retreat

Spacious, renovated 2-bedroom home on golf course!

Winnipesaukee Lakeside Retreat W/Dock
Private house rentals

23SR Austrian Chalet at base of Cannon Ski area!

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Luxe Lodge in the Woods! With Sauna & Hot tub

Sunset Cottage on the Lake

Baby Chocorua A Frame in the mountains sleeps 8

Ski Cabin •Near Slopes, Pet Friendly, Hot Tub!

Cheerful 2 bedroom hilltop guest cottage with view

Welcome to Your 4-Season Escape
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $340 AUD | $353 AUD | $339 AUD | $326 AUD | $342 AUD | $373 AUD | $400 AUD | $435 AUD | $377 AUD | $381 AUD | $346 AUD | $363 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 |
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 $85 AUD per night before taxes and fees

Verified guest reviews
Over 2,510 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
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, 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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- Pet-friendly rentals Ossipee
- Rentals with lake access Ossipee
- Rentals with a kayak Ossipee
- Rentals with beach access Ossipee
- Cabin rentals Ossipee
- Waterfront rentals Ossipee
- Rentals with a fireplace Ossipee
- Rentals with a fire pit Ossipee
- Rentals with a washing machine and dryer Ossipee
- Family-friendly rentals Ossipee
- Rentals with a patio Ossipee
- Cottage rentals Ossipee
- Beachfront rentals Ossipee
- Rentals with outdoor seating Ossipee
- House rentals Carroll County
- House rentals New Hampshire
- House rentals United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Weirs Beach
- Loon Mountain Resort
- Long Sands Beach
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- Cranmore Mountain Resort
- Willard Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Franconia Notch State Park
- Gunstock Mountain Resort
- Gooch's Beach
- East End Beach
- Omni Mount Washington Resort




