Ossipee Holiday Rentals, New Hampshire: Private House Rentals

A boat on a calm lake at sunset with mountains in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Ossipee

Pet friendly

Apartment

Pool

Condo

Hot tub

Family friendly

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Ossipee hotels

A beach with a lifeguard stand and a sandy area.

A reception area with a sign for Lake Wennington Inn, featuring a mountain and lake silhouette. There are two leather chairs and a small table with a lamp.

A patio with Adirondack chairs, a fire pit, and barbecue grills.

1. Lake Wentworth Inn

Wolfeboro

Amelia

฿4,208

฿4,566 total

includes taxes & fees

13 Oct - 14 Oct

A hotel lobby with a staircase, patterned sofas, a coffee table, and a vase with flowers.

A living room with a fireplace, sofa, coffee table, and a dining area with a buffet setup.

A reception area with a desk, chairs, a potted plant, and a blue armchair.

A coffee station with a coffee machine, a beverage dispenser, and a refrigerated display.

2. Econo Lodge Lake Region

West Ossipee

Jacqueline

฿2,831

฿3,071 total

includes taxes & fees

13 Oct - 14 Oct

A spacious lobby with a reception desk, a fireplace, and a large window.

A hotel room with two beds, a desk with a television, a chair, and a mirror.

A swimming pool with blue chairs and a view of greenery outside.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and large windows allowing natural light.

3. Days Inn by Wyndham Tamworth

Chocorua

Michael

฿2,392

฿2,595 total

includes taxes & fees

1 Nov - 2 Nov

A two-story white building with a covered patio, outdoor seating, and a staircase.

A bar area with a wooden bar counter, multiple stools, and a ceiling adorned with hanging mugs.

A spacious lobby with a high ceiling, wooden beams, a patterned carpet, leather armchairs, a stone fireplace, and a balcony.

A table set for dining with a view of a lake and mountains.

4. The Wolfeboro Inn

Wolfeboro

฿5,857

฿7,268 total

includes taxes & fees

4 Nov - 5 Nov

A boat docked at a marina with houses in the background.

A deck with wicker chairs and a glass table overlooking a calm lake with boats.

An indoor swimming pool with a high ceiling and wooden beams, surrounded by lounge chairs and a clear view of the outside.

5. The Windrifter Resort

Wolfeboro

Karen

฿4,087

฿4,435 total

includes taxes & fees

12 Oct - 13 Oct

A hotel with a modern design, featuring a prominent entrance and large windows.

A hotel lobby with a self-service beverage station, snack shelves, and a life water dispenser.

A breakfast bar with cereal dispensers, a coffee machine, and a fruit display.

A lobby with a fireplace, wooden reception desk, and a patterned rug.

6. TownePlace Suites by Marriott Gilford

Gilford

Cynthia

฿4,911

฿5,329 total

includes taxes & fees

9 Nov - 10 Nov

A spacious, modern lounge area with a large sofa, a round coffee table, and a dining area with a TV.

A hotel room with a large bed, a desk, a chair, a nightstand with a phone, and a wall with geometric patterns.

An outdoor patio with a table and chairs, a large umbrella, and a view of a river with a bridge and buildings in the background.

A modern interior with a herringbone wood floor, a reception desk, a vending machine, and a view of a building outside.

7. Best Western Plus Landmark Inn

Laconia

Chris

฿3,403

฿3,692 total

includes taxes & fees

8 Nov - 9 Nov

A lobby with a stone fireplace, leather sofas, a guest registration desk, and a television mounted on the wall.

An indoor swimming pool with wooden beams, a view of the outdoors, and a flag on the wall.

A calm lake with clear water, distant mountains, and a small boat.

A Fireside Inn with a covered entrance, a bike rack, and blooming lilac bushes in the foreground.

8. Fireside Inn & Suites Gilford

Gilford

Cedric

฿4,592

฿4,982 total

includes taxes & fees

8 Nov - 9 Nov

A cozy kitchen with a dining area, featuring a sofa, a Christmas tree, and a Santa Claus decoration.

A room with two beds, each with green bedding and white pillows, and a red carpet.

A swimming pool with lounge chairs and umbrellas, surrounded by trees.

A dining area with a round table and chairs, a wooden cabinet, a television mounted on the wall, and a patterned carpet.

9. Mount Whittier Motel

Center Ossipee

฿2,691

฿3,014 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio with brick flooring, yellow chairs, and tables, featuring a brick wall and a view of a hill and water body.

A modern lounge area with a sofa, a wooden table, and red chairs.

An indoor swimming pool with clear water, wooden ceiling, and yellow chairs around the pool.

A modern cafe with green chairs and tables, a coffee machine, and a counter with a sign reading "inspired table".

10. Home2 Suites by Hilton North Conway

Settlers Green

฿3,403

฿3,692 total

includes taxes & fees

9 Nov - 10 Nov

A wooden deck with a table and chairs, a bottle of wine, and glasses on it.

A spacious living room with a wooden dining table, chairs, a sofa, and a stone fireplace.

A wooden dock extending into a calm lake surrounded by dense forest.

A cozy living room with wooden furniture, a stone fireplace, and a view of the outdoors.

11. Purity Spring Resort

Madison

Chase

฿3,743

฿4,973 total

includes taxes & fees

12 Oct - 13 Oct

12. Snowvillage Inn

Eaton Center

Christopher

฿4,687

฿5,085 total

includes taxes & fees

25 Oct - 26 Oct

A building with a tower and a view of a lake and greenery.

A cozy living room with a stone fireplace, leather sofa, patterned ottomans, and a view through large windows.

A restaurant with wooden flooring, a central bar area, and tables with white tablecloths.

A hotel with a central tower, multiple balconies, and a pond with a red canoe.

13. Lake Opechee Inn and Spa

Lakeport

Jayne

฿6,863

฿7,547 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with a stone fire feature and Adirondack chairs.

A hotel room with two beds, a desk, a chair, and a kitchenette.

A modern living room with a gray sectional sofa, a black ottoman, a round mirror, and a staircase.

A building with a green door and a sign that reads "The Gunstock Inn."

14. Gunstock Inn & Suites

Gilford

Bryan

฿3,906

฿4,824 total

includes taxes & fees

1 Nov - 2 Nov

A spacious kitchen with wooden beams, a large dining table, and a fireplace.

A loft-style living space with a dining area, kitchen, and seating area.

A bedroom with a sloped ceiling, a bed with a blue bedspread, two bedside tables with lamps, and a window with curtains.

15. Cozy Tuftonboro Escape: Steps to Private Beaches!

Tuftonboro

฿7,132

฿15,552 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with two beds, a nightstand with a lamp, and a wall-mounted light fixture.

A modern kitchen with a built-in microwave, a refrigerator, and a dark-colored cabinet with drawers.

A compact kitchen with a granite countertop, stainless steel sink, black coffee maker, microwave, and a small trash bin.

A carpeted room with four leather chairs, a wooden table, and two wall-mounted light fixtures.

16. Moultonborough Inn

Moultonborough

Aysun

฿4,564

฿4,952 total

includes taxes & fees

13 Oct - 14 Oct

A wooden pier extending into calm water with a sunset in the background.

Two green Adirondack chairs facing a lake with mountains in the background.

A cabin interior with a dining table, chairs, a sofa, a TV mounted on the wall, and a window overlooking a body of water.

A waterfront building with a stone dock extending into the water, a grassy area, and a clear sky.

17. Belknap Point Inn

Gilford

Chad

฿7,037

฿7,636 total

includes taxes & fees

13 Oct - 14 Oct

A wooden interior with a pool, arched windows, and a view of a lake.

A lakeside property with a grassy lawn, a wooden deck, and a view of the lake.

A large, multi-story hotel with a green roof and white exterior, located beside a calm body of water with a dock and boats.

A waterfront hotel with a dock and boats, surrounded by trees and a lake.

18. Mill Falls Resort Collection at the Lake

Meredith

Marc

฿4,814

฿6,665 total

includes taxes & fees

8 Nov - 9 Nov

A multi-story lodge with balconies, a reflection pool, and a stone wall.

A lakeside property with a grassy lawn, a dock, and a boat.

A well-maintained backyard with a hot tub, a deck, and a view of a lake.

A wooden deck with a metal railing overlooking a frozen lake with a dock and a boat.

19. Center Harbor Inn

Center Harbor

Stephen

฿5,551

฿6,023 total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with a hot tub, surrounded by stone walls and plants, and large windows offering views of the outdoors.

A living room with a fireplace, floral-patterned furniture, a television, and a large window with curtains.

A living room with a fireplace, a television, and a balcony with outdoor furniture.

A multi-story hotel with balconies, a brick chimney, and a well-maintained lawn.

20. The Summit Resort

Weirs Beach

Jennifer

฿11,606

฿12,592 total

includes taxes & fees

12 Oct - 13 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Ossipee attractions

Duncan Lake

Commune with nature and explore the great outdoors at Duncan Lake during your travels in Ossipee.

See properties

Learn more about Ossipee

Venture to sights like Duncan Lake as you discover the local area in Ossipee.

See all hotels in Ossipee

A sunset over a calm lake with mountains in the background.

Top Ossipee Hotel Reviews

Lake Wentworth Inn

10/10 Excellent

"Very clean all around. Staff friendly and helpful."

The Green Granite North Conway, an Ascend Collection Hotel

10/10 Excellent

"Helpful staff, clean rooms and great breakfast."

Snowvillage Inn

10/10 Excellent

"Very clean and fresh. Loved the vibe of the entire property!!!!"

Huttopia White Mountains

10/10 Excellent

"Clean room and privacy"

Purity Spring Resort

10/10 Excellent

"Great location for viewing the changing leaves, hiking the nearby trails, and driving the roads to see the awesome overlooks."

The Wolfeboro Inn

8/10 Good

"This is a wonderful old inn and likely the best place to stay in Wolfeboro. Rooms are spacious and nicely furnished. Very nice modern bathrooms. View from the rooms is not great; only a very few have a partial lake view. Some rooms towards the roadside of the property overlook the dumpsters and hvac units! Very close to the town center which is well worth a walk around. Some really nice restaurants with lake views and some great small stores. Onsite restaurant has good food; notably great breakfast options. Overall made a good choice for a one-night stay on our Fall Foliage road trip through New England."

The Windrifter Resort

10/10 Excellent

"Place was clean staff was informative. Pool was broken and miles to the event were wrong on the website place was out of the way but very nice overall"

Home2 Suites by Hilton North Conway

8/10 Good

"Excellent room, easy check in/out, nice pool, mediocre breakfast. Overall great experience"

The Summit Resort

8/10 Good

"Todo limpio y muy tranquilo"

More cheap stays in Ossipee

The Green Granite North Conway, an Ascend Collection Hotel

1515 White Mountain Hwy North Conway NH

฿2,259

฿2,451 total

1 Nov - 2 Nov

includes taxes & fees

6.6/10 (264 reviews)

Days Inn by Wyndham Tamworth

1536 White Mountain Hwy Chocorua NH

฿2,392

฿2,595 total

1 Nov - 2 Nov

includes taxes & fees

7.2/10 Good! (702 reviews)

Best Western Plus Landmark Inn

480 Main Street Laconia NH

฿3,403

฿3,692 total

8 Nov - 9 Nov

includes taxes & fees

Lake Wentworth Inn

427 Center St Wolfeboro NH

฿4,208

฿4,566 total

13 Oct - 14 Oct

includes taxes & fees

9.4/10 Exceptional! (638 reviews)

Purity Spring Resort

1251 Eaton Rd Madison NH

฿3,743

฿4,973 total

12 Oct - 13 Oct

includes taxes & fees

8.8/10 Excellent! (252 reviews)

Fireside Inn & Suites Gilford

17 Harris Shore Road Gilford NH

฿4,592

฿4,982 total

8 Nov - 9 Nov

includes taxes & fees

Frequently asked questions

What's the best place to stay in Ossipee?

Mill Falls Resort Collection at the Lake, located 19.3 mi (31 km) from the heart of Ossipee, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are The Green Granite North Conway, an Ascend Collection Hotel and Merrill Farm Inn. See all available top hotels, or vacation rentals in Ossipee.

If I need to cancel my hotel reservation in Ossipee, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossipee.

What are some accommodation options with pools in Ossipee?

Mill Falls Resort Collection at the Lake: Hotel, 4-minute walk from Lake Winnipesaukee. Features an indoor pool, an outdoor pool and 4 restaurants. The Green Granite North Conway, an Ascend Collection Hotel and Merrill Farm Inn are two additional hotels with an on-site pool. View all hotels with pools in Ossipee.

What's it like to stay in Ossipee?

Visitors will definitely enjoy all that Ossipee has to offer. In Ossipee, there are 8 hotels and other accommodation options to choose from. Find out more about Ossipee.

What should I do while I'm visiting Ossipee?

A favourite place to visit is Duncan Lake. You'll also find Ossipee Lake Trail and Lake Wentworth in the area. Take a look at what more there is to see and do in Expedia's Ossipee guide.

What's the weather like in Ossipee?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Ossipee are January, March, December and November, with each month seeing an average of 36 cm of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Ossipee on Expedia.com

Find hotels in Ossipee, NH from ฿2,451

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Ossipee

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Ossipee hotels

1. Lake Wentworth Inn

2. Econo Lodge Lake Region

3. Days Inn by Wyndham Tamworth

4. The Wolfeboro Inn

5. The Windrifter Resort

6. TownePlace Suites by Marriott Gilford

7. Best Western Plus Landmark Inn

8. Fireside Inn & Suites Gilford

9. Mount Whittier Motel

10. Home2 Suites by Hilton North Conway

11. Purity Spring Resort

12. Snowvillage Inn

13. Lake Opechee Inn and Spa

14. Gunstock Inn & Suites

15. Cozy Tuftonboro Escape: Steps to Private Beaches!

16. Moultonborough Inn

17. Belknap Point Inn

18. Mill Falls Resort Collection at the Lake

19. Center Harbor Inn

20. The Summit Resort

Stay near popular Ossipee attractions

Duncan Lake

Learn more about Ossipee

Top Ossipee Hotel Reviews

Lake Wentworth Inn

The Green Granite North Conway, an Ascend Collection Hotel

Snowvillage Inn

Huttopia White Mountains

Purity Spring Resort

The Wolfeboro Inn

The Windrifter Resort

Home2 Suites by Hilton North Conway

The Summit Resort

More cheap stays in Ossipee

The Green Granite North Conway, an Ascend Collection Hotel

Days Inn by Wyndham Tamworth

Best Western Plus Landmark Inn

Lake Wentworth Inn

Purity Spring Resort

Fireside Inn & Suites Gilford

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app