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

Ossipee Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Ossipee vacation rentals

House (2 Bedrooms) | Interior

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is AED 779
AED 1,698 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Tuftonboro Escape: Steps to Private Beaches!
Dining

2. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (15 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is AED 606
AED 1,730 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Tuftonboro Escape: Steps to Private Beaches!
Beach nearby

3. Private Pond Cabin with Lake Access & Fire Pit

Private Pond Cabin with Lake Access & Fire Pit
Tuftonboro
9.8 out of 10, Exceptional, (8 reviews)
"Beautiful property "
United States
Keith B.
The price is AED 724
AED 1,809 total
includes taxes & fees
9 Sep - 10 Sep
Private Pond Cabin with Lake Access & Fire Pit
Property grounds

4. Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is AED 551
AED 685 total
includes taxes & fees
24 Aug - 25 Aug
Luxury Tent in New Hampshire-Tail-Tuckaway
Terrace/patio

5. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is AED 692
AED 859 total
includes taxes & fees
23 Aug - 24 Aug
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Exterior

6. Caretakers -Split level Pet Friendly $50 Fee

Caretakers -Split level Pet Friendly $50 Fee
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"I would stay there again. The caretakers place was just adorable. My stay was very relaxing and the place offered so many activities for children and adults. "
United States
Judith
The price is AED 535
AED 664 total
includes taxes & fees
14 Sep - 15 Sep
Caretakers -Split level Pet Friendly $50 Fee
Terrace/patio

7. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (12 reviews)
"Great place "
United States
Anonymous traveler
The price is AED 673
AED 838 total
includes taxes & fees
23 Aug - 24 Aug
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Property grounds

8. Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is AED 606
AED 702 total
includes taxes & fees
19 Sep - 20 Sep
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
Marina

9. Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Alton
8.8 out of 10, Excellent, (14 reviews)
"Nicely kept enjoyable stay"
United States
Shirley G.
The price is AED 397
AED 836 total
includes taxes & fees
31 Aug - 1 Sep
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Property grounds

10. 1 of 2 Cozy Cabins on Sloaping Forested Land

1 of 2 Cozy Cabins on Sloaping Forested Land
Shapleigh
10.0 out of 10, Exceptional, (2 reviews)
"Everything was excellent!!"
United States
Maja R.
The price is AED 331
AED 440 total
includes taxes & fees
27 Aug - 28 Aug
1 of 2 Cozy Cabins on Sloaping Forested Land
Exterior

11. Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very Good, (16 reviews)
"Definitely will stay again. Basic cabin but great location"
United States
Jacqui
The price is AED 612
AED 664 total
includes taxes & fees
1 Sep - 2 Sep
Danforth Bay Camping and RV Resort
Smart TV, fireplace

12. Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
7.2 out of 10, Good, (21 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is AED 826
AED 1,391 total
includes taxes & fees
5 Sep - 6 Sep
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Interior

13. Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!

Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Alton
10.0 out of 10, Exceptional, (1 review)
"This is a classic old-style cabin that reminded us of our childhood family trips in the 60’s. It’s not new, but a heck of a lot of fun if you’re in the right head space. Easily walked to town for dinner and to the shore. Clean and had everything we needed."
United States
Christine F.
The price is AED 422
AED 868 total
includes taxes & fees
14 Sep - 15 Sep
Cottage in Alton Bay – Sleeps 4, Pool, Trails & More!
Outdoor dining

14. Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is AED 474
AED 1,237 total
includes taxes & fees
8 Sep - 9 Sep
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Pool

15. Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very Good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AED 257
AED 984 total
includes taxes & fees
8 Sep - 9 Sep
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Property grounds

16. Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
9.0 out of 10, Wonderful, (19 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is AED 474
AED 1,237 total
includes taxes & fees
8 Sep - 9 Sep
Cozy hotel-style suite right on the water, shared patio, free WiFi
Marina

17. Gilford Perfect Getaway Pool, WIFI & Free Parking

Gilford Perfect Getaway Pool, WIFI & Free Parking
Laconia
9.2 out of 10, Wonderful, (5 reviews)
"Very nice place, easily located near everything. Would definitely stay here again."
United States
Katherine B.
The price is AED 377
AED 880 total
includes taxes & fees
16 Sep - 17 Sep
Gilford Perfect Getaway Pool, WIFI & Free Parking
Exterior

18. Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (20 reviews)
"Nice location on the lake."
United States
Mary L.
The price is AED 551
AED 1,340 total
includes taxes & fees
8 Sep - 9 Sep
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

19. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (20 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is AED 1,194
AED 2,371 total
includes taxes & fees
2 Sep - 3 Sep
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
TV

20. Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is AED 448
AED 1,360 total
includes taxes & fees
16 Sep - 17 Sep
Newly Renovated Cottage 4 in Alton Bay, NH
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossipee Hotel Reviews

The Wolfeboro Inn

The Wolfeboro Inn

8/10 Good
"nice place! the room need to clean better"
Diana 3-night trip
Posted 9 hours ago
The Wolfeboro Inn

Frequently asked questions

Can I find a vacation rental in Ossipee?

Yes, we offer vacation rentals close to the most popular points of interest in Ossipee, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Ossipee?

Luxury Lake House with Sandy Beach, 90' Dock & Panoramic Lake Views: This vacation home rental outside of Ossipee is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Ossipee?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Ossipee stay.

What’s there to see and do in Ossipee?

While exploring the area, visit family-friendly sights like Stand Up Paddleboard NH, or get outside and enjoy nature at Duncan Lake. In the larger area, you’ll find Lake Winnipesaukee and Ossipee Lake Trail.

What’s a vacation rental in Ossipee like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Ossipee. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family gatherings.