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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Ossipee holiday rentals

A modern living room with a grey sofa, a coffee table, and a view of a kitchen and dining area.

1. Cozy cabin w hot tub & fireplace, near Nisswa/crosslake

Cozy cabin w hot tub & fireplace, near Nisswa/crosslake
Merrifield
10.0 out of 10, Exceptional, (34 reviews)
"Loved this property New clean private beach Hot tub looking at the lake not much more I could have asked forWe'll definitely be returning"
United States
Jordan T.
The price is £371
includes taxes & fees
20 Oct - 21 Oct
Cozy cabin w hot tub & fireplace, near Nisswa/crosslake
A modern room with large windows overlooking a lake, a cozy seating area, and a fireplace.

2. Nature Link Resort

Nature Link Resort
3.0 star property
Nisswa
9.8 out of 10, Exceptional, (99 reviews)
"Stunning and peaceful property! I also made use of the free access to a kayak and had the most beautiful early morning outing on the lake. Highly recommend!"
United States
Erin
The price is £165
includes taxes & fees
15 Nov - 16 Nov
Nature Link Resort
A kitchen with wooden cabinets, a black refrigerator, a microwave, and a window with a view of greenery.

3. Cozy Gull Lake Getaway

Cozy Gull Lake Getaway
Lake Shore
8.0 out of 10, Very good, (2 reviews)
"Was a perfect getaway!"
United States
Christina W.
The price is £119
includes taxes & fees
19 Oct - 20 Oct
Cozy Gull Lake Getaway
A large red building with multiple levels, a dock with boats, and a crowd of people.

4. Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort

Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort
Breezy Point
9.4 out of 10, Exceptional, (41 reviews)
"Cabin was perfect for a cool spring weekend. Had everything you needed for fun with friends! We would stay again. "
United States
Michelle O.
The price is £198
includes taxes & fees
21 Oct - 22 Oct
Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort
A kitchen with a large window, a sink, and wooden countertops.

5. The Diver Duck Inn on Lake Edward, Nisswa

The Diver Duck Inn on Lake Edward, Nisswa
Nisswa
5.0 out of 10, (6 reviews)
"Buyer Beware- This host forced me to spend the night in a 100 degree cabin with no AC and although it wasn't listed as an amenity the host never replied to the question of "Is there AC?" Upon arrival and discovering the lack of any cooling capacity on the hottest day of the year the host denied the refund request. Combine this with the complete lack of WIFI (Advertised amenity) and you have the longest inferno of a night imaginable. Do not rent this place in the summer and be sure to consider...
United States
Bruce D.
The price is £307
includes taxes & fees
25 Oct - 26 Oct
The Diver Duck Inn on Lake Edward, Nisswa
A cozy cabin interior with a stone fireplace, wooden walls, a large window, and a comfortable seating area.

6. Wilderness Resort Villas

Wilderness Resort Villas
3.5 star property
Pequot Lakes
8.8 out of 10, Excellent, (103 reviews)
"This place is phenomenal and we'll stay there every chance we get!"
United States
Christopher
The price is £385
includes taxes & fees
22 Oct - 23 Oct
Wilderness Resort Villas
A kitchen with wooden flooring, a bar area with red stools, a large window with a view of a snowy landscape, and wooden cabinets.

7. In town, close to the trails, fully fenced in yard!

In town, close to the trails, fully fenced in yard!
Crosby
10.0 out of 10, Exceptional, (23 reviews)
"Pet friendly and very clean. Everything you need to cook is there. Quiet neighborhood too."
United States
Greg J.
The price is £258
includes taxes & fees
19 Oct - 20 Oct
In town, close to the trails, fully fenced in yard!
A lakeside property with multiple houses, a sandy beach, and a dock with chairs.

8. Good Times, Great Lake | Gull Lake Condo |Sleeps 8

Good Times, Great Lake | Gull Lake Condo |Sleeps 8
Nisswa
10.0 out of 10, Exceptional, (45 reviews)
"Extreamly peaceful and would definitely stay again!"
United States
F N.
The price is £167
includes taxes & fees
1 Nov - 2 Nov
Good Times, Great Lake | Gull Lake Condo |Sleeps 8
A porch with two black-framed glass doors, a bench, and a sign that reads "Welcome Play Retreat."

9. Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball

Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball
Crosby
9.0 out of 10, Wonderful, (6 reviews)
"A family and pet friendly place for our large group. Lots of activities at the house and area."
United States
Marcus
The price is £329
includes taxes & fees
19 Oct - 20 Oct
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball
A deck with a view of a lake, a small shed, and a red kayak.

10. The Cozy Cub

The Cozy Cub
Crosslake
10.0 out of 10, Exceptional, (7 reviews)
"Great communication! Clear, beautiful lake!"
United States
Jen L.
The price is £341
includes taxes & fees
19 Oct - 20 Oct
The Cozy Cub
A cabin with a deck, a table, and chairs, overlooking a lake.

11. Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4

Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4
Brainerd
10.0 out of 10, Exceptional, (27 reviews)
"This cabin is cozy with tons of character and charm. It is right on the water with a spacious deck to enjoy the views. We loved our stay!"
United States
Nathaniel P.
The price is £259
includes taxes & fees
26 Oct - 27 Oct
Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4
A wooden cabin interior with a dining area, kitchen, and a view of the outdoors.

12. Cozy Gull Lake Getaway

Cozy Gull Lake Getaway
Lake Shore
The price is £110
includes taxes & fees
28 Oct - 29 Oct
Cozy Gull Lake Getaway
A compact kitchen with wooden cabinets, a stainless steel sink, and a refrigerator.

13. Cozy Gull Lake Getaway

Cozy Gull Lake Getaway
Lake Shore
The price is £124
includes taxes & fees
28 Oct - 29 Oct
Cozy Gull Lake Getaway
A compact kitchen with wooden walls, a stainless steel sink, a black refrigerator, and a clock on the wall.

14. Cozy Gull Lake Getaway

Cozy Gull Lake Getaway
Lake Shore
The price is £116
includes taxes & fees
19 Oct - 20 Oct
Cozy Gull Lake Getaway
A wooden cabin interior with a dining area, kitchen, and a view of the outdoors.

15. Cozy Gull Lake View Cottage

Cozy Gull Lake View Cottage
Lake Shore
10.0 out of 10, Exceptional, (1 review)
"Recommend"
United States
Randy T.
The price is £121
includes taxes & fees
19 Oct - 20 Oct
Cozy Gull Lake View Cottage
A row of cabins with a large parking lot in front.

16. Cozy Gull Lake Getaway

Cozy Gull Lake Getaway
Lake Shore
The price is £109
includes taxes & fees
28 Oct - 29 Oct
Cozy Gull Lake Getaway
A kitchen with wooden cabinets, a black refrigerator, a microwave, and a window with a view of greenery.

17. Cozy Gull Lake Getaway

Cozy Gull Lake Getaway
Lake Shore
The price is £108
includes taxes & fees
28 Oct - 29 Oct
Cozy Gull Lake Getaway
A cabin with a stone pathway leading to the entrance, surrounded by trees.

18. Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks

Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks
Crosslake
10.0 out of 10, Exceptional, (33 reviews)
"Perfect place to unplug and relax if you’re looking for a break from the usual! Check in was a breeze and the cabin was clean and cozy. We enjoyed sitting by the lake (too cold to get in during April), watching the wildlife, and relaxing in the hot tub. It was nice having several restaurants nearby also, all of which had delicious food. "
United States
Tiffany G.
The price is £751
includes taxes & fees
20 Oct - 21 Oct
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks
A small wooden desk with a chair, a lamp, a framed picture, and a toy bicycle.

19. Brand new listing, be the first to stay at this charming downtown Crosby home.

Brand new listing, be the first to stay at this charming downtown Crosby home.
Crosby
The price is £314
includes taxes & fees
19 Oct - 20 Oct
Brand new listing, be the first to stay at this charming downtown Crosby home.
A waterfront property with two-story houses, a sandy beach, and a calm lake.

20. Gull Lake Condo for Rent | Boat Rentals Available

Gull Lake Condo for Rent | Boat Rentals Available
Nisswa
9.8 out of 10, Exceptional, (42 reviews)
"Perfect location and accommodations!"
United States
Crystal P.
The price is £165
includes taxes & fees
27 Oct - 28 Oct
Gull Lake Condo for Rent | Boat Rentals Available
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

Good Ol' Days Resort

Good Ol' Days Resort

10/10 Excellent
"We really enjoyed our stay! The property is clean and well taken care of. We had a great view of the lake! It was quiet and peaceful at night. We were pleased to find out that they offered continental breakfast and free use of bikes and kayaks. We will definitely be back!"
Heather 2-night trip
Posted 1 day ago
Good Ol' Days Resort

Find out more about Ossipee

Everything you need to know about Ossipee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossipee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ossipee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossipee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossipee holiday rentals we have selected for you start as low as £165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ossipee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossipee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossipee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Ossipee?

Yes, there are holiday rentals close to the most popular sights in Ossipee, or you can select a more secluded option if you're looking for a relaxing stay. Ossipee is known for its lake views.

What are some of the best holiday rentals that Ossipee has to offer?

New Lake Home - 20 beds, sandy beach, volleyball, game room, sauna, boat rental!: This holiday home rental outside of Ossipee offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Ossipee?

Choose from 6 Expedia holiday rentals in Ossipee for a memorable holiday.

What can I see and do in Ossipee?

Lake Edward and Upper Mission Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Pelican Lake and Mississippi River.

What are holiday rentals like in Ossipee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ossipee. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.