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Ossipee Holiday Rentals

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Our top choices for Ossipee holiday rentals

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, (33 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 NZ$862
includes taxes & fees
21 Oct - 22 Oct
Cozy cabin w hot tub & fireplace, near Nisswa/crosslake

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 NZ$474
includes taxes & fees
1 Nov - 2 Nov
Nature Link Resort

3. 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 NZ$444
includes taxes & fees
14 Oct - 15 Oct
Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort

4. Wake Up at the Lake | Waterfront Condo | Sleeps 8

Wake Up at the Lake | Waterfront Condo | Sleeps 8
Nisswa
10.0 out of 10, Exceptional, (28 reviews)
"We went for a girls weekend and had the best time and location!! Very clean and had everything we needed!"
United States
Mary
The price is NZ$382
includes taxes & fees
28 Oct - 29 Oct
Wake Up at the Lake | Waterfront Condo | Sleeps 8

5. 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 NZ$870
includes taxes & fees
22 Oct - 23 Oct
Wilderness Resort Villas

6. 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, (22 reviews)
"Pet friendly and very clean. Everything you need to cook is there. Quiet neighborhood too."
United States
Greg J.
The price is NZ$624
includes taxes & fees
12 Oct - 13 Oct
In town, close to the trails, fully fenced in yard!

7. Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.

Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.
Ironton
9.8 out of 10, Exceptional, (40 reviews)
"Absolutely beautiful cabin with great view of the lake. Exceptional place to relax and recharge. Host is phenomenal."
United States
Anonymous traveller
The price is NZ$706
includes taxes & fees
1 Nov - 2 Nov
Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.

8. The Diver Duck Inn on Lake Edward, Nisswa

The Diver Duck Inn on Lake Edward, Nisswa
Nisswa
5.0 out of 10, (6 reviews)
"We rented this cabin for a week, because my family needed a quiet place to stay during and after the death and funeral of my father. The problems were: 1. No instructions were given beforehand on how to access the cabin, so I had to call Vrbo, who had to call the owner, who forgot I was checking in that day. 2. There was only a small window air conditioner unit in one bedroom, but the rest of the house was sitting at 84 degrees! Placed another call to Vrbo, who called the owner of the...
United States
Cathy
The price is NZ$720
includes taxes & fees
21 Oct - 22 Oct
The Diver Duck Inn on Lake Edward, Nisswa

9. 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 NZ$253
includes taxes & fees
28 Oct - 29 Oct
Cozy Gull Lake Getaway

10. 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)
"Cute place! It was nice to have a fully stocked kitchen to use to do some make and freeze meals for my dad who was in the hospital having surgery. It was a plus to be able to bring our dogs along. The bed was very comfortable."
United States
Tracy Z.
The price is NZ$793
includes taxes & fees
12 Oct - 13 Oct
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball

11. 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 NZ$713
includes taxes & fees
8 Oct - 9 Oct
Brand new listing, be the first to stay at this charming downtown Crosby home.

12. 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, (23 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 NZ$607
includes taxes & fees
14 Oct - 15 Oct
Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4

13. LOG CABIN w/ HOT TUB in BRAINERD - PARADISE NORTH

LOG CABIN w/ HOT TUB in BRAINERD - PARADISE NORTH
Brainerd
9.6 out of 10, Exceptional, (90 reviews)
"Comfortable quiet location"
United States
Elizabeth G.
The price is NZ$607
includes taxes & fees
12 Oct - 13 Oct
LOG CABIN w/ HOT TUB in BRAINERD - PARADISE NORTH

14. 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, (32 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 NZ$1,584
includes taxes & fees
20 Oct - 21 Oct
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks

15. Arcade, Pool Table & Lakefront Fireplace

Arcade, Pool Table & Lakefront Fireplace
Crosslake
10.0 out of 10, Exceptional, (13 reviews)
"Great stay, everything we expect and more."
United States
lindsey d.
The price is NZ$1,374
includes taxes & fees
13 Oct - 14 Oct
Arcade, Pool Table & Lakefront Fireplace

16. 4.5 Acre Hidden Gem Minutes from Golf, Hiking, Downtown, Wedding Venues

4.5 Acre Hidden Gem Minutes from Golf, Hiking, Downtown, Wedding Venues
Nisswa
10.0 out of 10, Exceptional, (5 reviews)
"Wild Pines Getaway was the perfect spot for our family. The home brought back wonderful memories for us, as we used to vacation there every summer when our kids were young. The accommodations were truly great, and it was wonderful to return to the area after all these years. An ideal location for hiking the Paul Bunyan Trail, shopping in Nisswa, and simply relaxing. It had all the amenities and comforts we needed to enjoy ourselves. We will definitely consider Wild Pines Getaway again!"
United States
Carson H.
The price is NZ$1,061
includes taxes & fees
13 Oct - 14 Oct
4.5 Acre Hidden Gem Minutes from Golf, Hiking, Downtown, Wedding Venues

17. Step Outside & You're at the Lake | Beach Access & Boat Rentals Available

Step Outside & You're at the Lake | Beach Access & Boat Rentals Available
Nisswa
10.0 out of 10, Exceptional, (22 reviews)
"Awesome place!"
United States
Blake R.
The price is NZ$405
includes taxes & fees
25 Oct - 26 Oct
Step Outside & You're at the Lake | Beach Access & Boat Rentals Available

18. 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)
"Customer service was great, location, beach and water front great, family friendly. "
United States
Kelly N.
The price is NZ$359
includes taxes & fees
1 Nov - 2 Nov
Gull Lake Condo for Rent | Boat Rentals Available

19. Gull Lake Rental | Beach Access, Pontoon Rentals

Gull Lake Rental | Beach Access, Pontoon Rentals
Nisswa
9.6 out of 10, Exceptional, (20 reviews)
"Great place to stay. This rental is close to Brewery and grocery store for convenience."
United States
Jennifer L.
The price is NZ$409
includes taxes & fees
25 Oct - 26 Oct
Gull Lake Rental | Beach Access, Pontoon Rentals

20. Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access

Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access
Crosby
10.0 out of 10, Exceptional, (3 reviews)
"Had a great relaxing time"
United States
David V.
The price is NZ$884
includes taxes & fees
21 Oct - 22 Oct
Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access
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

Find out more about Ossipee

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ossipee holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ossipee. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Ossipee. Seeing all the best attractions is bound to make you fall in love with Ossipee. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Ossipee short-term rentals, that won’t be hard to do.

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.