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Ossipee Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Ossipee vacation 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, (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.
$453 nightly
The price is $486
Oct 21 - Oct 22
Total with taxes and fees
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
$211 nightly
The price is $227
Nov 1 - Nov 2
Total with taxes and fees
Nature Link Resort
A large red building with multiple levels, a dock with boats, and a crowd of people.

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.
$237 nightly
The price is $254
Oct 14 - Oct 15
Total with taxes and fees
Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort
A fire pit with chairs and tables, a dock, and a lake view.

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
$203 nightly
The price is $215
Oct 28 - Oct 29
Total with taxes and fees
Wake Up at the Lake | Waterfront Condo | Sleeps 8
A cozy cabin interior with a stone fireplace, wooden walls, a large window, and a comfortable seating area.

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
$461 nightly
The price is $495
Oct 22 - Oct 23
Total with taxes and fees
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.

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.
$329 nightly
The price is $353
Oct 12 - Oct 13
Total with taxes and fees
In town, close to the trails, fully fenced in yard!
A covered outdoor seating area with wooden beams, string lights, and a view of a lake and trees.

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 traveler
$377 nightly
The price is $405
Nov 1 - Nov 2
Total with taxes and fees
Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.
A kitchen with a large window, a sink, and wooden countertops.

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
$377 nightly
The price is $405
Oct 19 - Oct 20
Total with taxes and fees
The Diver Duck Inn on Lake Edward, Nisswa
A kitchen with wooden cabinets, a black refrigerator, a microwave, and a window with a view of greenery.

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.
$141 nightly
The price is $142
Oct 28 - Oct 29
Total with taxes and fees
Cozy Gull Lake Getaway
A porch with two black-framed glass doors, a bench, and a sign that reads "Welcome Play Retreat."

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.
$429 nightly
The price is $461
Oct 12 - Oct 13
Total with taxes and fees
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball
A small wooden desk with a chair, a lamp, a framed picture, and a toy bicycle.

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
$387 nightly
The price is $415
Oct 12 - Oct 13
Total with taxes and fees
Brand new listing, be the first to stay at this charming downtown Crosby home.
A cabin with a deck, a table, and chairs, overlooking a lake.

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.
$319 nightly
The price is $343
Oct 17 - Oct 18
Total with taxes and fees
Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4
A cozy cabin interior with a fireplace, wooden floors, a dining area, and a kitchen.

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.
$320 nightly
The price is $344
Oct 12 - Oct 13
Total with taxes and fees
LOG CABIN w/ HOT TUB in BRAINERD - PARADISE NORTH
A cabin with a stone pathway leading to the entrance, surrounded by trees.

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.
$815 nightly
The price is $882
Oct 28 - Oct 29
Total with taxes and fees
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks
A spacious log cabin interior with a dining area, sofas, and a stone fireplace.

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.
$726 nightly
The price is $786
Oct 13 - Oct 14
Total with taxes and fees
Arcade, Pool Table & Lakefront Fireplace
A spacious log cabin interior with a wooden staircase, leather sofas, a dining area, and a ceiling fan.

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.
$566 nightly
The price is $608
Oct 12 - Oct 13
Total with taxes and fees
4.5 Acre Hidden Gem Minutes from Golf, Hiking, Downtown, Wedding Venues
A waterfront property with two-story houses, a sandy beach, and a calm lake.

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.
$223 nightly
The price is $236
Oct 25 - Oct 26
Total with taxes and fees
Step Outside & You're at the Lake | Beach Access & Boat Rentals Available
A waterfront property with two-story houses, a sandy beach, and a calm lake.

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)
"Perfect location and accommodations!"
United States
Crystal P.
$196 nightly
The price is $208
Oct 25 - Oct 26
Total with taxes and fees
Gull Lake Condo for Rent | Boat Rentals Available
A fire pit with chairs and tables, a dock, and a lake view.

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.
$218 nightly
The price is $231
Oct 25 - Oct 26
Total with taxes and fees
Gull Lake Rental | Beach Access, Pontoon Rentals
A modern living room with large windows, a fireplace, and a dining area.

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.
$466 nightly
The price is $500
Oct 20 - Oct 21
Total with taxes and fees
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

Days Inn & Suites by Wyndham Baxter Brainerd Area

Days Inn & Suites by Wyndham Baxter Brainerd Area

10/10 Excellent
"Great hotel for the price. Staff was friendly and room was clean!"
Ann 1-night trip
Posted 13 hours ago
Days Inn & Suites by Wyndham Baxter Brainerd Area

Find out more about Ossipee

Everything you need to know about Ossipee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ossipee vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ossipee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $208 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Ossipee?

Yes, you can find vacation rentals close to popular attractions in Ossipee, or you can select a more secluded option if you'd like a relaxing place to stay. Ossipee is known for its lake views.

What's the top vacation rental in Ossipee?

New Lake Home - 20 beds, sandy beach, volleyball, game room, sauna, boat rental!: You might want to consider this vacation rental near Ossipee, which offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Ossipee?

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

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 vacation rentals like in Ossipee?

Vacation rentals are private accommodations you can book for several days or longer in Ossipee. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.