Ossipee Vacation Rentals from ￥36,055: Search Short-Term Rentals

Q: What's the top vacation rental in Ossipee?

Eagle Pines: Rare, Beautiful North Shore of Gull Lake : You might want to consider this vacation rental near Ossipee, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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In two weeks

In two months

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Our top choices for Ossipee vacation rentals

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

Crosby

￥70,526 total

includes taxes & fees

Sep 1 - Sep 2

2. Cozy Gull Lake View Cottage

Lake Shore

￥34,081 total

includes taxes & fees

Sep 1 - Sep 2

3. Cozy Gull Lake Getaway

Lake Shore

￥29,263 total

includes taxes & fees

Sep 1 - Sep 2

4. Cozy Gull Lake Getaway

Lake Shore

￥29,267 total

includes taxes & fees

Aug 25 - Aug 26

5. Cozy Gull Lake Getaway

Lake Shore

￥29,401 total

includes taxes & fees

Sep 1 - Sep 2

6. Cozy Gull Lake Getaway

Lake Shore

￥27,774 total

includes taxes & fees

Sep 1 - Sep 2

7. Cozy Gull Lake Getaway

Lake Shore

￥28,029 total

includes taxes & fees

Sep 1 - Sep 2

8. Cozy Gull Lake Getaway

Lake Shore

￥29,983 total

includes taxes & fees

Sep 1 - Sep 2

9. Nature Link Resort

Nisswa

Jeffrey

￥36,055 total

includes taxes & fees

Sep 7 - Sep 8

10. ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS

Nisswa

Michelle O.

￥53,976 total

includes taxes & fees

Sep 6 - Sep 7

11. Heaven on Lake Edward

Nisswa

Lynsey C.

￥123,371 total

includes taxes & fees

Aug 24 - Aug 25

12. The Diver Duck Inn on Lake Edward, Nisswa

Nisswa

"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...

Cathy

￥64,535 total

includes taxes & fees

Sep 13 - Sep 14

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

Breezy Point

Michelle O.

￥46,151 total

includes taxes & fees

Sep 1 - Sep 2

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

Brainerd

￥48,958 total

includes taxes & fees

Sep 3 - Sep 4

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

Ironton

Nancy B.

￥83,646 total

includes taxes & fees

Sep 3 - Sep 4

16. Charming 2-bedroom house with AC, WiFi in delightful Brainerd

Brainerd

Andrea B.

￥23,795 total

includes taxes & fees

Aug 20 - Aug 21

17. New! Tiny House Couples Retreat, Outdoor Shower

Ironton

Jorge R.

18. PRIVATE BEACH + GULL LAKE CHAIN + SHOP NISSWA + LILY PAD + GAME ROOM

Nisswa

marcy b.

￥92,614 total

includes taxes & fees

Aug 23 - Aug 24

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

Crosby

Tracy Z.

￥85,778 total

includes taxes & fees

Sep 15 - Sep 16

20. Gull Lake Condo for Rent | Boat Rentals Available

Nisswa

Kelly N.

￥46,626 total

includes taxes & fees

Sep 13 - Sep 14

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Top Ossipee Hotel Reviews

Cragun's Resort & Hotel

8/10 Good

"Amazing Staff & Experience We had such an amazing trip to Cragun’s Resort! The resort itself was beautiful, but what really made our experience special was the staff. Everyone we interacted with was so friendly, welcoming, and genuinely helpful. You could tell they really cared about making sure guests had a great experience. Honestly, the staff made the trip for us. Their kindness and positive attitudes made us feel so welcomed and taken care of. We had such a wonderful time and are already looking forward to coming back! Thank you to the entire Cragun’s team for helping make our trip so memorable! ❤️"

Ruttger's Bay Lake Resort

10/10 Excellent

"The room was clean, comfortable and plenty of room. The staff was so helpful from the money we checked in. We were traveling with our boat that we needed to charge batteries for. I asked at check in where the best place to do this would be. The staff was unsure, but their answer was perfect. “I’m not sure, but I will find out”. They told me they would call my cell phone when they did. But when we pulled up to where we were staying, a young man from the front desk met us there and showed us where to plug our extension cord into. He eve brought his cell phone and charger to check the outlet. Service with a smile and going the extra mile!"

Find out more about Ossipee

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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?

Eagle Pines: Rare, Beautiful North Shore of Gull Lake: You might want to consider this vacation rental near Ossipee, which is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Mississippi River and Lower Mission Lake.

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.

Room 1

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Check prices for these dates

Our top choices for Ossipee vacation rentals

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

2. Cozy Gull Lake View Cottage

3. Cozy Gull Lake Getaway

4. Cozy Gull Lake Getaway

5. Cozy Gull Lake Getaway

6. Cozy Gull Lake Getaway

7. Cozy Gull Lake Getaway

8. Cozy Gull Lake Getaway

9. Nature Link Resort

10. ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS

11. Heaven on Lake Edward

12. The Diver Duck Inn on Lake Edward, Nisswa

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

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

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

16. Charming 2-bedroom house with AC, WiFi in delightful Brainerd

17. New! Tiny House Couples Retreat, Outdoor Shower

18. PRIVATE BEACH + GULL LAKE CHAIN + SHOP NISSWA + LILY PAD + GAME ROOM

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

20. Gull Lake Condo for Rent | Boat Rentals Available

Find vacation rentals that suit your style

Top Ossipee Hotel Reviews

Cragun's Resort & Hotel

Nisswa Hotel and Suites

Super 8 by Wyndham Baxter/Brainerd Area

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

Nature Link Resort

Ruttger's Bay Lake Resort

Quality Inn & Suites Brainerd

Days Inn & Suites by Wyndham Baxter Brainerd Area

AmericInn by Wyndham Baxter Brainerd

Find out more about Ossipee

Frequently asked questions

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