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Ossipee Vacation Rentals

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Our top choices for Ossipee vacation rentals

1. 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, (31 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 CA $473
CA $1,271 total
includes taxes & fees
Sep 7 - Sep 8
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks

2. Lakeside Comfort in the Heart of Gull Lake, Beach Access, Boat Rentals

Lakeside Comfort in the Heart of Gull Lake, Beach Access, Boat Rentals
Nisswa
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful property, great location, & excellent communication"
United States
Brittany R.
The price is CA $277
CA $404 total
includes taxes & fees
Sep 27 - Sep 28
Lakeside Comfort in the Heart of Gull Lake, Beach Access, Boat Rentals

3. Lakefront Beach & Sauna Retreat

Lakefront Beach & Sauna Retreat
Baxter
The price is CA $554
CA $1,512 total
includes taxes & fees
Oct 5 - Oct 6
Lakefront Beach & Sauna Retreat

4. Nature Link Resort

Nature Link Resort
3.0 star property
Nisswa
9.8 out of 10, Exceptional, (96 reviews)
"Very quiet and clean. Good couples getaway"
United States
Kari
The price is CA $247
CA $305 total
includes taxes & fees
Sep 29 - Sep 30
Nature Link Resort

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

ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS
Nisswa
10.0 out of 10, Exceptional, (263 reviews)
"Great cabin, super clean, and well cared for. The host was so easy to communicate with and we cannot wait to come back again."
United States
Michelle O.
The price is CA $186
CA $438 total
includes taxes & fees
Sep 6 - Sep 7
ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS

6. 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, (37 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 CA $222
CA $391 total
includes taxes & fees
Sep 14 - Sep 15
Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort

7. The Diver Duck Inn on Lake Edward, Nisswa

The Diver Duck Inn on Lake Edward, Nisswa
Nisswa
4.0 out of 10, (5 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 CA $292
CA $612 total
includes taxes & fees
Sep 15 - Sep 16
The Diver Duck Inn on Lake Edward, Nisswa

8. Heaven on Lake Edward

Heaven on Lake Edward
Nisswa
8.8 out of 10, Excellent, (11 reviews)
"The cabin was perfect and same with the view— there for a wedding and was a perfect place to stay!"
United States
Lynsey C.
The price is CA $380
CA $1,227 total
includes taxes & fees
Sep 29 - Sep 30
Heaven on Lake Edward

9. 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, (21 reviews)
"Pet friendly and very clean. Everything you need to cook is there. Quiet neighborhood too."
United States
Greg J.
The price is CA $156
CA $514 total
includes taxes & fees
Sep 15 - Sep 16
In town, close to the trails, fully fenced in yard!

10. 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 CA $551
CA $773 total
includes taxes & fees
Sep 21 - Sep 22
Wilderness Resort Villas

11. Fawn Lake Retreat | Pontoon, Beach & Game Room

Fawn Lake Retreat | Pontoon, Beach & Game Room
Crosslake
10.0 out of 10, Exceptional, (12 reviews)
"Perfect for our reunion of friends and family who were staying in Brainerd Lakes for golf trip "
United States
Jacob A.
The price is CA $347
CA $1,116 total
includes taxes & fees
Sep 8 - Sep 9
Fawn Lake Retreat | Pontoon, Beach & Game Room

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, (20 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 CA $276
CA $421 total
includes taxes & fees
Sep 13 - Sep 14
Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4

13. 16 Mi to Mount Ski Gull: Pequot Lakes Cabin

16 Mi to Mount Ski Gull: Pequot Lakes Cabin
Pequot Lakes
9.8 out of 10, Exceptional, (21 reviews)
"Enjoyed our stay very much! Will stay again!"
United States
Meagan
The price is CA $189
CA $723 total
includes taxes & fees
Sep 13 - Sep 14
16 Mi to Mount Ski Gull: Pequot Lakes Cabin

14. 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
9.6 out of 10, Exceptional, (5 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 CA $220
CA $694 total
includes taxes & fees
Sep 29 - Sep 30
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball

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

Charming 2-bedroom house with AC, WiFi in delightful Brainerd
Brainerd
8.8 out of 10, Excellent, (13 reviews)
"This was a simple and clean booking. Would book again."
United States
John M.
The price is CA $152
CA $222 total
includes taxes & fees
Sep 7 - Sep 8
Charming 2-bedroom house with AC, WiFi in delightful Brainerd

16. 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, (37 reviews)
"Best view for the person cooking! Really nice place at the end of a road so very peaceful!"
United States
Nancy B.
The price is CA $362
CA $723 total
includes taxes & fees
Sep 20 - Sep 21
Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.

17. New! Tiny House Couples Retreat, Outdoor Shower

New! Tiny House Couples Retreat, Outdoor Shower
Ironton
10.0 out of 10, Exceptional, (9 reviews)
"Great place"
United States
Jorge R.
The price is CA $407
CA $601 total
includes taxes & fees
Sep 21 - Sep 22
New! Tiny House Couples Retreat, Outdoor Shower

18. Gull Lake Condo for Rent | Boat Rentals Available

Gull Lake Condo for Rent | Boat Rentals Available
Nisswa
9.8 out of 10, Exceptional, (41 reviews)
"Customer service was great, location, beach and water front great, family friendly. "
United States
Kelly N.
The price is CA $244
CA $360 total
includes taxes & fees
Sep 29 - Sep 30
Gull Lake Condo for Rent | Boat Rentals Available

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 CA $230
CA $587 total
includes taxes & fees
Sep 7 - Sep 8
Brand new listing, be the first to stay at this charming downtown Crosby home.

20. 16 Mi to Mount Ski Gull: Pequot Lakes Cabin

16 Mi to Mount Ski Gull: Pequot Lakes Cabin
3.0 star property
Pequot Lakes
The price is CA $250
CA $712 total
includes taxes & fees
Sep 13 - Sep 14
16 Mi to Mount Ski Gull: Pequot Lakes Cabin
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 vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

PONTOON INCLUDED-Prime Location to Main St Nisswa & Paul Bunyan Trail!: You might want to consider this vacation home 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. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

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.