Ossipee Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Ossipee holiday rentals

Smart TV, fireplace, books

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, (16 reviews)
"Great stay, very comfortable and great views"
United States
Kirsten B.
The price is HK$1,333
HK$3,325 total
includes taxes & fees
29 Apr - 30 Apr
Cozy cabin w hot tub & fireplace, near Nisswa/crosslake
Premium bedding, pillow-top beds, blackout curtains, free WiFi

Nature Link Resort

Nature Link Resort
3.0 star property
Nisswa
9.8 out of 10, Exceptional, (82 reviews)
"Great place"
United States
Andrey
The price is HK$1,411
HK$1,636 total
includes taxes & fees
29 Apr - 30 Apr
Nature Link Resort
Exterior

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, (26 reviews)
"Such a beautiful and peaceful place to get away. The host was very welcoming and super easy to work with. The christmas decorations made the place so joyous and festive."
United States
Jon L.
The price is HK$2,244
HK$6,674 total
includes taxes & fees
29 Apr - 30 Apr
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks
Smart TV, fireplace, ping pong, books

Eagle`s Nest - Main House

Eagle`s Nest - Main House
Brainerd
10.0 out of 10, Exceptional, (4 reviews)
"Well equipped and maintained property in a very nice location. "
United States
Harvey E.
The price is HK$2,742
HK$7,277 total
includes taxes & fees
29 Apr - 30 Apr
Eagle`s Nest - Main House
Smart TV, fireplace, books, computer monitors

Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!

Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!
Fifty Lakes
The price is HK$1,022
HK$2,519 total
includes taxes & fees
11 May - 12 May
Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!
Smart TV, fireplace, DVD player, books

New Lakefront |Pontoon|GameRoom|Summer Fun Vibes

New Lakefront |Pontoon|GameRoom|Summer Fun Vibes
Crosslake
10.0 out of 10, Exceptional, (8 reviews)
"Very fun place to stay with grocery stores nearby! Beautiful scenery, and the gameroom was a big hit! Host was very welcoming and easy to chat with! "
United States
Aigner V.
The price is HK$1,802
HK$6,128 total
includes taxes & fees
29 Apr - 30 Apr
New Lakefront |Pontoon|GameRoom|Summer Fun Vibes
Interior

Log home nestled in tall pines near Norway Lake

Log home nestled in tall pines near Norway Lake
Pine River
10.0 out of 10, Exceptional, (44 reviews)
"Awesome cabin!"
United States
Dean G.
The price is HK$1,645
HK$3,222 total
includes taxes & fees
30 Apr - 1 May
Log home nestled in tall pines near Norway Lake
Terrace/patio

Ultimate Cabin Retreat, Sauna, Firepit, Fireplace

Ultimate Cabin Retreat, Sauna, Firepit, Fireplace
Crosby
10.0 out of 10, Exceptional, (8 reviews)
"Great place, excellent location"
United States
MTB 7.
The price is HK$1,959
HK$3,248 total
includes taxes & fees
30 Apr - 1 May
Ultimate Cabin Retreat, Sauna, Firepit, Fireplace
Smart TV, DVD player, books

Dock, Firepit & Cuyuna Trails at Serpent Lake

Dock, Firepit & Cuyuna Trails at Serpent Lake
Crosby
9.8 out of 10, Exceptional, (97 reviews)
"Loved every minute of our stay."
United States
Jerald G.
The price is HK$4,943
HK$6,663 total
includes taxes & fees
29 Apr - 30 Apr
Dock, Firepit & Cuyuna Trails at Serpent Lake
Terrace/patio

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, (33 reviews)
"Lovely stay! Very cozy and a perfect getaway.Host was very accommodating!"
United States
Lana F.
The price is HK$1,127
HK$1,746 total
includes taxes & fees
29 Apr - 30 Apr
Lakeside Comfort in the Heart of Gull Lake, Beach Access, Boat Rentals
Fridge, microwave, oven, stovetop

NEW DESIGN~Summer on Chain of Lakes~Kings~Game Room

NEW DESIGN~Summer on Chain of Lakes~Kings~Game Room
Crosslake
9.6 out of 10, Exceptional, (43 reviews)
"Wonderful property with lots of space and amenities to have a good time. Responsive host, too!"
United States
Andrea M.
The price is HK$3,418
HK$8,988 total
includes taxes & fees
29 Apr - 30 Apr
NEW DESIGN~Summer on Chain of Lakes~Kings~Game Room
Smart TV, fireplace

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 HK$1,959
HK$3,298 total
includes taxes & fees
29 Apr - 30 Apr
Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access
Exterior detail

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, (4 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 HK$1,187
HK$3,866 total
includes taxes & fees
11 May - 12 May
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball
Smart TV, video games, table football, ping pong

Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!

Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!
Baxter
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were great, very nice property that was welcoming for a smaller family get together over new years."
United States
Erik T.
The price is HK$1,052
HK$4,101 total
includes taxes & fees
29 Apr - 30 Apr
Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!
Outdoor dining

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
9.6 out of 10, Exceptional, (23 reviews)
"This was exactly what we were looking for! Very quiet and lovely view of the lake. A peaceful retreat. The cabin was clean and well appointed. A marvelous time getting away from all the hubbub. We enjoyed our stay."
United States
Rene
The price is HK$1,300
HK$3,179 total
includes taxes & fees
6 May - 7 May
Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.
Outdoor spa tub

Lake Edward Retreat, Hot Tub, Game Rm, Mins to Nisswa

Lake Edward Retreat, Hot Tub, Game Rm, Mins to Nisswa
Nisswa
10.0 out of 10, Exceptional, (14 reviews)
"So many good things to say about this property...It was private, newly finished, well equipped, comfortable beds, conveniently located, on a lake, hot tub!It really was exceptional for a lake stay! "
United States
Brian O.
The price is HK$1,403
HK$4,561 total
includes taxes & fees
4 May - 5 May
Lake Edward Retreat, Hot Tub, Game Rm, Mins to Nisswa
Outdoor dining

Golf Sim, Sauna, Lakefront Hot Tub & Stargazing

Golf Sim, Sauna, Lakefront Hot Tub & Stargazing
Crosslake
The price is HK$2,202
HK$7,993 total
includes taxes & fees
29 Apr - 30 Apr
Golf Sim, Sauna, Lakefront Hot Tub & Stargazing
Marina

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
9.6 out of 10, Exceptional, (25 reviews)
"Good place to stay. Besides we couldn’t figure out the lock. Exactly what we needed. A nice bed and kitchen/laundry for the night! "
United States
Karen L.
The price is HK$1,058
HK$1,977 total
includes taxes & fees
5 May - 6 May
Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort
Dining

Cozy on the lake home, close to several lakes!

Cozy on the lake home, close to several lakes!
Pequot Lakes
10.0 out of 10, Exceptional, (2 reviews)
"we enjoyed our stay, we had everything we needed. Easy lake access with a nice pier and fire pit. We also enjoyed the back deck and sunroom. We hope to come back!"
United States
Kelly R.
The price is HK$1,324
HK$3,408 total
includes taxes & fees
29 Apr - 30 Apr
Cozy on the lake home, close to several lakes!
Property grounds

Fishing cabin in the pines! 50 acres of lakeshore & forest Hear the loons call.

Fishing cabin in the pines! 50 acres of lakeshore & forest Hear the loons call.
Deerwood
9.0 out of 10, Wonderful, (9 reviews)
"The stay was amazing and the lake was quiet, we enjoyed the lake, cabin and the local area! "
United States
Brittany L.
The price is HK$1,881
HK$2,415 total
includes taxes & fees
17 May - 18 May
Fishing cabin in the pines! 50 acres of lakeshore & forest Hear the loons call.
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

Country Inn & Suites by Radisson, Baxter, MN

Country Inn & Suites by Radisson, Baxter, MN

8/10 Good
"Room was mostly clean and comfortable. Counterop in bathroom had some sticky pink spots on it (looked like some kind of make-up or lip gloss maybe)? Hotel doesn't have an elevator, which I'm not sure how they can get away with. Only 2 stories, so not a huge deal to carry luggage up. Entry ways on side door entrances were kind of dingy and pavement stained. Staff was friendly. Didn't partake in breakfast or pool, but they looked nice. Shower is a bit odd in that it's just one solid 1/2 panel with no sliding door so the shower splashes out all over the place. Not a great design. QR code on the nightstand for tipping did not include the name of the housekeeping person on my card, so had to tip cash. May want to make sure all the staff are in the directory so we can tip them. Fairly quiet hotel, but also a Sunday evening stay. Appreciated the vending machines with snacks and beverages. Also a Holidya/Circle K store right next door, so easy to grab snacks. Overall it was good and priced appropriately. Fresh cookies and coffee in the lobby is a really nice touch!"
Brian 1-night trip
Posted 13 hours ago
Country Inn & Suites by Radisson, Baxter, MN

Find out more about Ossipee

Search for holiday rentals in Ossipee on Expedia! You can easily find your home rentals, villas, holiday apartments in Ossipee using one of the methods below:

  • View our selection of featured holiday rentals in Ossipee
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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?

The Pearl. Log Cabin in woods. Sauna/Wood Fireplace/Pets ok.: This holiday home rental outside of Ossipee is located in a rural location, and has a fireplace, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Mississippi River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Mission Lake Wildlife Management Area and Bass Lake.

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.