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Ossipee Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Ossipee holiday rentals

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, (88 reviews)
"We had our kids wedding here and the whole stay was enjoyable and relaxing it made for a very memorable day in our kids life together."
United States
Jeffrey
The price is HK$2,269
HK$2,631 total
includes taxes & fees
2 Aug - 3 Aug
Nature Link Resort
Interior

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, (255 reviews)
"The cabin was perfect for a weekend getaway. Very cozy, well furnished, and the host was wonderful. Main street Nisswa is adorable with a variety of shops. "
United States
Christine S.
The price is HK$1,334
HK$2,838 total
includes taxes & fees
29 Jul - 30 Jul
ENJOY this New Construction! Private! Rustic! Mollie Lake Cabin! No SMOKING/PETS
Property grounds

Heaven on Lake Edward

Heaven on Lake Edward
Nisswa
8.8 out of 10, Excellent, (9 reviews)
The price is HK$1,235
HK$5,847 total
includes taxes & fees
14 Aug - 15 Aug
Heaven on Lake Edward
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Charming 2-bedroom house with AC, WiFi in delightful Brainerd
Brainerd
8.6 out of 10, Excellent, (8 reviews)
"This property was described perfectly and was exactly what we needed, although it was a short visit, the time spent here was enjoyable."
United States
Andrea B.
The price is HK$862
HK$1,263 total
includes taxes & fees
23 Jul - 24 Jul
Charming 2-bedroom house with AC, WiFi in delightful Brainerd
Private kitchen

The Diver Duck Inn on Lake Edward, Nisswa

The Diver Duck Inn on Lake Edward, Nisswa
Nisswa
2.0 out of 10, (1 review)
"Buyer Beware- This host forced me to spend the night in a 100 degree cabin with no AC and although it wasn't listed as an amenity the host never replied to the question of "Is there AC?" Upon arrival and discovering the lack of any cooling capacity on the hottest day of the year the host denied the refund request. Combine this with the complete lack of WIFI (Advertised amenity) and you have the longest inferno of a night imaginable. Do not rent this place in the summer and be sure to consider...
United States
Bruce D.
The price is HK$1,785
HK$3,634 total
includes taxes & fees
17 Aug - 18 Aug
The Diver Duck Inn on Lake Edward, Nisswa
Interior

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, (17 reviews)
"The place was clean, spacious and nicely located. Would stay here again!"
United States
Cheryl K.
The price is HK$1,372
HK$3,511 total
includes taxes & fees
28 Jul - 29 Jul
In town, close to the trails, fully fenced in yard!
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$1,434
HK$4,166 total
includes taxes & fees
27 Jul - 28 Jul
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball
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
9.8 out of 10, Exceptional, (30 reviews)
"Location and beautiful vista!"
United States
Chuck B.
The price is HK$2,251
HK$4,354 total
includes taxes & fees
29 Jul - 30 Jul
Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.
TV, DVD player

Family-Friendly Home w/ Fire Pit in Pine River

Family-Friendly Home w/ Fire Pit in Pine River
Pine River
10.0 out of 10, Exceptional, (7 reviews)
"Loved the area, nice place for a little vacay with some friends. "
United States
Victoria H.
The price is HK$588
HK$2,130 total
includes taxes & fees
26 Jul - 27 Jul
Family-Friendly Home w/ Fire Pit in Pine River
Interior

Family-friendly Home w/ Fire Pit in Pine River

Family-friendly Home w/ Fire Pit in Pine River
3.0 star property
Pine River
10.0 out of 10, Exceptional, (2 reviews)
"The house was more than accommodating for our stay! Very clean and well stocked for a long stay. Homeowners were very easy to communicate with. Will definitely come back again."
United States
Kara
The price is HK$870
HK$2,067 total
includes taxes & fees
26 Jul - 27 Jul
Family-friendly Home w/ Fire Pit in Pine River
Exterior

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 HK$2,768
HK$3,974 total
includes taxes & fees
30 Jul - 31 Jul
New! Tiny House Couples Retreat, Outdoor Shower
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, (11 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 HK$4,869
HK$9,926 total
includes taxes & fees
13 Aug - 14 Aug
New Lakefront |Pontoon|GameRoom|Summer Fun Vibes
Smart TV, fireplace, DVD player, books

Cottage Charm

Cottage Charm
Nisswa
10.0 out of 10, Exceptional, (71 reviews)
"This house was a great place to stay! Super cute and cozy and big enough for our group. "
United States
Haley E.
The price is HK$2,156
HK$4,066 total
includes taxes & fees
12 Aug - 13 Aug
Cottage Charm
Coffee/tea maker, fridge, microwave, stovetop

Private Dock: Lakefront Family Home in Outing

Private Dock: Lakefront Family Home in Outing
Outing
9.6 out of 10, Exceptional, (17 reviews)
"This was a great cabin for a weekend getaway. "
United States
Anonymous traveller
The price is HK$1,035
HK$3,620 total
includes taxes & fees
2 Aug - 3 Aug
Private Dock: Lakefront Family Home in Outing
Coffee/tea maker, fridge, microwave, stovetop

Private Beach: Lakefront Escape in Brainerd!

Private Beach: Lakefront Escape in Brainerd!
Brainerd
9.4 out of 10, Exceptional, (13 reviews)
"The property was perfect. Gorgeous location and the home was great for our group and dogs. We loved it and would stay again. "
United States
Dawn W.
Private Beach: Lakefront Escape in Brainerd!
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$2,627
HK$4,142 total
includes taxes & fees
29 Jul - 30 Jul
Ultimate Cabin Retreat, Sauna, Firepit, Fireplace
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$2,627
HK$4,142 total
includes taxes & fees
29 Jul - 30 Jul
Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access
TV, fireplace, table football, books

Nisswa Townhome w/ Boat Slip + Gull Lake Access!

Nisswa Townhome w/ Boat Slip + Gull Lake Access!
Nisswa
9.8 out of 10, Exceptional, (14 reviews)
"Super comfortable, clean, and well located property with all the amenities you might expect. "
United States
Tim K.
Nisswa Townhome w/ Boat Slip + Gull Lake Access!
Property grounds

Cozy Log Cottage with Cedar Hot Tub on River

Cozy Log Cottage with Cedar Hot Tub on River
Pine River
10.0 out of 10, Exceptional, (1 review)
"This was a beautiful beautiful home! We loved our short getaway and would definitely recommend. The house is gorgeous and the hot tub was amazing! The lake and river is very quiet and it's extremely peaceful. Quite the nice time for our anniversary trip! Thanks so much!"
United States
Jordan
The price is HK$1,743
HK$3,345 total
includes taxes & fees
11 Aug - 12 Aug
Cozy Log Cottage with Cedar Hot Tub on River
Interior

Private Beach: Lakefront Escape in Brainerd!

Private Beach: Lakefront Escape in Brainerd!
3.0 star property
Brainerd
10.0 out of 10, Exceptional, (1 review)
"Clean "
United States
Derek
Private Beach: Lakefront Escape in Brainerd!
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

Good Ol' Days Resort

Good Ol' Days Resort

8/10 Good
"The resort and area are beautiful. The staff was very friendly. My only complaint, and it may be isolated to our specific room, was that the AC was very loud, and cycled on and off every few minutes all night, even when set fairly high (like 75). That said it was a very hot week, and ear plugs helped."
Scott 4-night trip
Posted 4 hours ago
Good Ol' Days Resort

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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Look no further and take a look at our great range of rental properties in Ossipee!

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! There is still availability to book this Summer.: This holiday home rental outside of Ossipee is located on a lake, and has a balcony, a selection of games and a BBQ to put you at ease 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.

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 Bass Lake are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Upper Mission 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.