Ossipee Holiday Rentals

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Our top choices for Ossipee holiday rentals

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, (14 reviews)
"The property is beautiful and cozy."
United States
Amy O.
The price is NZ$802
includes taxes & fees
29 Apr - 30 Apr
Cozy cabin w hot tub & fireplace, near Nisswa/crosslake

Nature Link Resort

Nature Link Resort
3.0 star property
Nisswa
9.8 out of 10, Exceptional, (80 reviews)
"Beautiful accommodations."
United States
Garrett
The price is NZ$345
includes taxes & fees
9 Apr - 10 Apr
Nature Link Resort

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 NZ$546
includes taxes & fees
7 Apr - 8 Apr
Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!

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, (24 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 NZ$393
includes taxes & fees
6 Apr - 7 Apr
Winter, Spring, Summer or Fall, this place has it all! In Breezy Point Resort

Your Gull Lake Reset Awaits | Bay Colony Condo | Sleeps 8

Your Gull Lake Reset Awaits | Bay Colony Condo | Sleeps 8
Nisswa
9.8 out of 10, Exceptional, (35 reviews)
"Customer service was great, location, beach and water front great, family friendly. "
United States
Kelly N.
The price is NZ$350
includes taxes & fees
7 Apr - 8 Apr
Your Gull Lake Reset Awaits | Bay Colony Condo | Sleeps 8

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 NZ$702
includes taxes & fees
13 Apr - 14 Apr
Cuyuna Lake cabin retreat. Fish, hike, bike trails, star gazing, mins to town.

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
9.4 out of 10, Exceptional, (3 reviews)
"Great location, beautiful home, fun stay, good value"
United States
Northwoods C.
The price is NZ$846
includes taxes & fees
6 Apr - 7 Apr
Lake View, Speakeasy, Sauna, Arcade, Ping Pong, Kayaks, Disc Golf, Poker, B-Ball

Trout Lake Cabin Retreat

Trout Lake Cabin Retreat
Crosslake
The price is NZ$1,211
includes taxes & fees
12 Apr - 13 Apr
Trout Lake Cabin Retreat

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, (16 reviews)
"The place was clean, spacious and nicely located. Would stay here again!"
United States
Cheryl K.
In town, close to the trails, fully fenced in yard!

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 NZ$679
includes taxes & fees
16 Apr - 17 Apr
Ultimate Cabin Retreat, Sauna, Firepit, Fireplace

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 NZ$704
includes taxes & fees
7 Apr - 8 Apr
Log home nestled in tall pines near Norway Lake

Cozy 3 Bedroom Bungalow near Lake, Fishing, Snowmobiling

Cozy 3 Bedroom Bungalow near Lake, Fishing, Snowmobiling
Pequot Lakes
8.8 out of 10, Excellent, (20 reviews)
"Clean great location"
United States
Jeremy L.
The price is NZ$694
includes taxes & fees
6 Apr - 7 Apr
Cozy 3 Bedroom Bungalow near Lake, Fishing, Snowmobiling

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, (25 reviews)
"We had a girls trip and absolutely loved this cabin! Cabin was exactly as described and the owners were very responsive and helpful. We would definitely stay here again. Hot tub was great since it was cold while we were there!"
United States
Chelsea B.
The price is NZ$1,438
includes taxes & fees
6 Apr - 7 Apr
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks

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, (17 reviews)
"Great place to stay. Very cozy and clean and within close range of all Brainerd has to offer."
United States
Dan C.
The price is NZ$905
includes taxes & fees
14 Apr - 15 Apr
Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!

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 NZ$1,322
includes taxes & fees
6 Apr - 7 Apr
New Lakefront |Pontoon|GameRoom|Summer Fun Vibes

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 NZ$1,566
includes taxes & fees
6 Apr - 7 Apr
Eagle`s Nest - Main House

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, (6 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 NZ$283
includes taxes & fees
23 Apr - 24 Apr
Charming 2-bedroom house with AC, WiFi in delightful Brainerd

The Painted Turtle: Lakefront, Hot Tub, Sauna, Theater, Game Room, Playset

The Painted Turtle: Lakefront, Hot Tub, Sauna, Theater, Game Room, Playset
Nisswa
10.0 out of 10, Exceptional, (2 reviews)
"Very communicative host, very clean, beautiful and inviting cabin and everything was above an average stay from the towel softness and quality to the cozy bedding and pillows and just all the extras on the property it’s truly an amazing stay and I would recommend to anyone and will hopefully get the chance to stay again soon! "
United States
Jenine T.
The price is NZ$957
includes taxes & fees
8 Apr - 9 Apr
The Painted Turtle: Lakefront, Hot Tub, Sauna, Theater, Game Room, Playset

New! Tiny House Couples Retreat, Outdoor Shower

New! Tiny House Couples Retreat, Outdoor Shower
Ironton
10.0 out of 10, Exceptional, (7 reviews)
"Great place"
United States
Jorge R.
The price is NZ$594
includes taxes & fees
7 Apr - 8 Apr
New! Tiny House Couples Retreat, Outdoor Shower

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 NZ$674
includes taxes & fees
8 Apr - 9 Apr
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

Find out more about Ossipee

Everything you need to know about Ossipee holiday rentals

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

Ossipee holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossipee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossipee holiday rentals we have selected for you start as low as NZ$345 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee holiday 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 holiday.

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. 

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?

Family Getaway on Two Private Lakes: This holiday home rental outside of Ossipee is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Bass Lake and Upper Mission 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.