Ossipee Holiday Rentals from NZ$378: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Ossipee has to offer?

Eagle Pines: Rare, Beautiful North Shore of Gull Lake : This holiday home rental outside of Ossipee is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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In two weeks

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Our top choices for Ossipee holiday rentals

1. Nature Link Resort

Nisswa

Jeffrey

includes taxes & fees

7 Sept - 8 Sept

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

Nisswa

Michelle O.

includes taxes & fees

6 Sept - 7 Sept

3. Heaven on Lake Edward

Nisswa

Lynsey C.

includes taxes & fees

24 Aug - 25 Aug

4. 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

includes taxes & fees

13 Sept - 14 Sept

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

Breezy Point

Michelle O.

includes taxes & fees

22 Sept - 23 Sept

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

Brainerd

includes taxes & fees

3 Sept - 4 Sept

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

Ironton

Nancy B.

includes taxes & fees

3 Sept - 4 Sept

8. 16 Mi to Mount Ski Gull: Pequot Lakes Cabin

Pequot Lakes

Meagan

includes taxes & fees

13 Sept - 14 Sept

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Top Ossipee Hotel Reviews

Pine Peaks Lodge & Suites

10/10 Excellent

"all good"

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

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$378 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?

Eagle Pines: Rare, Beautiful North Shore of Gull Lake: This holiday home rental outside of Ossipee is located on a lake, and has a fireplace, a patio and a BBQ 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 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 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 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.

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Check prices for these dates

Our top choices for Ossipee holiday rentals

1. Nature Link Resort

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

3. Heaven on Lake Edward

4. The Diver Duck Inn on Lake Edward, Nisswa

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

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

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

8. 16 Mi to Mount Ski Gull: Pequot Lakes Cabin

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

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

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

12. Good Times, Great Lake | Bay Colony Condo | Sleeps 8

13. New! Tiny House Couples Retreat, Outdoor Shower

14. 16 Mi to Mount Ski Gull: Pequot Lakes Cabin

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

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

17. Peaceful Cabin on Whitefish Chain

18. Lakefront Cabin with Private Beach, Hot Tub and Sauna

19. Cozy 3 Bedroom Bungalow near Lake, Fishing, Snowmobiling

20. Ultimate Cabin Retreat, Sauna, Firepit, Fireplace

Find holiday rentals that suit your style

Top Ossipee Hotel Reviews

Pine Peaks Lodge & Suites

Country Inn Deerwood

Nisswa Hotel and Suites

Cragun's Resort & Hotel

Nature Link Resort

Ruttger's Bay Lake Resort

Days Inn & Suites by Wyndham Baxter Brainerd Area

AmericInn by Wyndham Baxter Brainerd

Newly Remodeled Lakefront Cabin w/ Hot Tub & Private Dock

Find out more about Ossipee

Frequently asked questions

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