Ossipee Holiday Rentals from €245: Search Short-Term Rentals

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Our top choices for Ossipee holiday rentals

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

Tuftonboro

Denise

includes taxes & fees

13 Sept - 14 Sept

2. Cozy Tuftonboro Escape: Steps to Private Beaches!

Center Tuftonboro

Diane S.

includes taxes & fees

13 Sept - 14 Sept

3. Private Pond Cabin with Lake Access & Fire Pit

Tuftonboro

Keith B.

includes taxes & fees

15 Sept - 16 Sept

4. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Wolfeboro

The F.

includes taxes & fees

12 Sept - 13 Sept

5. Danforth Bay Camping and RV Resort

Freedom

Jacqui

includes taxes & fees

14 Sept - 15 Sept

6. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Wolfeboro

David M.

includes taxes & fees

15 Sept - 16 Sept

7. Caretakers -Split level Pet Friendly $50 Fee

Wolfeboro

Judith

includes taxes & fees

14 Sept - 15 Sept

Classic Apartment, Non Smoking | Private kitchen

8. 9 Lake Street

Wolfeboro

Roog

includes taxes & fees

12 Oct - 13 Oct

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Top Ossipee Hotel Reviews

Mill Falls Resort Collection at the Lake

10/10 Excellent

"Our room was clean, facility was clean, as well. We used the outdoor pool and the pool bathrooms which were tidy. There was some details of the windowsill and the sliding door off our room that needed attention as well as outside, but, my husband and I are very observant of such things while most others may not notice. None detracted from the beauty of the Inn or its' location. We will return again!!"

Purity Spring Resort

10/10 Excellent

"My daughter and I went to Purity Spring Resort for an overnight trip and relaxation and it did not disappoint! We were in the Inn, which is the asme building as the restaurant. Although we could hear a little noise from the hallway and the game room, we found the location to be very convenient. We were right next to the restaurant and directly across from the check-in, pool, hot tub and lake. There were plenty of beach chairs, paddleboards, kayaks and canoes and we found the lake to be incredibly peaceful and beautiful. We had dinner at the restaurant, which was pretty good, we preferred the breakfast by the lake, which was so nice. There was a great little shop not far down the street, maybe a 5 min drive, with all sorts of cute little treats and home goods and a great ice cream shop called Betty Sue's. Highly recommend it if you're looking for a relaxing and quiet getaway."

Charming 3-bedroom house with WiFi, AC in delightful Moultonborough

10/10 Excellent

"We had a good time staying here. Loved the sky lights and the big window, made it cheery even when it rained. Not far from Canoe Restaurant, our favorite! Not far from the old Country Store and all kinds of fun places. All the beds were great! Big! Thank you for having us."

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, apart-hotels, 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 €245 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 a holiday rental 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.

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

Stunning Waterfront Home with Boat Dock, swim, boating. Bike & skiing nearby.: This holiday home rental outside of Ossipee is located on a lake, and has a balcony, 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 are there in Ossipee?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossipee stay.

What’s there to see and do in Ossipee?

While exploring the area, visit family-friendly sights like Stand Up Paddleboard NH, or get outside and enjoy nature at Duncan Lake. In the wider area, you’ll find Belleau Lake and Ossipee Lake Trail.

What’s a holiday rental in Ossipee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossipee. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.

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Check prices for these dates

Our top choices for Ossipee holiday rentals

1. Cozy Tuftonboro Escape: Steps to Private Beaches!

2. Cozy Tuftonboro Escape: Steps to Private Beaches!

3. Private Pond Cabin with Lake Access & Fire Pit