Holiday Rentals in Ossipee

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Holiday Rentals in Ossipee

Holiday Home in Chocorua

10.0 out of 10, Exceptional, (16)
"Beautiful house with great amenities. "
United States
Bill P.
The price is €433
includes taxes & fees
1 Dec - 2 Dec
Baby Chocorua A Frame in the mountains sleeps 9

Holiday Home in Conway

10.0 out of 10, Exceptional, (147)
"What a perfect home for a family vacation! Close to everything and Sue and Ron were always easily accessible if needed. Such a beautiful home!"
United States
Karen C.
Modern rustic lodge set in the White Mountains and minutes from North Conway.

Cabin in Conway

10.0 out of 10, Exceptional, (90)
"Great place in a nice location. We stayed one night on our way up to Maine. Marianne’s place was perfect. She welcomed us and our pup making for a nice experience. Thanks!"
United States
Erich L.
The price is €213
includes taxes & fees
1 Dec - 2 Dec
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Holiday Home in Gilford

7.8 out of 10, Good, (45)
"The home was perfect for our stay! "
United States
Amy S.
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

Holiday Home in Eaton

9.6 out of 10, Exceptional, (99)
"Overall fantastic property! the view from the porch was incredible and the house was beautiful. Sadly Wi-Fi was out all weekend but didn't mind being unplugged. "
United States
Charles W.
Grand Blanc Mountain Home

Holiday Home in Conway

9.4 out of 10, Exceptional, (16)
"Very lovely home. Great location. "
United States
Lauren A.
Mountain View Home with Hot Tub – Sleeps 10

Holiday Home in Conway

9.8 out of 10, Exceptional, (27)
"The place was clean and everything like the description! Will definitely book this again for me and my family!!"
United States
Amy P.
The price is €1,258
includes taxes & fees
1 Dec - 2 Dec
Expansive lodge| 9 Br | Indoor Pool | Sauna | Game Room | 3 Bath

Condo in Settlers Green

8.0 out of 10, Very good, (40)
"Centrally located was perfect for what we needed while on a job up here but we are definitely coming back for a vacation "
United States
James N.
The price is €186
includes taxes & fees
1 Dec - 2 Dec
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

Holiday Home in Alton

8.6 out of 10, Excellent, (67)
"We had such a nice time! The lake is gorgeous and everything we hoped for."
United States
Kirby L.
The price is €800
includes taxes & fees
26 Dec - 27 Dec
New Lakefront Home sleeps 14 with dock.

Condo in Gilford

9.4 out of 10, Exceptional, (143)
"This was a great getaway spot for my husband and I to take a quick weekend trip! We came up for a concert, which was great as we were so close we walked over! Owner was wonderful and very responsive. We will definitely re book for the next lake trip or concert! "
United States
Sarah M.
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Cabin in Alton

10.0 out of 10, Exceptional, (15)
"We thoroughly enjoyed our stay at your cozy, clean, comfy cabin. It was a fun place to spend our couple of days of vacation "
United States
Jackie r.
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Holiday Home in Meredith

9.6 out of 10, Exceptional, (50)
"We enjoyed staying in this beautiful home."
United States
D M.
The price is €591
includes taxes & fees
6 Dec - 7 Dec
New Home Private Pool/Hot Tub Near Meredith Center

Holiday Home in Meredith

8.8 out of 10, Excellent, (20)
"Perfect for a weekend getaway. The kids LOVED swimming out to the raft. Wish we’d had another day!"
United States
Alexis M.
Waterfront cabin near Fish Cove with private dock, water access, firepit, grill

Holiday Home in Pine River Pond

9.4 out of 10, Exceptional, (74)
"Location was great--peaceful, calm, serene. House was very comfortable. Had issues with Vacasa and a definite lack of communication and/or miscommunication."
United States
Joanne B.
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

Cottage in Alton

8.6 out of 10, Excellent, (18)
"Location was A, however the overall place is very dated. One small pan to cook, along with a lobster pot. Furniture and bedding needs updating, along with interior. It is a great setting with lots of potential."
United States
Hubert B.
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Condo in Gilford

7.8 out of 10, Good, (40)
"Great for a younger couple wanting a bargain spot close to the many local attractions."
United States
John P.
Condo with WiFi, private beach, full kitchen, & outdoor pool

Holiday Home in Weirs Beach

9.8 out of 10, Exceptional, (22)
"Plenty of room for everyone without feeling cramped "
United States
Joanne D.
Heated Pool, mins to Weirs Beach & Gunstock Mountain - Sleeps 13

Holiday Home in Weirs Beach

10.0 out of 10, Exceptional, (15)
"Everything was great…and the hosts quickly responded to any requests for help with anything."
United States
William M.
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room

Camping in Freedom

2.0 star property
8.2 out of 10, Very good, (14)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort

Holiday Home in Alton

9.4 out of 10, Exceptional, (3)
"Great house with a great location. Super responsive and having a slip to use makes the location perfect. "
United States
Ryan D.
New Charming Chalet with Lake Winni Views
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, 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 €186 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?

Baby Chocorua A Frame in the mountains sleeps 9: This holiday home rental outside of Ossipee offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 Ossipee Lake Trail. In the wider area, you’ll find Lake Wentworth and Province Lake Golf Course.

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.