Ossipee Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Ossipee vacation rentals

Sauna

Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
10.0 out of 10, Exceptional, (24 reviews)
"Everything about our stay was lovely! Check-in was smooth, the property was gorgeous, and the cottage was full of charm. "
United States
Daniel S.
The price is ￥15,431
￥35,679 total
includes taxes & fees
Mar 1 - Mar 2
Rustic Rose Cottage of Historic West Lebanon
Interior

Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (49 reviews)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is ￥24,554
￥45,113 total
includes taxes & fees
Mar 1 - Mar 2
Lotus Spa, your home away from home
Outdoor dining

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (18 reviews)
"Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent! "
United States
Laura B.
The price is ￥37,409
￥84,221 total
includes taxes & fees
Mar 1 - Mar 2
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Pool

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very Good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is ￥10,911
￥40,557 total
includes taxes & fees
Mar 8 - Mar 9
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Beach nearby

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Wolfeboro
10.0 out of 10, Exceptional, (17 reviews)
"This is a great place to stay with a dog"
United States
David M.
The price is ￥25,329
￥31,372 total
includes taxes & fees
Mar 17 - Mar 18
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (12 reviews)
"Had a great time,will be back for sure. "
United States
John C.
The price is ￥21,822
￥29,223 total
includes taxes & fees
Mar 2 - Mar 3
Rufus III Yurt on the river
Outdoor dining

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
Gilford
The price is ￥34,291
￥90,817 total
includes taxes & fees
Mar 2 - Mar 3
[NEW] Cozy Cabin near Gunstock & Lake Winni
Terrace/patio

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is ￥24,113
￥29,883 total
includes taxes & fees
Mar 1 - Mar 2
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Interior

Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (17 reviews)
"A lovely, cozy yurt in the peaceful Maine forest! We only spent one night to break up a longer drive, but we loved relaxing by the wood stove and the comfy bed. Thanks for a great stay!"
United States
Sonia E.
The price is ￥17,146
￥25,485 total
includes taxes & fees
Mar 2 - Mar 3
Ava Jade yurt nestled in the woods of Brownfield, Maine
Exterior

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is ￥24,578
￥49,694 total
includes taxes & fees
Mar 1 - Mar 2
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Smart TV, fireplace

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very Good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is ￥31,564
￥54,034 total
includes taxes & fees
Mar 1 - Mar 2
Cozy three bedroom house located just five minutes from Lake Winnipesaukee
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (93 reviews)
"We had a wonderful stay in the cabin. The accommodation is cosy and perfect for relaxing after a day of skiing or hiking. Marianne was very welcoming and helpful."
United States
Luca M.
The price is ￥19,484
￥37,715 total
includes taxes & fees
Mar 1 - Mar 2
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Outdoor dining

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21 reviews)
"We really enjoyed our stay. The wood stove was perfect. Would definitely go back."
United States
Alfred C.
The price is ￥18,704
￥27,183 total
includes taxes & fees
Mar 2 - Mar 3
Allie Mae Yurt nestled in the woods
Dining

White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach
Eidelweiss Village
9.8 out of 10, Exceptional, (25 reviews)
"House was cozy, well appointed, spotlessly clean and just as advertised on the site. We had a wonderful visit and would love to visit again."
United States
Tracy K.
The price is ￥31,564
￥75,005 total
includes taxes & fees
Mar 2 - Mar 3
White Mountains Waterfront Chalet w/ Private Beach
Property grounds

Cozy 1-Bedroom Cottage Meredith shared beach with AC

Cozy 1-Bedroom Cottage Meredith shared beach with AC
Meredith
The price is ￥18,580
￥66,499 total
includes taxes & fees
Mar 1 - Mar 2
Cozy 1-Bedroom Cottage Meredith shared beach with AC
Sun loungers, beach towels

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.6 out of 10, Exceptional, (23 reviews)
"Clean,well kept,very nice decorNice location"
United States
Jeannette H.
The price is ￥19,640
￥38,391 total
includes taxes & fees
Mar 9 - Mar 10
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
TV, table tennis

Cute Cedar Lodge Studio with Balcony & Lake Views!

Cute Cedar Lodge Studio with Balcony & Lake Views!
Weirs Beach
9.6 out of 10, Exceptional, (15 reviews)
"Enjoyed our stay. "
United States
Ilene T.
The price is ￥11,488
￥29,323 total
includes taxes & fees
Mar 2 - Mar 3
Cute Cedar Lodge Studio with Balcony & Lake Views!
Fridge, microwave, oven, stovetop

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Terrace/patio

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Great location, easy access and very clean. The only negative was the paper-thin walls or should I say neighbors that did not think of anyone else or their neighbors."
United States
Lisa D.
The price is ￥35,850
￥71,664 total
includes taxes & fees
Mar 9 - Mar 10
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Outdoor spa tub

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Conway
9.8 out of 10, Exceptional, (177 reviews)
"Great place, location."
United States
Jonathan N.
The price is ￥56,113
￥98,597 total
includes taxes & fees
Mar 1 - Mar 2
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
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

The Summit Resort

The Summit Resort

10/10 Excellent
"Clean rooms, kind and helpful staff"
Theresa 1-night trip
Posted 2 days ago
The Summit 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:

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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 a vacation rental in Ossipee?

Yes, we offer vacation rentals close to the most popular points of interest in Ossipee, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Ossipee?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This vacation home rental outside of Ossipee is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Ossipee?

With 7 Expedia vacation rentals, you're sure 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 Funspot Family Fun Center, or get outside and enjoy nature at Ossipee Lake Trail. In the larger area, you’ll find Lake Wentworth and Province Lake Golf Course.

What’s a vacation rental in Ossipee like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Ossipee. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family gatherings.