Ossipee Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Ossipee vacation rentals

Sauna
Rustic Rose Cottage of Historic West Lebanon

Cottage in Lebanon

Rustic Rose Cottage of Historic West Lebanon
10.0 out of 10, Exceptional, (24)
"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 ￥20,201
￥39,430 total
includes taxes & fees
Jan 12 - Jan 13
Rustic Rose Cottage of Historic West Lebanon
Classic Apartment, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
9 Lake Street

Apartment in Wolfeboro

9 Lake Street
3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is ￥22,081
￥38,400 total
includes taxes & fees
Jan 16 - Jan 17
9 Lake Street
Exterior
Danforth Bay Camping and RV Resort

Camping in Freedom

Danforth Bay Camping and RV Resort
2.0 star property
8.4 out of 10, Very Good, (15)
"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
TV, table tennis
Cute Cedar Lodge Studio with Balcony & Lake Views!

Apartment in Weirs Beach

Cute Cedar Lodge Studio with Balcony & Lake Views!
9.6 out of 10, Exceptional, (15)
"Enjoyed our stay. "
United States
Ilene T.
The price is ￥11,839
￥28,047 total
includes taxes & fees
Jan 12 - Jan 13
Cute Cedar Lodge Studio with Balcony & Lake Views!
Free WiFi, bed sheets
Lotus Spa, your home away from home

Apartment in Acton

Lotus Spa, your home away from home
10.0 out of 10, Exceptional, (45)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is ￥27,718
￥46,941 total
includes taxes & fees
Jan 19 - Jan 20
Lotus Spa, your home away from home
Interior
Rufus III Yurt on the river

Camping in Brownfield

Rufus III Yurt on the river
10.0 out of 10, Exceptional, (12)
"Had a great time,will be back for sure. "
United States
John C.
The price is ￥21,924
￥29,359 total
includes taxes & fees
Jan 7 - Jan 8
Rufus III Yurt on the river
Interior
Ava Jade yurt nestled in the woods of Brownfield, Maine

Camping in Brownfield

Ava Jade yurt nestled in the woods of Brownfield, Maine
10.0 out of 10, Exceptional, (17)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
United States
Sean M.
The price is ￥17,226
￥25,604 total
includes taxes & fees
Jan 7 - Jan 8
Ava Jade yurt nestled in the woods of Brownfield, Maine
Exterior
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Cottage in Brownfield

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
10.0 out of 10, Exceptional, (3)
"Everything was great for check in, and the amenities and snacks there were a great touch! Came in handy for the couple that forgot to pack their toothbrushes! "
United States
Brian A.
The price is ￥23,965
￥49,372 total
includes taxes & fees
Jan 12 - Jan 13
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Pool
Inviting condo in quiet locale with partial lake views, balcony & grilling area

Condo in Gilford

Inviting condo in quiet locale with partial lake views, balcony & grilling area
8.4 out of 10, Very Good, (17)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is ￥11,902
￥41,330 total
includes taxes & fees
Jan 7 - Jan 8
Inviting condo in quiet locale with partial lake views, balcony & grilling area
Outdoor dining
Allie Mae Yurt nestled in the woods

Camping in Brownfield

Allie Mae Yurt nestled in the woods
10.0 out of 10, Exceptional, (21)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is ￥18,792
￥27,311 total
includes taxes & fees
Jan 7 - Jan 8
Allie Mae Yurt nestled in the woods
Outdoor dining
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Cottage in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
10.0 out of 10, Exceptional, (17)
"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 ￥27,624
￥71,940 total
includes taxes & fees
Jan 7 - Jan 8
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Beach nearby
Cozy Winter Escape

Condo in Weirs Beach

Cozy Winter Escape
9.2 out of 10, Wonderful, (17)
"Perfect location for Weirs beach, the boardwalk and concert venue. "
United States
Kathleen A.
The price is ￥15,503
￥47,745 total
includes taxes & fees
Jan 8 - Jan 9
Cozy Winter Escape
Smart TV
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Cabin in Newfield

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
2.0 star property
10.0 out of 10, Exceptional, (3)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
The price is ￥40,591
￥71,556 total
includes taxes & fees
Jan 11 - Jan 12
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Marina
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath

Cottage in Wolfeboro

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
10.0 out of 10, Exceptional, (4)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is ￥26,058
￥32,181 total
includes taxes & fees
Jan 11 - Jan 12
Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
TV
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Cabin in Conway

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
10.0 out of 10, Exceptional, (91)
"The space is immaculate and beautifully decorated! Hostess provides a nice selection of shampoo and body wash, coffee, and very comfortable bed.Conveniently located near Conway restaurants, along the Kancamagus scenic drive.Very nice experience!"
United States
susan r.
The price is ￥19,575
￥37,722 total
includes taxes & fees
Jan 7 - Jan 8
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Dining
White Mountains Waterfront Chalet w/ Private Beach

Chalet in Eidelweiss Village

White Mountains Waterfront Chalet w/ Private Beach
9.8 out of 10, Exceptional, (25)
"We stayed here the weekend of June 20th for a girls trip & had an amazing time! The home was clean and comfortable. We enjoyed the private beach & beautiful view from the deck! Highly recommend. "
United States
Erin B.
The price is ￥31,712
￥74,337 total
includes taxes & fees
Jan 7 - Jan 8
White Mountains Waterfront Chalet w/ Private Beach
Interior
Welcome to the Z E N

Vacation Home in Acton

Welcome to the Z E N
9.6 out of 10, Exceptional, (14)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
The price is ￥29,441
￥50,867 total
includes taxes & fees
Jan 7 - Jan 8
Welcome to the Z E N
Fridge, microwave, oven, stovetop
Adventure Tower: Family Fun for All Ages!

Apartment in Conway

Adventure Tower: Family Fun for All Ages!
2.0 star property
9.0 out of 10, Wonderful, (2)
"This was an amazing stay for our family and fur babies, super clean, comfortable, with all of the amenities of home! Very close to all of the mountains, restaurants, downtown yet so very private and quiet.Abbey and the Indigo Team are SO responsive and go over and above to ensure you have everything you need for a comfortable and enjoyable stay.Definitely recommend this special spot and we hope to go back! "
United States
Renee F.
The price is ￥27,140
￥77,598 total
includes taxes & fees
Jan 7 - Jan 8
Adventure Tower: Family Fun for All Ages!
Smart TV, video games
Cozy condo with WiFi, fitness room in enjoyable Laconia

Condo in Weirs Beach

Cozy condo with WiFi, fitness room in enjoyable Laconia
10.0 out of 10, Exceptional, (6)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
United States
Melissa D.
The price is ￥23,803
￥54,373 total
includes taxes & fees
Feb 2 - Feb 3
Cozy condo with WiFi, fitness room in enjoyable Laconia
Property grounds
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

Vacation Home in Freedom

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is ￥15,660
￥44,177 total
includes taxes & fees
Jan 9 - Jan 10
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
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

Green Granite Inn, an Ascend Collection Hotel

Green Granite Inn, an Ascend Collection Hotel

10/10 Excellent
"Beautiful, quaint, comfortable hotel with a mountain charm. Love the lobby with the cozy seats and fireplace. Relaxing hot tub and pool. Big common area upstairs overlooking the parking lot and stores - great for reading, my daughter loved it and wants to come back. Great location, close to Hannafords, restaurants and shops."
dan 1-night trip
Posted 16 hours ago
Green Granite Inn, an Ascend Collection Hotel

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:

  • View our selection of featured holiday rentals in Ossipee
  • Use the map to find apartments and other holiday homes in the Ossipee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ossipee while they last

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 Stand Up Paddleboard NH, 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.