Ossipee Holiday Rentals

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Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Ossipee

Our top choices for Ossipee holiday rentals

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Marina

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (14)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is HK$889
HK$2,048 total
includes taxes & fees
8 Sept - 9 Sept
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Danforth Bay Camping and RV Resort
Exterior

Danforth Bay Camping and RV Resort

2.0 star property
9.0 out of 10, Wonderful, (7)
"We stayed in a very nicely made cabin. My only suggestion would be some better lighting for reading while sitting on the couch or while lying in bed."
Danforth Bay Camping and RV Resort
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Indoor pool

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

9.8 out of 10, Exceptional, (175)
"Great property with tons of activities to keep everyone entertained. Close proximity to downtown Laconia as well as hiking. "
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.
Smart TV, fireplace, books

Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.

10.0 out of 10, Exceptional, (181)
"Amazing property and great location. The host could not have been nicer- we will be back! "
Walk to wedding venues, shops, dining, hiking, movies, ice cream & dog friendly.
Mountain View Home with Hot Tub – Sleeps 10
Dining

Mountain View Home with Hot Tub – Sleeps 10

9.2 out of 10, Wonderful, (10)
"This was a great experience for my whole family as we were able to enjoy each other’s company in the beautiful White Mountains. The hot tub was a nice touch. "
Mountain View Home with Hot Tub – Sleeps 10
Condo
Exterior

Condo

3.0 star property
8.0 out of 10, Very good, (2)
"I liked the accessibility to the shopping centers "
The price is HK$1,264
HK$2,510 total
includes taxes & fees
8 Sept - 9 Sept
Condo
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Property grounds

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

8.8 out of 10, Excellent, (3)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
The price is HK$975
HK$1,233 total
includes taxes & fees
6 Sept - 7 Sept
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Grand Blanc Mountain Home
Interior

Grand Blanc Mountain Home

9.6 out of 10, Exceptional, (96)
"What a treat to stay in such a magnificent home. Great fun to just look around and appreciate the scale and attention to detail that is everywhere. Great comforts and utility made our stay so enjoyable. Thank you!"
Grand Blanc Mountain Home
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.
Outdoor dining

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

9.4 out of 10, Exceptional, (142)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.
Stunning lakefront gem with full water view, beach access & dock
TV

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (11)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock
Stunning lakefront home with private dock, deck, firepit, and lake view
Fridge, microwave, oven, stovetop

Stunning lakefront home with private dock, deck, firepit, and lake view

9.0 out of 10, Wonderful, (20)
"We loved the lake, the firepit and the home! Had a fun family time!"
Stunning lakefront home with private dock, deck, firepit, and lake view
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Fridge, microwave, oven, stovetop

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.4 out of 10, Exceptional, (69)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
New Lakefront Home sleeps 14 with dock.
Terrace/patio

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (65)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
New Lakefront Home sleeps 14 with dock.
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.
Fridge, microwave, oven, stovetop

Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

8.0 out of 10, Very good, (38)
"Very nice place clean and in great location"
The price is HK$741
HK$1,651 total
includes taxes & fees
16 Sept - 17 Sept
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.
great location weirs beach area rental
Outdoor dining

great location weirs beach area rental

9.4 out of 10, Exceptional, (24)
"The property was exactly as it was listed, The host was great"
The price is HK$2,333
HK$2,870 total
includes taxes & fees
7 Sept - 8 Sept
great location weirs beach area rental
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Marina

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

9.0 out of 10, Wonderful, (11)
"Cabin was clean, beds were comfortable, kitchenette was well stocked. Outside sitting and firepits were an added bonus. Bicycles available, kayaking available albeit a little small in size. A little difficult to get into the water."
The price is HK$889
HK$1,810 total
includes taxes & fees
7 Sept - 8 Sept
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Outdoor dining

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

9.0 out of 10, Wonderful, (21)
"Excellent"
The price is HK$1,006
HK$2,175 total
includes taxes & fees
7 Sept - 8 Sept
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Stand alone waterfront rustic cabin!

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (50)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!
🌟 Lakefront Bliss Awaits – Your Ultimate Getaway! 🏡🌊⛰️
Fridge, microwave, oven, stovetop

🌟 Lakefront Bliss Awaits – Your Ultimate Getaway! 🏡🌊⛰️

9.4 out of 10, Exceptional, (29)
"Our group of 8 enjoyed the spacious house and proximity to the lake. The no contact check in was great. "
🌟 Lakefront Bliss Awaits – Your Ultimate Getaway! 🏡🌊⛰️
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Fridge, microwave, oven, stovetop

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

10.0 out of 10, Exceptional, (85)
"The property was well appointed and located right in the middle of the area where our activities were planned."
The price is HK$1,404
HK$2,379 total
includes taxes & fees
6 Sept - 7 Sept
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
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

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 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?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Ossipee is located on a lake, and has an indoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Kellerhaus, or get outside and enjoy nature at Lake Winnipesaukee. In the wider area, you’ll find Ossipee Lake Trail and Lake Wentworth.

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.