Ossipee Vacation Rentals

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Check prices for these dates

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Aug 31 - Sep 1
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Sep 1 - Sep 2
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Sep 5 - Sep 7
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Sep 12 - Sep 14

Vacation Rentals in Ossipee

Our top choices for Ossipee vacation 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, (13)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is ￥16,764
￥38,610 total
includes taxes & fees
Sep 2 - Sep 3
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
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)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
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 ￥23,822
￥47,309 total
includes taxes & fees
Sep 2 - Sep 3
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

10.0 out of 10, Exceptional, (2)
"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 ￥18,381
￥23,241 total
includes taxes & fees
Sep 2 - Sep 3
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, (140)
"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, (68)
"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
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 ￥13,970
￥31,113 total
includes taxes & fees
Sep 16 - Sep 17
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.
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. "
The price is ￥32,204
￥76,573 total
includes taxes & fees
Sep 3 - Sep 4
New Lakefront Home sleeps 14 with dock.
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 ￥18,969
￥41,159 total
includes taxes & fees
Sep 2 - Sep 3
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
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 ￥52,806
￥65,432 total
includes taxes & fees
Sep 2 - Sep 3
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 ￥16,764
￥34,284 total
includes taxes & fees
Sep 2 - Sep 3
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Stand alone waterfront rustic cabin!

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (47)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!
Cottage with Lake Views & Access Now featuring AC Wi-FI and TV
Marina

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

9.6 out of 10, Exceptional, (10)
"Everything was great!"
The price is ￥14,999
￥27,873 total
includes taxes & fees
Sep 3 - Sep 4
Cottage with Lake Views & Access Now featuring AC Wi-FI and TV
🌟 Lakefront Bliss Awaits – Your Ultimate Getaway! 🏡🌊⛰️
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (27)
"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 ￥26,469
￥45,312 total
includes taxes & fees
Sep 6 - Sep 7
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:

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

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.