Ossipee Vacation Rentals

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Check prices for these dates

Tonight
Jul 12 - Jul 13
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Jul 13 - Jul 14
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Jul 18 - Jul 20
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Jul 25 - Jul 27

Vacation Rentals in Ossipee

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Terrace/patio

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (19)
"The place was quaint, modern and lovely. The views were fabulous! "
The price is ￥37,874
￥60,695 total
includes taxes & fees
Jul 13 - Jul 14
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Condo
Private kitchen

Condo

2.5 star property
Condo
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, (65)
"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
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

The price is ￥18,279
￥23,112 total
includes taxes & fees
Jul 13 - Jul 14
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
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, (35)
"Very nice place clean and in great location"
The price is ￥14,596
￥31,834 total
includes taxes & fees
Aug 4 - Aug 5
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.
Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck
Exterior

Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck

10.0 out of 10, Exceptional, (8)
"Perfect location for us, simple and easy."
Leaward Shores Guesthouse | Lake view home in Moultonborough with dock & deck
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

10.0 out of 10, Exceptional, (173)
"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!"
The price is ￥230,751
￥420,925 total
includes taxes & fees
Jul 13 - Jul 14
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Chestnut Cove Cottage- Winnipesaukee - Alton
Fridge, microwave, oven, stovetop

Chestnut Cove Cottage- Winnipesaukee - Alton

Chestnut Cove Cottage- Winnipesaukee - Alton
Lakefront home with views, water access for boating & swimming
Interior

Lakefront home with views, water access for boating & swimming

8.6 out of 10, Excellent, (39)
"We booked a weekend getaway and our stay was very pleasant. It was an older cottage and some updating is needed but it had a very cozy feel. The fire pit and listening to the choppy water was very relaxing. The highlight of the trip was the views. Omg was it so breathtaking. Would definitely book again. "
Lakefront home with views, water access for boating & swimming
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, (9)
"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
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Fridge, microwave, oven, stovetop

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

9.8 out of 10, Exceptional, (80)
"My partner and I stayed here for a weekend getaway, and it was perfect. The place was super clean, cozy, and exactly what we were looking for, quiet but still close to everything we needed. It was just the two of us (no pets), and we loved how relaxing it felt. A great spot to unwind, and we'd definitely stay again!"
The price is ￥26,175
￥45,219 total
includes taxes & fees
Jul 16 - Jul 17
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
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

9.6 out of 10, Exceptional, (137)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni
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, (8)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is ￥23,104
￥46,834 total
includes taxes & fees
Jul 14 - Jul 15
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Adorable Cabin with stunning lake views & Now featuring AC Wi-FI and TV access
Beach

Adorable Cabin with stunning lake views & Now featuring AC Wi-FI and TV access

9.2 out of 10, Wonderful, (5)
"We had an amazing stay, adorable area, loved the access to the lake and kayaking, close to great options for outdoor place. Looking forward to future trips"
The price is ￥17,986
￥31,382 total
includes taxes & fees
Jul 14 - Jul 15
Adorable Cabin with stunning lake views & Now featuring AC Wi-FI and TV access
Lake Winnipesaukee Island Retreat Sandy Beach
Fridge, oven, stovetop, coffee/tea maker

Lake Winnipesaukee Island Retreat Sandy Beach

Lake Winnipesaukee Island Retreat Sandy Beach
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Outdoor spa tub

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

9.8 out of 10, Exceptional, (164)
"We were visiting NH for only a day and was lucky enough to stumble upon this place! The host was very communicative, and everything was top notch! Very close to many mountains. Food locally was AMAZING. The hot tub and game room were great. HIGHLY RECOMMEND!"
The price is ￥32,902
￥67,591 total
includes taxes & fees
Jul 14 - Jul 15
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
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, (18)
"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
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is ￥23,982
￥48,243 total
includes taxes & fees
Jul 16 - Jul 17
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
New Lakefront Home sleeps 14 with dock.
Terrace/patio

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (64)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
The price is ￥53,812
￥102,952 total
includes taxes & fees
Jul 17 - Jul 18
New Lakefront Home sleeps 14 with dock.
Lakefront home on Leavitt Bay, with private beach, dock, and an amazing view
Microwave, oven, stovetop, dishwasher

Lakefront home on Leavitt Bay, with private beach, dock, and an amazing view

Lakefront home on Leavitt Bay, with private beach, dock, and an amazing view
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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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?

Perfect Modern Lake Front Retreat with Dock! Sleeps 4: This vacation home rental outside of Ossipee is located near skiing and offers a barbecue grill, air-conditioning, and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware.

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.