Search Holiday Rentals in Ossipee

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Top Holiday Rentals in Ossipee

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, 148 reviews
"Pool was certainly a hit with the children. Communication with owner was excellent as well as the response to issues raised. Owners should be very proud of this gem in Gilford!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
Interior
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
10.0 out of 10, Exceptional, 141 reviews
"My wife, 2 adult daughters and I stayed. We loved the cottage. Close to the venue and restaurants. Very comfortable and we all said we would stay here again."
Custom Cottage Historic Meredith Village,walk to restaurants, shops Dog welcome
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Fridge, microwave, oven, stovetop
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
10.0 out of 10, Exceptional, 2 reviews
Lakefront & ski retreat with wrap-around deck, wood fireplace, & private beach
Million Dollar View of Lake Winnipesaukee!
Interior
Million Dollar View of Lake Winnipesaukee!
9.8 out of 10, Exceptional, 32 reviews
"We arrived to a clean, tidy and well appointed unit with an excellent view. The full kitchen is great for staying in, and the location near Meredith and Laconia gives plenty of dining options nearby"
The price is €254
includes taxes & fees
11 Jul - 12 Jul
Million Dollar View of Lake Winnipesaukee!
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Interior
Pet-friendly Waterfront Cottage: On-site Bunkhouse
3.5 star property
Pet-friendly Waterfront Cottage: On-site Bunkhouse
Pet Friendly, Quiet Neighborhood, Cozy lower level cabin
Fridge, microwave, oven, stovetop
Pet Friendly, Quiet Neighborhood, Cozy lower level cabin
10.0 out of 10, Exceptional, 62 reviews
"We had to spend a weekend in Northern NH. The property was fantastic. The host is thoughtful and very attentive . I would suggest this property for anyone looking for a quiet getaway - clean, thoughtful , and cozy. If you have fury friends - this is paradise! Trails and attractions are surrounding the location!"
The price is €328
includes taxes & fees
2 Jul - 3 Jul
Pet Friendly, Quiet Neighborhood, Cozy lower level cabin
Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.
Fridge, microwave, oven, stovetop
Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.
9.6 out of 10, Exceptional, 234 reviews
"Wonderful place! Clean, close to all the stuff you’d want to go to in the lakes region. Absolutely with it!"
Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Interior
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
9.0 out of 10, Wonderful, 16 reviews
"Great time."
Direct Water Access to Lake! w/ Boat Dock, Heat, AC, Cable TV & Internet
Lakefront home on Ossipee Lake with dock and gorgeous views
Fridge, microwave, oven, stovetop
Lakefront home on Ossipee Lake with dock and gorgeous views
10.0 out of 10, Exceptional, 12 reviews
"We had an incredible weekend on Lake Ossipee. Beautiful views from the house and overall a well appointed property - it was easy to enjoy the outdoor space, well-stocked kitchen and a ready to use grill- these were a few of the things that made our party of 8 (6 adults, 2 children) very comfortable for the weekend! We would love to stay here again!"
Lakefront home on Ossipee Lake with dock and gorgeous views
Lakefront Home for Rent
Fridge, microwave, oven, stovetop
Lakefront Home for Rent
9.0 out of 10, Wonderful, 2 reviews
"Charming home in a chanel. Michele was very responsive to any and all questions. The bed rooms were spacious but downstairs was a little smaller than we thought but still worked for our family. The only thing was the geese poop all over the yard and dock which doesn't seem like it can be helped. Close and easy boat launch and nice size dock for your boat"
Lakefront Home for Rent
Newly Renovated Rustic Cabin
Fridge, microwave, oven, stovetop
Newly Renovated Rustic Cabin
9.8 out of 10, Exceptional, 245 reviews
"Excellent communicator. Responsive to guests. Great location. Very roomy and modern !! Will come back!’"
Newly Renovated Rustic Cabin
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
Property grounds
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
8.0 out of 10, Very good, 5 reviews
"Older house, but great for a big group."
Secluded, dog-friendly home with screened porch, firepit, fireplace & W/D
Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit
TV, fireplace, DVD player, books
Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit
9.0 out of 10, Wonderful, 52 reviews
"Great!"
Renovated waterfront home near skiing with lake view, 3 kayaks, dock & firepit
Lakefront home with private beach & dock - close to skiing
TV, fireplace, books
Lakefront home with private beach & dock - close to skiing
9.6 out of 10, Exceptional, 57 reviews
"We had a wonderful time at the lake house in Conway for Memorial Day Weekend. The view from the back deck was amazing and the property matched the view with so much waterfront on the lake. The house was very clean and had everything you need. Plus, it’s a perfect location accessible to everything the area offers. Overall, we had a great stay and will absolutely come again."
Lakefront home with private beach & dock - close to skiing
Grand Blanc Mountain Home
Interior
Grand Blanc Mountain Home
9.8 out of 10, Exceptional, 82 reviews
"Spacious, clean. Tons of games to play in their game room. Only down side is extremely spotty WiFi but that’s it. Other than that we had a wonderful time."
Grand Blanc Mountain Home
Stargazer's retreat with hot tub, firepit, & decks - near Ellacoya State Beach
Exterior
Stargazer's retreat with hot tub, firepit, & decks - near Ellacoya State Beach
8.8 out of 10, Excellent, 16 reviews
"We had a wonderful stay here. We loved the location of the house and neighborhood. The house was clean and great communication with property management. We will come back!"
Stargazer's retreat with hot tub, firepit, & decks - near Ellacoya State Beach
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Fridge, microwave, coffee/tea maker, toaster
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
9.6 out of 10, Exceptional, 11 reviews
"Amazing location. Very cool property. Great view. "
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Cozy Cottage 2 Bedroom With Amazing View <br>
Smart TV
Cozy Cottage 2 Bedroom With Amazing View <br>
10.0 out of 10, Exceptional, 22 reviews
"My wife and I had a great week at the Cozy Cottage. Loved the location. Although it is described as cozy, it was plenty spacious for the two of us and our Corgi."
Cozy Cottage 2 Bedroom With Amazing View <br>
Lakefront Alton Bay Retreat w/ Dock Near Beaches!
Property grounds
Lakefront Alton Bay Retreat w/ Dock Near Beaches!
10.0 out of 10, Exceptional, 1 review
"This home was immaculate! The beds and pillows were super comfy. Board games galore and a foosball table that our teens loved. Fully provisioned kitchen. You can tell it is very newly renovated as you can still smell the paint and the floor lacquer. Landlord super pleasant and very responsive. Would totally stay again!"
Lakefront Alton Bay Retreat w/ Dock Near Beaches!
Laconia Home w/ Beach - 1/2 Mi to Weirs Beach
Property grounds
Laconia Home w/ Beach - 1/2 Mi to Weirs Beach
9.6 out of 10, Exceptional, 23 reviews
"Overall, great place to stay. Kitchen/living room area is really small/tight for the amount of people the space can hold. Really liked the little fireplace. Laundry on site was nice. The not bad but not great: The pool was supposed to be open until the end of Sept according to the listing but it was already closed by Sept 27 and host didn't let us know. Was a bummer for the kids. Bathroom photos say toiletries are available but only hand soap at the sinks was provided. The beds, esp the twin...
Laconia Home w/ Beach - 1/2 Mi to Weirs Beach
Don't see what you're looking for?
See all available properties in Ossipee
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.

Other types of properties in Ossipee you may be interested in

Fireside Inn & Suites Gilford
Indoor spa tub
Fireside Inn & Suites Gilford
2.5 star property
8.8 out of 10, Excellent, 581 reviews
"Clean and convenient-staff was helpful."
The price is €145
includes taxes & fees
2 Jul - 3 Jul
Fireside Inn & Suites Gilford
Green Granite Inn, Ascend Hotel Collection
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Green Granite Inn, Ascend Hotel Collection
2.5 star property
7.4 out of 10, Good, 1,386 reviews
"The bathroom was very clean which was important to me. Refrigerator and room were cooled down. Breakfast hours could be a little earlier than 7 am but thats just my personal preference. Haven't tried the offerings yet so more about that later. Great price for late June in North Conway NH."
The price is €135
includes taxes & fees
9 Jul - 10 Jul
Green Granite Inn, Ascend Hotel Collection
Best Western Plus Landmark Inn
Exterior
Best Western Plus Landmark Inn
2.5 star property
7.6 out of 10, Good, 795 reviews
"Not of restaurant options near by but hotel was clean, good breakfast"
The price is €131
includes taxes & fees
2 Jul - 3 Jul
Best Western Plus Landmark Inn
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.

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.

How many holiday rentals are there in Ossipee?

With 6 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 Funspot Family Fun Center, 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.

Recent reviews of Ossipee properties
Expedia verified reviews

Lake Wentworth Inn

Lake Wentworth Inn

5/5 Excellent
"Scenery, simplicity, modernity without complications "
A verified traveller stayed at Lake Wentworth Inn
Posted 4 days ago
Lake Wentworth Inn