Ossipee Holiday Rentals

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Our top choices for Ossipee holiday rentals

Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (48 reviews)
"the property is gorgeous and exactly what we needed for a little getaway! "
United States
Allie K.
The price is AU$411
includes taxes & fees
25 Feb - 26 Feb
Lotus Spa, your home away from home

Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
10.0 out of 10, Exceptional, (24 reviews)
"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 AU$359
includes taxes & fees
21 Feb - 22 Feb
Rustic Rose Cottage of Historic West Lebanon

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (17 reviews)
"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 AU$764
includes taxes & fees
22 Feb - 23 Feb
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Idyllic Mountain and Lake Getaway

Idyllic Mountain and Lake Getaway
Gilford
10.0 out of 10, Exceptional, (73 reviews)
"Amazing spot!"
United States
David E.
The price is AU$872
includes taxes & fees
1 Mar - 2 Mar
Idyllic Mountain and Lake Getaway

Cozy three bedroom house located just five minutes from Lake Winnipesaukee

Cozy three bedroom house located just five minutes from Lake Winnipesaukee
Wolfeboro
8.0 out of 10, Very good, (17 reviews)
"Thanks for a great stay!"
United States
Lynne Q.
The price is AU$493
includes taxes & fees
21 Feb - 22 Feb
Cozy three bedroom house located just five minutes from Lake Winnipesaukee

[NEW] Cozy Cabin near Gunstock & Lake Winni

[NEW] Cozy Cabin near Gunstock & Lake Winni
Gilford
The price is AU$854
includes taxes & fees
25 Feb - 26 Feb
[NEW] Cozy Cabin near Gunstock & Lake Winni

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Newfield
10.0 out of 10, Exceptional, (3 reviews)
"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 AU$561
includes taxes & fees
23 Feb - 24 Feb
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
9.8 out of 10, Exceptional, (45 reviews)
"Very clean and very comfortable. Short walk to downtown made our stay perfect. "
United States
Julian G.
The price is AU$412
includes taxes & fees
23 Feb - 24 Feb
Meredith Bay - Brand New 1st Floor Apartment In Private Home

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit
Wolfeboro
9.4 out of 10, Exceptional, (3 reviews)
"The two connected Cottages were Perfect for myself husband & teenage daughter. Loved the private outdoor space & firepit! Onsite manager was super accessible and really helpful! Will definitely be back!!"
United States
Dorenda W.
The price is AU$589
includes taxes & fees
21 Feb - 22 Feb
Cottage 5-6 - Year Round Pet Friendly - 2 Bedroom / 1 Bath End Unit

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (11 reviews)
"Great property. Loved our stay and the owners were great! Definitely will book again "
United States
Marcus
The price is AU$267
includes taxes & fees
22 Feb - 23 Feb
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
Shapleigh
9.8 out of 10, Exceptional, (35 reviews)
"Excellent location! Quiet and beautiful! Very comfortable home!"
United States
Heather L.
The price is AU$1,190
includes taxes & fees
1 Mar - 2 Mar
Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (171 reviews)
"We loved our stay, the apartment was in the heart of town, very clean and comfortable! The hosts were very responsive and accommodating. "
United States
Erin S.
The price is AU$435
includes taxes & fees
23 Feb - 24 Feb
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Welcome to the Z E N

Welcome to the Z E N
Acton
9.6 out of 10, Exceptional, (14 reviews)
"Nice little escape without being too far from everything. Gesine was a great host as usual"
United States
Kate-Lynn P.
The price is AU$455
includes taxes & fees
1 Mar - 2 Mar
Welcome to the Z E N

Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
The price is AU$532
includes taxes & fees
22 Feb - 23 Feb
Lake Winni Waterfront Condo

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Brownfield
10.0 out of 10, Exceptional, (3 reviews)
"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 AU$414
includes taxes & fees
3 Mar - 4 Mar
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile

White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach
Eidelweiss Village
9.8 out of 10, Exceptional, (25 reviews)
"House was cozy, well appointed, spotlessly clean and just as advertised on the site. We had a wonderful visit and would love to visit again."
United States
Tracy K.
The price is AU$668
includes taxes & fees
23 Feb - 24 Feb
White Mountains Waterfront Chalet w/ Private Beach

Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Cozy Cabin near Tuftonboro & Lake Winnipesaukee
Tuftonboro
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful property "
United States
Keith B.
The price is AU$609
includes taxes & fees
23 Feb - 24 Feb
Cozy Cabin near Tuftonboro & Lake Winnipesaukee

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Great location, easy access and very clean. The only negative was the paper-thin walls or should I say neighbors that did not think of anyone else or their neighbors."
United States
Lisa D.
The price is AU$516
includes taxes & fees
5 Mar - 6 Mar
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21 reviews)
"We really enjoyed our stay. The wood stove was perfect. Would definitely go back."
United States
Alfred C.
The price is AU$250
includes taxes & fees
21 Feb - 22 Feb
Allie Mae Yurt nestled in the woods

Mountain View Home with Hot Tub – Sleeps 10

Mountain View Home with Hot Tub – Sleeps 10
Conway
9.6 out of 10, Exceptional, (27 reviews)
"Clean house and well stocked, pet friendly, close to town and attractions, owner communicated very well. Great stay!"
United States
Linda S.
The price is AU$981
includes taxes & fees
1 Mar - 2 Mar
Mountain View Home with Hot Tub – Sleeps 10
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

Everything you need to know about Ossipee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossipee holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ossipee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossipee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossipee holiday rentals we have selected for you start as low as AU$292 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ossipee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossipee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossipee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 Funspot Family Fun Center, or get outside and enjoy nature at Ossipee Lake Trail. In the wider area, you’ll find Lake Wentworth and Allen Albee Beach.

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.