List your Property
Ossipee, New Hampshire, United States of America

Vacation rentals in Ossipee

We found 1,619 vacation rentals — enter your dates for availability

Discover a selection of 1,500 vacation rentals in Ossipee, NH that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and swimming pools. Prices start at $59 per night, and houses and cabins are popular options for a stay in Ossipee. Either way, you'll find a rental for everyone's needs.
DynamicDestinationRefinements
AsyncDestinationUrgency
Find spaces that suit your style

Houses

View 1,293 Houses

Cabins

View 267 Cabins

Cottages

View 267 Cottages

Condos/Apartments

View 268 Condos/Apartments

Bungalows

View 267 Bungalows

Townhouses

View 102 Townhouses

Chalets

View 74 Chalets

Studios

View 34 Studios

Find the best place to stay — Ossipee

LAKESIDE RETREAT! A HIDDEN GEM!!!

Sleeps 6 · 2 Bedrooms · 1 Bathroom
$215 avg/night
(9)

Lakefront Property with Spectacular Waterfront View

Sleeps 5 · 2 Bedrooms · 2 Bathrooms
$325 avg/night
(14)

Lovers Nest Vacation Home

Sleeps 2 · 1 Bedroom · 1 Bathroom
$65 avg/night
(3)

GEOFFROY FARM 2 BEDROOM

Sleeps 6 · 2 Bedrooms · 1 Bathroom
$75 avg/night

Cupola Nook

Sleeps 1 · 1 Bedroom · 1 Bathroom
$59 avg/night

Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.

Sleeps 6 · 3 Bedrooms · 1 Bathroom
$150 avg/night
(127)

Search 1,619 vacation rentals

Top rated rentals — Ossipee
Stayed Jan 2021

Winter escape

We can’t say enough good things about our stay. The house was well appointed and perfectly set up for a long weekend getaway for our family. We enjoyed lounging by the cozy fire, cooking dinners together, and we appreciated the comfortable bedrooms a...

Stephanie M.
Stephanie M.
Stayed Jan 2021

Great house and great location

We love this house. It has everything you need (plenty of space, plenty of beds, fantastic, well stocked kitchen) and close to everything. There are multiple ski spots nearby, shopping in North Conway, and plenty right in town . If you have dogs, the...

Keitha C.
Keitha C.
Stayed Jan 2021

Big Chill

Stayed with a group of 6 college friends and we all thought the property was great, plenty of room for all of us. We all enjoyed our stay. The house was clean, warm and excellent location. We all agreed that we would like to stay here again next year...

Kevin E.
Kevin E.
Stayed Jan 2021

The perfect cabin!

We have been coming up to Jackson for many years and this is above and beyond the best place we have stayed. The cabin had all the creature comforts one could want while still looking and feeling like you are in a cabin in the woods. Location is perf...

Tracey S.
Tracey S.
Stayed Jan 2021

Our 1st Maine Winter Vacation

Stop looking and book this property! Hands down the best VRBO home we have ever stayed in. Owner was responsive from the beginning via email. She gave pertinent information and suggestions about the area. David, the home caretaker, contacted me the d...

Francis P.
Francis P.

Pittsgrove, NJ

Stayed Jan 2021

The most charming, lovely cabin

We loved this newly renovated, rustic, and homey cabin. We loved using the outdoor fire pit in the winter and drinking coffee in the screened in porch in the morning. The area was great - close to lots of nature spots, ski mountains, and downtown Nor...

Janna S.
Janna S.
Stayed Dec 2020

Cozy home away from home

My family and I rented the cabin to spend Christmas together and had a wonderful time. John is a great host! The place was clean and the kitchen had plenty of cooking utensils. The cabin is very cozy and picturesque and we would love staying here aga...

Sebastian D.
Sebastian D.
Stayed Dec 2020

Exactly what you need

Cozy cabin in a great neighborhood. Close to North Conway but feels miles away. Close to all the major ski areas. Walking distance to entrance of echo lake and cathedral ledge. Property owner is easy to work with. Has a gas fire pit on the deck which...

Debbie C.
Debbie C.
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many vacation rentals are available around Ossipee, NH?

Our 2021 property listings offer a large selection of 1,619 vacation rentals around Ossipee. From 1,293 house rentals to 267 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Ossipee?

Yes, of course. Vrbo has 1,293 Houses in Ossipee. Our other popular types of vacation rentals in Ossipee include:

  • Cabins: 267 rentals available
  • Cottages: 267 rentals available
  • Condos/Apartments: 268 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Ossipee?

Yes, you can select your preferred vacation rental with pool among our 322 vacation rentals with pool available in Ossipee. Please use our search bar to access the selection of vacation rentals available.