A mountainous landscape with autumn foliage and a cloudy sky.

West Ossipee Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for West Ossipee holiday rentals

Free WiFi

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (152 reviews)
"Wonderfully"
United States
Laura
The price is HK$847
HK$919 total
includes taxes & fees
19 Jul - 20 Jul
White Mountain Cottages
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (101 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
The price is HK$1,231
HK$2,212 total
includes taxes & fees
22 Jul - 23 Jul
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Interior

Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful , clean , secluded Yurt . We truly enjoyed our stay "
United States
Judy S.
The price is HK$862
HK$1,282 total
includes taxes & fees
20 Jul - 21 Jul
Ava Jade yurt nestled in the woods of Brownfield, Maine
Outdoor dining

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is HK$941
HK$1,367 total
includes taxes & fees
19 Jul - 20 Jul
Allie Mae Yurt nestled in the woods
Dining

Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (13 reviews)
"It was very cozy a 10/10 I would definitely pick this house again it was a good house to stay at I don’t regret booking!"
United States
Bartolome V.
The price is HK$1,294
HK$3,717 total
includes taxes & fees
23 Jul - 24 Jul
Cozy Tuftonboro Escape: Steps to Private Beaches!
Smart TV, fireplace

Great Conway Location! Shop Eat Hike Swim

Great Conway Location! Shop Eat Hike Swim
Settlers Green
7.8 out of 10, Good, (26 reviews)
"Room was clean enough, but the location in the midst of a outlet mall left a lot to be desired for a stop on a leaf peeping vacation."
United States
Kelly C.
The price is HK$782
HK$2,034 total
includes taxes & fees
21 Jul - 22 Jul
Great Conway Location! Shop Eat Hike Swim
Exterior detail

The in town cabin

The in town cabin
Conway
9.6 out of 10, Exceptional, (31 reviews)
"Great place to stay. "
United States
Zach F.
The price is HK$882
HK$1,578 total
includes taxes & fees
19 Jul - 20 Jul
The in town cabin
Interior

Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (1 review)
"We’ll kept "
United States
Denise
The price is HK$1,662
HK$3,624 total
includes taxes & fees
23 Jul - 24 Jul
Cozy Tuftonboro Escape: Steps to Private Beaches!
Outdoor spa tub

Cozy getaway at Attitash Mountain Village

Cozy getaway at Attitash Mountain Village
Bartlett
9.6 out of 10, Exceptional, (29 reviews)
"Great ski condo! Will be back :)"
United States
Kenneth R.
The price is HK$808
HK$1,778 total
includes taxes & fees
13 Aug - 14 Aug
Cozy getaway at Attitash Mountain Village
Terrace/patio

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is HK$2,395
HK$2,973 total
includes taxes & fees
29 Jul - 30 Jul
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath
TV, fireplace, books

Two-story charming retreat w/deck, private gas grill, and private washer/dryer

Two-story charming retreat w/deck, private gas grill, and private washer/dryer
North Conway
9.2 out of 10, Wonderful, (93 reviews)
"very clean, beautiful location and cabin. couldn’t have enjoyed our stay any better"
United States
David R.
The price is HK$1,646
HK$3,763 total
includes taxes & fees
19 Jul - 20 Jul
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (14 reviews)
"What a wonderful, private scenic spot! It was a great way to unplug, relax and enjoy the nature around you. With that said, you are 15 mins away from Fryeburg where you can grab a great cup of coffee at Fair Grounds to fuel you up while you drive through the White Mountains."
United States
Theresa
The price is HK$1,098
HK$1,470 total
includes taxes & fees
20 Jul - 21 Jul
Rufus III Yurt on the river
Outdoor banquet area

Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]

Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]
Tuftonboro
The price is HK$1,497
HK$2,348 total
includes taxes & fees
21 Jul - 22 Jul
Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]
Property grounds

Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is HK$1,176
HK$1,463 total
includes taxes & fees
19 Jul - 20 Jul
Luxury Tent in New Hampshire-Tail-Tuckaway
Property grounds

Serene Forest Chalet - Beaches | Kayaks | Bikes

Serene Forest Chalet - Beaches | Kayaks | Bikes
Eidelweiss Village
9.6 out of 10, Exceptional, (5 reviews)
"Convenient location for Fall activities. Cleanliness of home was appreciated with no issues. Quiet neighborhood and great fenced area for our poodle. Would very much repeat our stay in this home."
United States
Michael R.
The price is HK$1,458
HK$4,303 total
includes taxes & fees
9 Aug - 10 Aug
Serene Forest Chalet - Beaches | Kayaks | Bikes
1 bedroom

Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Fully stocked camper with delivery/setup to your favorite campground/cabin/event
New Durham
6.0 out of 10, (1 review)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
United States
Cathy M.
The price is HK$768
HK$3,726 total
includes taxes & fees
16 Aug - 17 Aug
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
Terrace/patio

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is HK$1,282
HK$1,486 total
includes taxes & fees
19 Jul - 20 Jul
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
Outdoor dining

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, (19 reviews)
"We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again."
United States
Nicole C.
The price is HK$2,548
HK$4,857 total
includes taxes & fees
3 Aug - 4 Aug
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Terrace/patio

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, (12 reviews)
"Great place "
United States
Anonymous traveller
The price is HK$1,957
HK$2,429 total
includes taxes & fees
22 Jul - 23 Jul
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Ossipee Hotel Reviews

North Conway Mountain Inn

North Conway Mountain Inn

10/10 Excellent
"We've been traveling for a month and this was the nicest of them all."
Morgan 1-night trip
Posted 6 hours ago
North Conway Mountain Inn

Find out more about West Ossipee

Search for holiday rentals in West Ossipee on Expedia! You can easily find your home rentals, villas, holiday apartments in West Ossipee using one of the methods below:

  • View our selection of featured holiday rentals in West Ossipee
  • Use the map to find apartments and other holiday homes in the West Ossipee neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in West Ossipee while they last

Look no further and take a look at our great range of rental properties in West Ossipee!

Frequently asked questions

Can I find a holiday rental in West Ossipee?

Yes, there are holiday rentals close to the most popular sights in West Ossipee, or you can select a more secluded option if you're looking for a relaxing stay. West Ossipee is known for its riverfront and jazz scene. Make sure you have time to check out the mountain views and coffee shops during your trip.

What are some of the best holiday rentals that West Ossipee has to offer?

Walk to weddings venues, local shops, dining, coffee, dog ok,Bank Of NH pavilion: This holiday home rental outside of West Ossipee offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in West Ossipee?

Expedia has 3 holiday rentals for your stay in West Ossipee.

What’s there to see and do in West Ossipee?

Explore the area and family-friendly sights such as Pirate's Cove Adventure Mini Golf, or get out into nature at a spot like Bearcamp River. Lake Winnipesaukee and White Lake State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in West Ossipee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in West Ossipee. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.