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West Ossipee Holiday Rentals

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Our top choices for West Ossipee holiday rentals

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (152 reviews)
"Small and old"
United States
James
The price is NZ$224
includes taxes & fees
16 July - 17 July
White Mountain Cottages

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (100 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
The price is NZ$484
includes taxes & fees
22 July - 23 July
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

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 NZ$281
includes taxes & fees
16 July - 17 July
Ava Jade yurt nestled in the woods of Brownfield, Maine

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 NZ$300
includes taxes & fees
16 July - 17 July
Allie Mae Yurt nestled in the woods

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 NZ$812
includes taxes & fees
23 July - 24 July
Cozy Tuftonboro Escape: Steps to Private Beaches!

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 NZ$470
includes taxes & fees
12 Aug - 13 Aug
Great Conway Location! Shop Eat Hike Swim

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 NZ$341
includes taxes & fees
19 July - 20 July
The in town cabin

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 NZ$796
includes taxes & fees
23 July - 24 July
Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy getaway at Attitash Mountain Village

Cozy getaway at Attitash Mountain Village
Bartlett
9.6 out of 10, Exceptional, (29 reviews)
"Cozy and clean. Hot tub and sauna were great after a day of skiing!"
United States
Sara B.
The price is NZ$381
includes taxes & fees
21 July - 22 July
Cozy getaway at Attitash Mountain Village

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 NZ$416
includes taxes & fees
16 July - 17 July
Cottage 3 - Year Round - Pet Friendly - 1 Bedroom / 1 Bath

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 NZ$817
includes taxes & fees
16 July - 17 July
Two-story charming retreat w/deck, private gas grill, and private washer/dryer

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 NZ$319
includes taxes & fees
20 July - 21 July
Rufus III Yurt on the river

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 NZ$512
includes taxes & fees
11 Aug - 12 Aug
Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]

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 NZ$317
includes taxes & fees
16 July - 17 July
Luxury Tent in New Hampshire-Tail-Tuckaway

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 NZ$930
includes taxes & fees
9 Aug - 10 Aug
Serene Forest Chalet - Beaches | Kayaks | Bikes

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

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 NZ$321
includes taxes & fees
16 July - 17 July
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

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 NZ$1,061
includes taxes & fees
23 July - 24 July
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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 NZ$570
includes taxes & fees
22 July - 23 July
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.
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Top West Ossipee Hotel Reviews

Find out more about West Ossipee

Everything you need to know about West 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 West 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 West Ossipee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

West Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West 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 West Ossipee holiday rentals we have selected for you start as low as NZ$224 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on West Ossipee rentals

At Expedia, we put the best West 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 West 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 West 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 West 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 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.