A mountainous landscape with autumn foliage and a cloudy sky.

West Ossipee Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for West Ossipee holiday rentals

A cabin with a picnic table and a fire pit, surrounded by large rocks and trees, overlooking a lake with boats.

1. Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very good, (16 reviews)
"Definitely will stay again. Basic cabin but great location"
United States
Jacqui
The price is NZ$322
includes taxes & fees
18 Oct - 19 Oct
Danforth Bay Camping and RV Resort
A deck with a view of a frozen lake and surrounding trees.

2. A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (36 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is NZ$570
includes taxes & fees
11 Nov - 12 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A wooden cabin interior with a dining table, sofa, and a TV mounted on the wall.

3. Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (108 reviews)
"Excellent 2 person stay with pets. Helpful friendly host, clean comfortable cabin with all needed amenities. Enjoyed our stay."
United States
John F.
The price is NZ$490
includes taxes & fees
15 Oct - 16 Oct
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
A cozy living room with a brown leather sofa, a wooden coffee table, and a fish-themed wall decoration.

4. Lake Winnipesaukee Home for Fall & Winter Fun

Lake Winnipesaukee Home for Fall & Winter Fun
3.0 star property
Moultonborough
Lake Winnipesaukee Home for Fall & Winter Fun
A dining area with a wooden table and chairs, a clock on the wall, and a window with blinds.

5. Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach

Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach
Tamworth
10.0 out of 10, Exceptional, (2 reviews)
"Very well looked after property with lots of adequate supplies. We enjoyed a variety of teas and coffee pods, there were lots of my blankets and towels, very well stocked. The beds were extremely comfortable- had the best sleep in months on a good mattress and soft down pillows."
United States
gautam
The price is NZ$878
includes taxes & fees
26 Oct - 27 Oct
Cozy 3-bedroom chalet in charming Tamworth next to Whit Lakes state park/beach
An indoor swimming pool with clear water, wooden deck seating, and large windows providing natural light.

6. Attitash Mountain Village

Attitash Mountain Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (583 reviews)
"Perfect little getaway up north with everything you need on site."
United States
Alexander
The price is NZ$294
includes taxes & fees
28 Oct - 29 Oct
Attitash Mountain Village
A garden with a pond, surrounded by flowers and a view of distant mountains.

7. 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
8.0 out of 10, Very good, (1 review)
"Clean, pet friendly, quiet, attractively furnished. Had not known it would be a second floor unit with stairs to enter. That was not a problem for us but might be for others. We enjoyed ourselves."
United States
Carola B.
The price is NZ$456
includes taxes & fees
27 Oct - 28 Oct
Hidden Gem Near Castle in the Clouds [Pet Friendly-WiFi-Enclosed Private Porch]
A hotel room with a bed, a television, a coffee maker, a fireplace, and patterned curtains.

8. White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.4 out of 10, Good, (187 reviews)
"It was a cute cottage with exactly what you need after a long hiking or ski day!"
United States
Seamus
The price is NZ$261
includes taxes & fees
18 Oct - 19 Oct
White Mountain Cottages
A living room with a sofa, a coffee table, a TV, a kitchen area, and a door leading to another room.

9. 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$357
includes taxes & fees
28 Oct - 29 Oct
Great Conway Location! Shop Eat Hike Swim
A lakeside view from inside a building with large windows, a sandy beach, and a forested area with a cabin.

10. Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland

Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
Eidelweiss Village
9.8 out of 10, Exceptional, (57 reviews)
"A wonderful home minutes away from North Conway and many other tourist locations. The host was great and the property was beautiful. We were very happy with our stay."
United States
Charles B.
The price is NZ$769
includes taxes & fees
22 Oct - 23 Oct
Pond-Side Chalet • Private Beach • Canoe & Kayak • Sleeps 7 • Near Storyland
A garden with a white pergola, red chairs, and pink flowers.

11. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 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$312
includes taxes & fees
27 Oct - 28 Oct
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

12. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
Center Tuftonboro
10.0 out of 10, Exceptional, (16 reviews)
"Property was just as pictured. Great location near the pond. Home had everything I could have needed, including a few snacks. Bit of a snafu on check-in but host communication was quick and pleasant!"
United States
Diane S.
The price is NZ$810
includes taxes & fees
18 Oct - 19 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A cozy interior of a yurt with a central wood-burning stove, a sofa, and a bed with floral bedding.

13. 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, (25 reviews)
"Great camping experience"
United States
Kathleen
The price is NZ$291
includes taxes & fees
21 Oct - 22 Oct
Ava Jade yurt nestled in the woods of Brownfield, Maine
A spacious kitchen with wooden beams, a large dining table, and a fireplace.

14. 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, (2 reviews)
"We’ll kept "
United States
Denise
The price is NZ$824
includes taxes & fees
18 Oct - 19 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
A garden with a white pergola, red chairs, and pink flowers.

15. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is NZ$310
includes taxes & fees
15 Oct - 16 Oct
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A two-story house with a flat roof, a small circular window on the second floor, and a door with a window on the ground floor.

16. The in town cabin

The in town cabin
Conway
9.4 out of 10, Exceptional, (37 reviews)
"Great place in a great location!"
United States
Timothy S.
The price is NZ$353
includes taxes & fees
20 Oct - 21 Oct
The in town cabin
A cozy living room with a large flat-screen TV, wooden ceiling beams, a leather sofa, and a dining area with a table and chairs.

17. Hot Tub,King Bed,Dogs w/Pequawket Beach Access!

Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
Conway
9.4 out of 10, Exceptional, (3 reviews)
"Clean house with a very responsive host. The bathroom is tiny. Fine for one night, but no longer for three women."
United States
Susan L.
The price is NZ$819
includes taxes & fees
3 Nov - 4 Nov
Hot Tub,King Bed,Dogs w/Pequawket Beach Access!
A two-story building with a clock on the upper level, a sign reading "Hospitality Building," and a stone bench in front.

18. Attitash Room: Pool, Hot Tub, Storyland, Foliage

Attitash Room: Pool, Hot Tub, Storyland, Foliage
Bartlett
8.0 out of 10, Very good, (2 reviews)
"Great location. Up three flights of stairs but once there, we enjoyed our area above others. It was nice to relax in the hot tub after being on a beautiful lake fishing.We had a couple requests for our boat and traier that were not offered and Shirley took care of our needs and accommodated us as best as she could. Great communication as well. Very easy check-in and we had our keys in hand with a map and apleasant smile within minutes of our arrival."
United States
Cheryl C.
Attitash Room: Pool, Hot Tub, Storyland, Foliage
A yurt with a wooden porch and two Adirondack chairs, surrounded by a forest.

19. Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is NZ$311
includes taxes & fees
25 Oct - 26 Oct
Allie Mae Yurt nestled in the woods
A hotel with a swimming pool, lounge chairs, and a flag.

20. Birchmont Townhouses

Birchmont Townhouses
3.5 star property
North Conway
7.8 out of 10, Good, (15 reviews)
"Stayed here with 3 families of five each. We all had a room next to each other on the strip which made it fun for the little ones to hand out"
United States
Christina
The price is NZ$494
includes taxes & fees
26 Oct - 27 Oct
Birchmont Townhouses
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

The Green Granite North Conway, an Ascend Collection Hotel

The Green Granite North Conway, an Ascend Collection Hotel

8/10 Good
"Good location. A bit dated. Friendly staff."
Catherine 1-night trip
Posted 8 hours ago
The Green Granite North Conway, an Ascend Collection Hotel

Find out more about West Ossipee

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our West Ossipee holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up West Ossipee. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in West Ossipee. Seeing all the best attractions is bound to make you fall in love with West Ossipee. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in West Ossipee short-term rentals, that won’t be hard to do.

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?

2 mi to downtown North Conway. Gameroom. Close to Echo Lake, Storyland, Aquarium: This holiday home rental outside of West Ossipee is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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 Conway Station, or get out into nature at a spot like Bearcamp River. Ossipee Lake and Ossipee Lake Trail 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.