West Ossipee Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for West Ossipee holiday rentals

Free WiFi
White Mountain Cottages

White Mountain Cottages

White Mountain Cottages
3.0 star property
North Conway
7.6 out of 10, Good, (106)
"Beautiful views and great price! Simple but met all our needs. "
United States
Alex
The price is HK$630
HK$683 total
includes taxes & fees
2 Jan - 3 Jan 2026
White Mountain Cottages
Private kitchen
9 Lake Street

9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is HK$1,096
HK$1,906 total
includes taxes & fees
16 Jan - 17 Jan 2026
9 Lake Street
Exterior
Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort

Danforth Bay Camping and RV Resort
2.0 star property
Freedom
8.4 out of 10, Very good, (15)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
United States
Roxanna
Danforth Bay Camping and RV Resort
Terrace/patio
Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (21)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is HK$933
HK$1,356 total
includes taxes & fees
2 Jan - 3 Jan 2026
Allie Mae Yurt nestled in the woods
Dining
Ava Jade yurt nestled in the woods of Brownfield, Maine

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, (17)
"The ava jade yurt was a great spot to unwind. It had everything we needed, was clean, and very comfy in the winter weather. Communication was good and the check-in and check-out processes were easy. "
United States
Sean M.
The price is HK$855
HK$1,271 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ava Jade yurt nestled in the woods of Brownfield, Maine
Property grounds
Rufus III Yurt on the river

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (12)
"Had a great time,will be back for sure. "
United States
John C.
The price is HK$1,088
HK$1,457 total
includes taxes & fees
2 Jan - 3 Jan 2026
Rufus III Yurt on the river
Fridge, microwave, oven, stovetop
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (91)
"Great place in a nice location. We stayed one night on our way up to Maine. Marianne’s place was perfect. She welcomed us and our pup making for a nice experience. Thanks!"
United States
Erich L.
The price is HK$972
HK$1,873 total
includes taxes & fees
3 Jan - 4 Jan 2026
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Property grounds
Grandmas Cottage on the River and the Rail Trail in Wolfeboro

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)
"All excellent "
United States
Marc
The price is HK$1,371
HK$3,536 total
includes taxes & fees
7 Jan - 8 Jan 2026
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Fridge, microwave, oven, stovetop
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

Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Brownfield
10.0 out of 10, Exceptional, (3)
"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 HK$1,194
HK$2,462 total
includes taxes & fees
6 Jan - 7 Jan 2026
Lakehouse Near N. Conway &Skiing/Pool table/Pond Access to Fish/Skate/Snowmobile
Terrace/patio
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4)
"Great location & comfortable! "
United States
Jeanine L.
The price is HK$1,182
HK$1,460 total
includes taxes & fees
7 Jan - 8 Jan 2026
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath
Smart TV
Ideal Location. Shop, Ski, Hike, Swim just minutes away

Ideal Location. Shop, Ski, Hike, Swim just minutes away

Ideal Location. Shop, Ski, Hike, Swim just minutes away
Settlers Green
7.8 out of 10, Good, (26)
"The place was great. Walking distance to plenty of stores and also to trails. Very clean, well stocked with all the necessities. Both sofa beds were very comfortable. Would definitely stay here again."
United States
Adam M.
The price is HK$700
HK$1,594 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ideal Location. Shop, Ski, Hike, Swim just minutes away
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

Two-story charming retreat w/deck, private gas grill, and private washer/dryer
North Conway
9.2 out of 10, Wonderful, (89)
"Great stay for us and our two kids! Literal perfect location for us going to storyland, shopping and checking out Diana’s bath plus echo lake! Easy in and out. Already planning on renting again! "
United States
Kylie P.
The price is HK$599
HK$2,263 total
includes taxes & fees
6 Jan - 7 Jan 2026
Two-story charming retreat w/deck, private gas grill, and private washer/dryer
Dining
White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach

White Mountains Waterfront Chalet w/ Private Beach
Eidelweiss Village
9.8 out of 10, Exceptional, (25)
"We stayed here the weekend of June 20th for a girls trip & had an amazing time! The home was clean and comfortable. We enjoyed the private beach & beautiful view from the deck! Highly recommend. "
United States
Erin B.
The price is HK$1,574
HK$3,724 total
includes taxes & fees
5 Jan - 6 Jan 2026
White Mountains Waterfront Chalet w/ Private Beach
Exterior
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

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

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
2.0 star property
Newfield
10.0 out of 10, Exceptional, (3)
"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 HK$1,897
HK$3,279 total
includes taxes & fees
19 Jan - 20 Jan 2026
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Outdoor spa tub
Attitash Mountain Village

Attitash Mountain Village

Attitash Mountain Village
3.0 star property
Bartlett
8.6 out of 10, Excellent, (548)
"The staff was very polite and very helpful. The rooms were amazing and cozy. We certain will be back "
United States
Chelsey
The price is HK$1,158
HK$1,257 total
includes taxes & fees
5 Jan - 6 Jan 2026
Attitash Mountain Village
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

Fully stocked camper with delivery/setup to your favorite campground/cabin/event
New Durham
6.0 out of 10, (1)
"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$762
HK$3,686 total
includes taxes & fees
1 Jan - 2 Jan 2026
Fully stocked camper with delivery/setup to your favorite campground/cabin/event
Interior
Family & dog friendly ski chalet with fire pit

Family & dog friendly ski chalet with fire pit

Family & dog friendly ski chalet with fire pit
Bartlett
9.0 out of 10, Wonderful, (2)
The price is HK$873
HK$2,854 total
includes taxes & fees
13 Jan - 14 Jan 2026
Family & dog friendly ski chalet with fire pit
TV, fireplace
Cozy getaway at Attitash Mountain Village

Cozy getaway at Attitash Mountain Village

Cozy getaway at Attitash Mountain Village
Bartlett
9.8 out of 10, Exceptional, (21)
"Property was great. Everything we needed . Loved"
United States
Alan F.
The price is HK$816
HK$1,788 total
includes taxes & fees
15 Jan - 16 Jan 2026
Cozy getaway at Attitash Mountain Village
Exterior
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!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (31)
"It was great and the weather was perfect. Love that it’s dog friendly! And Helen was very helpful. "
United States
ELIZABETH B T.
The price is HK$777
HK$2,192 total
includes taxes & fees
9 Jan - 10 Jan 2026
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Fridge, microwave, oven, stovetop
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard

Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard
Newfield
10.0 out of 10, Exceptional, (22)
"Beautiful and very clean house that we stayed in with family for our daughter’s wedding nearby. Host was always very responsive and helpful. "
United States
Jennifer G.
The price is HK$1,430
HK$4,475 total
includes taxes & fees
1 Jan - 2 Jan 2026
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard
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

Fairfield Inn & Suites By Marriott North Conway

Fairfield Inn & Suites By Marriott North Conway

10/10 Excellent
"Perfect location and great staff!"
KATHERINE 2-night trip
Posted 3 days ago
Fairfield Inn & Suites By Marriott North Conway

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?

Birchmont Townhouses: This holiday home rental outside of West Ossipee is located near skiing, and offers a BBQ, air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

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. White Lake State Park and Ossipee Lake 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.