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Ossipee Holiday Rentals

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Our top choices for Ossipee holiday rentals

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Alton
8.8 out of 10, Excellent, (13 reviews)
"Nicely kept enjoyable stay"
United States
Shirley G.
The price is AU$358
includes taxes & fees
9 July - 10 July
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
10.0 out of 10, Exceptional, (27 reviews)
"Host was accommodating and helpful, and the room was quiet and cozy."
United States
Tyler W.
The price is AU$424
includes taxes & fees
16 July - 17 July
Rustic Rose Cottage of Historic West Lebanon

Newly Renovated Cottage on Main Street Alton Bay #5

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
7.0 out of 10, Good, (2 reviews)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is AU$449
includes taxes & fees
12 July - 13 July
Newly Renovated Cottage on Main Street Alton Bay #5

Hiking & Snowmobile Trails On-Site: Alton Retreat!

Hiking & Snowmobile Trails On-Site: Alton Retreat!
Alton
10.0 out of 10, Exceptional, (5 reviews)
"Such a cute place! Great amenities! Very cozy! Would definitely stay again! "
United States
Karolyn W.
Hiking & Snowmobile Trails On-Site: Alton Retreat!

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Shapleigh
9.0 out of 10, Wonderful, (4 reviews)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
United States
Bethany K.
The price is AU$230
includes taxes & fees
9 July - 10 July
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

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 AU$402
includes taxes & fees
15 July - 16 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)
"Very communicative host and it was a lovely stay! We will definitely return. "
United States
Wing Ki Winki C.
The price is AU$238
includes taxes & fees
9 July - 10 July
Ava Jade yurt nestled in the woods of Brownfield, Maine

Inviting condo in quiet locale with partial lake views, balcony & grilling area

Inviting condo in quiet locale with partial lake views, balcony & grilling area
Gilford
8.4 out of 10, Very good, (17 reviews)
"Everything was just as listed, full amenities and cleanliness."
United States
John C.
The price is AU$412
includes taxes & fees
13 July - 14 July
Inviting condo in quiet locale with partial lake views, balcony & grilling area

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 AU$360
includes taxes & fees
13 July - 14 July
Great Conway Location! Shop Eat Hike Swim

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Alton
9.0 out of 10, Wonderful, (22 reviews)
"Great little gem given its price, location, and overall accommodations! "
United States
Kevin R.
The price is AU$446
includes taxes & fees
12 July - 13 July
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

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 AU$254
includes taxes & fees
15 July - 16 July
Allie Mae Yurt nestled in the woods

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Laconia
9.6 out of 10, Exceptional, (28 reviews)
"Very friendly host and a nice place!"
United States
Brian P.
The price is AU$496
includes taxes & fees
12 July - 13 July
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Alton
8.6 out of 10, Excellent, (19 reviews)
"Nice location on the lake."
United States
Mary L.
The price is AU$481
includes taxes & fees
26 July - 27 July
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Cozy hotel-style suite right on the water, shared patio, free WiFi

Cozy hotel-style suite right on the water, shared patio, free WiFi
Alton
9.0 out of 10, Wonderful, (19 reviews)
"One of our favorite places to stay in this area."
United States
Anthony G.
The price is AU$446
includes taxes & fees
9 July - 10 July
Cozy hotel-style suite right on the water, shared patio, free WiFi

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (14 reviews)
"Had a great time,will be back for sure. "
United States
John C.
The price is AU$270
includes taxes & fees
9 July - 10 July
Rufus III Yurt on the river

Hiking & Snowmobile Trails On-site: Alton Retreat!

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
Hiking & Snowmobile Trails On-site: Alton Retreat!

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 AU$426
includes taxes & fees
12 July - 13 July
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard

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 AU$268
includes taxes & fees
11 July - 12 July
Luxury Tent in New Hampshire-Tail-Tuckaway

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ

Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
Laconia
9.4 out of 10, Exceptional, (3 reviews)
"Great host, clear instructions, great location and great space, view of the lake was awesome"
United States
Dave D.
The price is AU$430
includes taxes & fees
16 July - 17 July
Gilford Laconia Condo, Parking, Pool, WiFi & BBQ

Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is AU$666
includes taxes & fees
12 July - 13 July
Newly Renovated Cottage 4 in Alton Bay, NH
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 Ossipee Hotel Reviews

Find out more about Ossipee

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

Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A 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 Ossipee holiday rentals we have selected for you start as low as AU$370 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best 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 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 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 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 Ossipee?

Yes, there are holiday rentals close to the most popular sights in Ossipee, or you can select a more secluded option if you're looking for a relaxing stay.

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

Private & Super Spacious, close to downtown N. Conway and ski.: This holiday home rental outside of Ossipee is located on a lake, 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 can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Ossipee?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossipee stay.

What’s there to see and do in Ossipee?

While exploring the area, visit family-friendly sights like Funspot Family Fun Center, or get outside and enjoy nature at Duncan Lake. In the wider area, you’ll find Lake Winnipesaukee and Belleau Lake.

What’s a holiday rental in Ossipee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossipee. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.