A boat on a calm lake at sunset with mountains in the background.

Ossipee Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Ossipee vacation rentals

Marina

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 AED 419
AED 864 total
includes taxes & fees
8 Jul - 9 Jul
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Sauna

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 AED 547
AED 1,065 total
includes taxes & fees
21 Jul - 22 Jul
Rustic Rose Cottage of Historic West Lebanon
Exterior

Newly Renovated Cottage on Main Street Alton Bay #5

Newly Renovated Cottage on Main Street Alton Bay #5
Alton
10.0 out of 10, Exceptional, (1 review)
"Great places. Quiet and quaint and close to the lake and restaurants. Will rent again "
United States
Brian B.
The price is AED 683
AED 1,212 total
includes taxes & fees
13 Jul - 14 Jul
Newly Renovated Cottage on Main Street Alton Bay #5
Dining

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!
Property grounds

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 AED 459
AED 581 total
includes taxes & fees
7 Jul - 8 Jul
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
TV

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin
Conway
10.0 out of 10, Exceptional, (99 reviews)
"Great place to stay. Very clean. Incredibly thorough. Very welcoming to pets. "
United States
Nathan
The price is AED 536
AED 984 total
includes taxes & fees
8 Jul - 9 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)
"Very communicative host and it was a lovely stay! We will definitely return. "
United States
Wing Ki Winki C.
The price is AED 404
AED 601 total
includes taxes & fees
7 Jul - 8 Jul
Ava Jade yurt nestled in the woods of Brownfield, Maine
Pool

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 AED 301
AED 1,032 total
includes taxes & fees
13 Jul - 14 Jul
Inviting condo in quiet locale with partial lake views, balcony & grilling area
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 AED 355
AED 937 total
includes taxes & fees
21 Jul - 22 Jul
Great Conway Location! Shop Eat Hike Swim
Outdoor dining

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 AED 500
AED 1,156 total
includes taxes & fees
8 Jul - 9 Jul
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
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 AED 441
AED 641 total
includes taxes & fees
7 Jul - 8 Jul
Allie Mae Yurt nestled in the woods
Interior

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 AED 512
AED 1,194 total
includes taxes & fees
7 Jul - 8 Jul
Beautiful 1 bedroom condo-Lake views. Now offering monthly rental.
Property grounds

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, (18 reviews)
"Nice location on the lake."
United States
Mary L.
The price is AED 577
AED 1,259 total
includes taxes & fees
8 Jul - 9 Jul
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Property grounds

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 AED 500
AED 1,160 total
includes taxes & fees
7 Jul - 8 Jul
Cozy hotel-style suite right on the water, shared patio, free WiFi
Interior

Rufus III Yurt on the river

Rufus III Yurt on the river
Brownfield
10.0 out of 10, Exceptional, (13 reviews)
"Had a great time,will be back for sure. "
United States
John C.
The price is AED 514
AED 689 total
includes taxes & fees
7 Jul - 8 Jul
Rufus III Yurt on the river
House (1 Bedroom) | Interior

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!
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 traveler
The price is AED 812
AED 1,008 total
includes taxes & fees
7 Jul - 8 Jul
Cottage 4 - Year Round Pet Friendly 1 Bed w/ Loft / 1 Bath & Courtyard
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 AED 551
AED 685 total
includes taxes & fees
7 Jul - 8 Jul
Luxury Tent in New Hampshire-Tail-Tuckaway
Marina

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 AED 514
AED 1,040 total
includes taxes & fees
12 Jul - 13 Jul
Gilford Laconia Condo, Parking, Pool, WiFi & BBQ
TV

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 AED 672
AED 1,629 total
includes taxes & fees
13 Jul - 14 Jul
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

Weirs Beach Motel and Cottages

Weirs Beach Motel and Cottages

10/10 Excellent
"Clean house, friendly staff, right next to the downtown."
Tara 2-night trip
Posted less than an hour ago
Weirs Beach Motel and Cottages

Frequently asked questions

Can I find a vacation rental in Ossipee?

Yes, we offer vacation rentals close to the most popular points of interest in Ossipee, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Ossipee?

Private & Super Spacious, close to downtown N. Conway and ski.: This vacation home rental outside of Ossipee is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Ossipee?

With 7 Expedia vacation rentals, you're sure 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 larger area, you’ll find Lake Winnipesaukee and Belleau Lake.

What’s a vacation rental in Ossipee like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Ossipee. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for family gatherings.