Search Cottages in Ossipee

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

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Cottages in Ossipee

No exact matches found, but these alternatives could be just right

Recommended hotels in Ossipee

Exterior
Cozy cabin w hot tub, fireplace, near Nisswa and crosslake

Cabin in Merrifield

10.0 out of 10, Exceptional, (8)
"We just loved everything about this wonderful house!"
United States
Christina S.
The price is AED 664
AED 1,605 total
includes taxes & fees
14 Dec - 15 Dec
Cozy cabin w hot tub, fireplace, near Nisswa and crosslake
Exterior
Baymont by Wyndham Baxter/Brainerd Area

Baymont by Wyndham Baxter/Brainerd Area

2.5 star property
8.8 out of 10, Excellent, (810)
"Room was spacious, the front desk workers were so nice and we had the pool all to ourselves! "
United States
Jennifer
The price is AED 293
AED 325 total
includes taxes & fees
22 Dec - 23 Dec
Baymont by Wyndham Baxter/Brainerd Area
Exterior
Days Inn & Suites by Wyndham Baxter Brainerd Area

Days Inn & Suites by Wyndham Baxter Brainerd Area

2.5 star property
8.8 out of 10, Excellent, (1001)
"Very clean room, bed was super comfortable, pool and hot tub very relaxing and clean. Breakfast was phenomenal. Will stay here again."
United States
Carrie
The price is AED 219
AED 242 total
includes taxes & fees
28 Dec - 29 Dec
Days Inn & Suites by Wyndham Baxter Brainerd Area
Coffee shop
Pine Peaks Lodge & Suites

Pine Peaks Lodge & Suites

2.5 star property
9.0 out of 10, Wonderful, (300)
"Was a quaint lodge. Enjoyed the atmosphere of a small lakeside town. "
United States
Kline
The price is AED 364
AED 394 total
includes taxes & fees
9 Dec - 10 Dec
Pine Peaks Lodge & Suites
Exterior
Country Inn Deerwood

Country Inn Deerwood

2.5 star property
6.8 out of 10, (1001)
"Clean, safe place to stay."
United States
Gretchen
The price is AED 249
AED 273 total
includes taxes & fees
15 Dec - 16 Dec
Country Inn Deerwood
Exterior detail
Ruttger's Bay Lake Resort

Resort in Deerwood

3.0 star property
8.4 out of 10, Very Good, (348)
"Excellent resort. Great food. Pool area was very rustic. "
United States
Eli
The price is AED 415
AED 446 total
includes taxes & fees
31 Dec - 1 January 2026
Ruttger's Bay Lake Resort
Exterior
Country Inn & Suites by Radisson, Baxter, MN

Country Inn & Suites by Radisson, Baxter, MN

2.0 star property
8.8 out of 10, Excellent, (1001)
"Clean rooms, attentive staff, and close to where i needed to be. "
United States
Meredith
The price is AED 351
AED 389 total
includes taxes & fees
24 Dec - 25 Dec
Country Inn & Suites by Radisson, Baxter, MN
Exterior
The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

The Lodge at Brainerd Lakes, Trademark Collection by Wyndham

3.0 star property
8.0 out of 10, Very Good, (1004)
"Big bathrooms and space. Friendly people, great locations."
United States
Matthew
The price is AED 360
AED 431 total
includes taxes & fees
9 Dec - 10 Dec
The Lodge at Brainerd Lakes, Trademark Collection by Wyndham
Exterior
Manhattan Beach Lodge

Manhattan Beach Lodge

2.0 star property
9.2 out of 10, Wonderful, (54)
"Great stay"
Mexico
MARTIN
The price is AED 311
AED 372 total
includes taxes & fees
29 Dec - 30 Dec
Manhattan Beach Lodge
Exterior
AmericInn by Wyndham Baxter Brainerd

AmericInn by Wyndham Baxter Brainerd

2.5 star property
8.6 out of 10, Excellent, (223)
"The location and free breakfast was awesome."
United States
Susan
The price is AED 215
AED 239 total
includes taxes & fees
18 Dec - 19 Dec
AmericInn by Wyndham Baxter Brainerd
Exterior
Rapid River Lodge

Rapid River Lodge

2.5 star property
8.8 out of 10, Excellent, (930)
"It was a pleasant stay."
United States
Heidi
The price is AED 353
AED 391 total
includes taxes & fees
14 Dec - 15 Dec
Rapid River Lodge
Couples treatment rooms, sauna, steam room, body treatments
Grand View Lodge

Resort in Nisswa

3.5 star property
9.2 out of 10, Wonderful, (855)
"Wonderful stay! We loved the pools and hot tubs!"
United States
Asimina
The price is AED 400
AED 473 total
includes taxes & fees
9 Dec - 10 Dec
Grand View Lodge
Exterior
Crosby Lofts

Inn in Crosby

3.0 star property
9.6 out of 10, Exceptional, (35)
"Clean rooms, fun room design, quiet neighborhood. Will definitely be staying again! "
United States
Tracy
The price is AED 459
AED 493 total
includes taxes & fees
9 Dec - 10 Dec
Crosby Lofts
Exterior
Quality Inn & Suites Brainerd

Quality Inn & Suites Brainerd

2.5 star property
6.6 out of 10, (620)
"Friendly staff"
United States
Randy
The price is AED 198
AED 220 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn & Suites Brainerd
5 Bedroom Lakeview Loft | Terrace/patio
Quarterdeck Resort & Restaurant

Quarterdeck Resort & Restaurant

3.0 star property
9.2 out of 10, Wonderful, (347)
"Great place"
United States
VInicius
The price is AED 450
AED 529 total
includes taxes & fees
4 Jan - 5 January 2026
Quarterdeck Resort & Restaurant
Exterior
Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG

Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG

3.0 star property
8.6 out of 10, Excellent, (847)
"Clean rooms and wonderful waterpark."
United States
Crystal
The price is AED 492
AED 546 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Hotel & Suites Brainerd-Baxter by IHG
Exterior
Commander Motel

Motel in Pequot Lakes

6.8 out of 10, (13)
"It was very different to register and obtain the keys in a building a quarter mile away from the room. I tried calling the motel several times the day before to confirm our stay but no one answered the phone. This is a bare bones motel but served our needs for the one night stay. I would stay again."
United States
Carol
The price is AED 247
AED 265 total
includes taxes & fees
16 Dec - 17 Dec
Commander Motel
Exterior
Super 8 by Wyndham Baxter/Brainerd Area

Motel in Baxter

2.0 star property
8.2 out of 10, Very Good, (784)
"The service was good and the room was what i needed."
United States
Lisa
The price is AED 222
AED 246 total
includes taxes & fees
4 Jan - 5 January 2026
Super 8 by Wyndham Baxter/Brainerd Area
View from room
Good Ol' Days Resort

Good Ol' Days Resort

3.5 star property
9.6 out of 10, Exceptional, (653)
"Very nice facility, spotless! Great setting and views"
United States
David
The price is AED 376
AED 424 total
includes taxes & fees
28 Dec - 29 Dec
Good Ol' Days Resort
Exterior
AmericInn by Wyndham Pequot Lakes/Jenkins

AmericInn by Wyndham Pequot Lakes/Jenkins

2.5 star property
9.4 out of 10, Exceptional, (320)
"Very nice place and reasonable "
United States
steve
The price is AED 492
AED 533 total
includes taxes & fees
9 Dec - 10 Dec
AmericInn by Wyndham Pequot Lakes/Jenkins
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 Ossipee Hotel Reviews

Grand View Lodge

Grand View Lodge

10/10 Excellent
"The staff was so friendly. Our room was spotless and really cute. We love the chairs outside. I had some work to do in the great room. It was cozy and nicely decorated. We had a blast in the restaurant and walking the campus. Overall amazing stay! "
Jill 2-night trip
Posted 4 days ago
Grand View Lodge

Frequently asked questions

Why book your cottage in Ossipee with Expedia?
Booking a cottage in Ossipee is as simple as deciding on your travel dates and selecting an ideal place for outdoor fun and relaxation. From high-end retreats to budget-friendly properties and cottages that include amenities like a kitchenette, Expedia has something for all traveler tastes. As for awesome deals? We've got them too!
How can I find cheap cottages in Ossipee?
With Expedia's helpful filter tool, scoring cheap cottages in Ossipee is a snap. To discover properties that are very pocket friendly, tailor your search results by amenities, budget and star rating.