Ossipee Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Ossipee

Fridge, microwave, oven, stovetop
*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

Cabin in Merrifield

9.8 out of 10, Exceptional, (72)
"The property, cabin and lake were all great. We had a wonderful time!!"
United States
Tammy W.
*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!
Sequoia Cabin Residences | 1 bedroom, premium bedding, pillowtop beds, blackout drapes
Nature Link Resort

Cabin in Nisswa

3.0 star property
9.8 out of 10, Exceptional, (61)
"We stayed in the lodge. The only thing I missed was, when I get up at 5:30 in the morning, having my coffee and watching the news on the TV. Other than that, it was a beautiful venue for my niece's wedding and the place was quiet and very clean."
United States
Michael
Nature Link Resort
Outdoor dining
Oct weekend dates still open! Clean Cabin, lots of Amenities & Gull Chain Access

Cabin in Nisswa

9.8 out of 10, Exceptional, (48)
"Safe for family & beautiful lake view"
United States
Malia W.
Oct weekend dates still open! Clean Cabin, lots of Amenities & Gull Chain Access
Fridge, microwave, oven, stovetop
New Lake Home on Upper Cullen - volleyball, game room, sauna, and lots of trees!

Vacation Home in Pequot Lakes

10.0 out of 10, Exceptional, (9)
"Excellent property. Great for a group. Comfortable sleeping for everyone and activities galore. 10/10 would recommend. "
United States
Jeffrey E.
New Lake Home on Upper Cullen - volleyball, game room, sauna, and lots of trees!
Pool
NEW - The Boardwalk on North Long Lake Brainerd with Hot Tub, Pet-Friendly

Cabin in Brainerd

9.8 out of 10, Exceptional, (25)
"Beautiful place to stay - clean and modern with touches that made it feel special. Allowing pets was a big plus for us, as well as the hot tub and kayaks. "
United States
Sarah P.
NEW - The Boardwalk on North Long Lake Brainerd with Hot Tub, Pet-Friendly
Exterior
Eagle Pines: Rare, Beautiful North Shore of Gull Lake

Vacation Home in Nisswa

9.2 out of 10, Wonderful, (48)
"We had a wonderful stay and the cabin was perfect for us!"
United States
Ashly S.
Eagle Pines: Rare, Beautiful North Shore of Gull Lake
Smart TV, fireplace, stereo
Stunning 4 Bedroom Lake Home close to everything!!

Cabin in Brainerd

9.8 out of 10, Exceptional, (53)
"Overall property is very nice. Outdoor space "
United States
Kalen F.
Stunning 4 Bedroom Lake Home close to everything!!
Villa #16 - 5 Bedrooms, 3.5 Bathrooms | Private kitchen | Fridge, microwave, oven, stovetop
Wilderness Resort Villas

Cabin in Pequot Lakes

3.5 star property
8.8 out of 10, Excellent, (102)
"Very nice staff! Beautiful area with beach, boat launch, and everything you’d need in the cabin! We’d love to stay here again soon!’"
United States
Anonymous traveler
The price is ￥52,880
￥63,594 total
includes taxes & fees
Nov 22 - Nov 23
Wilderness Resort Villas
Exterior
Sullivan Lake Chalet - Free Pontoon included

Chalet in Aitkin

9.6 out of 10, Exceptional, (86)
"We had a great time swimming fishing and relaxing at this home away from home!!!"
United States
Brenda K.
Sullivan Lake Chalet - Free Pontoon included
Fridge, microwave, oven, stovetop
The River Lodge - new look, same place!

Cabin in Aitkin

10.0 out of 10, Exceptional, (179)
"Excellent place to stay and great host!!"
United States
Bee Y.
The River Lodge - new look, same place!
Exterior
Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat

Cabin in Crosslake

10.0 out of 10, Exceptional, (176)
"Really great getaway our family!"
United States
Abby R.
Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat
TV, fireplace, DVD player, books
Beautiful 5-bedroom house in Enchanting Crosslake -Pontoon Incl with 7 day stay!

Cabin in Crosslake

2.0 star property
9.8 out of 10, Exceptional, (210)
"Everything was wonderful!!!"
United States
Sally D.
Beautiful 5-bedroom house in Enchanting Crosslake -Pontoon Incl with 7 day stay!
Interior
Lakeside Sand Beach House on 3 Acres of fun Near Nisswa and Cross Lake.

Cabin in Merrifield

9.8 out of 10, Exceptional, (51)
"Area was great. Plenty of room and something for every age. Owner was great to work with. Everyone enjoyed our stay. "
United States
Mona H.
Lakeside Sand Beach House on 3 Acres of fun Near Nisswa and Cross Lake.
Fridge, microwave, oven, stovetop
The Perfect Location or Winter Fun on Pelican Lake in Breezy Point!

Vacation Home in Pequot Lakes

10.0 out of 10, Exceptional, (75)
"Great place! Lots of space and great outdoor area!"
United States
Joel S.
The Perfect Location or Winter Fun on Pelican Lake in Breezy Point!
Exterior
Modern Rustic Cabin-Includes Pontoon Boat & Sunsets on Fantastic Lakeside Porch!

Cabin in Crosslake

10.0 out of 10, Exceptional, (161)
"This place was great! Marvelous cabin, we really loved the space for kids, nice kitchen and the fireplace. "
United States
Matt B.
Modern Rustic Cabin-Includes Pontoon Boat & Sunsets on Fantastic Lakeside Porch!
Property grounds
PONTOON BOAT INCLUDED early May thru early October. Quaint cabin on Sibley Lake.

Cabin in Pequot Lakes

10.0 out of 10, Exceptional, (183)
"Amazing property. We had a great time! "
United States
Jennifer K.
PONTOON BOAT INCLUDED early May thru early October. Quaint cabin on Sibley Lake.
Fridge, microwave, oven, stovetop
Quintessential Lake Cabin-Amazing Lakeside Screen Porch & Pontoon Boat included!

Cabin in Crosslake

10.0 out of 10, Exceptional, (326)
"Very easy check-in, having the boat was great, and wifi worked well! Gas grill was nice and plenty of pots and pans for cooking. Could've used an anchor for easier swimming from the pontoon."
United States
Dan E.
Quintessential Lake Cabin-Amazing Lakeside Screen Porch & Pontoon Boat included!
1 bedroom, free WiFi, bed sheets
Peaceful Vintage 1920's Lakefront Red Log Cabin

Cabin in Fifty Lakes

9.6 out of 10, Exceptional, (86)
"The location of the cabin is fantastic. So peaceful, wonderful access to the lake, and the setting is just beautiful. "
United States
Karen R.
Peaceful Vintage 1920's Lakefront Red Log Cabin
Exterior
Courtside Cabin-Indoor Sports|Theatre|Hot Tub|

Vacation Home in Nisswa

9.8 out of 10, Exceptional, (15)
"Accommodations and venue was as good as described. The kids really enjoyed the “Sports court”. A touch tricky to find with hard to see sign but everything was great. We would stay here again if in town. "
United States
Mark K.
Courtside Cabin-Indoor Sports|Theatre|Hot Tub|
Fridge, microwave, oven, stovetop
Eagle`s Nest - Main House / Guest House

Cabin in Brainerd

9.8 out of 10, Exceptional, (7)
"Location and amenities were great!"
United States
Adam V.
Eagle`s Nest - Main House / Guest House
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

Grand View Lodge

Grand View Lodge

10/10 Excellent
"The room was clean, nice people"
Cheryl 1-night trip
Posted 3 days ago
Grand View Lodge

Find out more about Ossipee

Search for holiday rentals in Ossipee on Expedia! You can easily find your home rentals, villas, holiday apartments in Ossipee using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in Ossipee?

Yes, you can find vacation rentals close to popular attractions in Ossipee, or you can select a more secluded option if you'd like a relaxing place to stay. Ossipee is known for its lake views.

What's the top vacation rental in Ossipee?

New Lake Home on Upper Cullen - volleyball, game room, sauna, and lots of trees!: You might want to consider this vacation home rental near Ossipee, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 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 will I find in Ossipee?

Choose from 6 Expedia vacation rentals in Ossipee for a memorable vacation.

What can I see and do in Ossipee?

Lake Edward and Mississippi River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Bass Lake and Upper Mission Lake.

What are vacation rentals like in Ossipee?

Vacation rentals are private accommodations you can book for several days or longer in Ossipee. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.