Ossipee Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Ossipee vacation rentals

Cabin, 2 Bedrooms, Lake View | Living area

Half Moon Resort

Half Moon Resort
2.0 star property
Emily
$173 nightly
The price is $185
May 28 - May 29
Total with taxes and fees
Half Moon Resort
Spruce Cabin Residences | Premium bedding, pillowtop beds, blackout drapes, free WiFi

Nature Link Resort

Nature Link Resort
3.0 star property
Nisswa
9.8 out of 10, Exceptional, (82 reviews)
"Great place"
United States
Andrey
$235 nightly
The price is $252
May 26 - May 27
Total with taxes and fees
Nature Link Resort
Fireplace

The Point - On Gull Lake

The Point - On Gull Lake
3.5 star property
Brainerd
9.4 out of 10, Exceptional, (3 reviews)
"Excellent price"
United States
Lisa
$481 nightly
The price is $516
Jun 1 - Jun 2
Total with taxes and fees
The Point - On Gull Lake
House (3 Bedrooms) | Interior

16 Mi to Mount Ski Gull: Pequot Lakes Cabin

16 Mi to Mount Ski Gull: Pequot Lakes Cabin
3.0 star property
Pequot Lakes
$413 nightly
The price is $443
May 25 - May 26
Total with taxes and fees
16 Mi to Mount Ski Gull: Pequot Lakes Cabin
Smart TV, fireplace, books, computer monitors

Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!

Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!
Fifty Lakes
$369 nightly
The price is $396
Jun 9 - Jun 10
Total with taxes and fees
Sunset Serenity on Kego Lake: Lakefront, Private, Sauna, Fishing, Fully Stocked!
Smart TV

Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4

Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4
Brainerd
$263 nightly
The price is $282
May 31 - Jun 1
Total with taxes and fees
Cabin on Rice Lake access to Mississippi River 1 bedroom/1 bath sleeps 4
2 bedrooms, iron/ironing board, WiFi, bed sheets

Charming 2-bedroom house with AC, WiFi in delightful Brainerd

Charming 2-bedroom house with AC, WiFi in delightful Brainerd
Brainerd
8.8 out of 10, Excellent, (6 reviews)
"This property was described perfectly and was exactly what we needed, although it was a short visit, the time spent here was enjoyable."
United States
Andrea B.
$150 nightly
The price is $161
May 25 - May 26
Total with taxes and fees
Charming 2-bedroom house with AC, WiFi in delightful Brainerd
Property grounds

Fishing cabin in the pines! 50 acres of lakeshore & forest Hear the loons call.

Fishing cabin in the pines! 50 acres of lakeshore & forest Hear the loons call.
Deerwood
9.0 out of 10, Wonderful, (9 reviews)
"The stay was amazing and the lake was quiet, we enjoyed the lake, cabin and the local area! "
United States
Brittany L.
$217 nightly
The price is $233
May 31 - Jun 1
Total with taxes and fees
Fishing cabin in the pines! 50 acres of lakeshore & forest Hear the loons call.
Terrace/patio

Golf Sim, Sauna, Lakefront Hot Tub & Stargazing

Golf Sim, Sauna, Lakefront Hot Tub & Stargazing
Crosslake
$1,062 nightly
The price is $1,140
May 26 - May 27
Total with taxes and fees
Golf Sim, Sauna, Lakefront Hot Tub & Stargazing
Interior

Log home nestled in tall pines near Norway Lake

Log home nestled in tall pines near Norway Lake
Pine River
10.0 out of 10, Exceptional, (45 reviews)
"Awesome cabin!"
United States
Dean G.
$462 nightly
The price is $496
May 25 - May 26
Total with taxes and fees
Log home nestled in tall pines near Norway Lake
Terrace/patio

Ultimate Cabin Retreat, Sauna, Firepit, Fireplace

Ultimate Cabin Retreat, Sauna, Firepit, Fireplace
Crosby
10.0 out of 10, Exceptional, (8 reviews)
"Great place, excellent location"
United States
MTB 7.
$452 nightly
The price is $485
Jun 1 - Jun 2
Total with taxes and fees
Ultimate Cabin Retreat, Sauna, Firepit, Fireplace
Exterior

Step Outside & You're at the Lake | Beach Access & Boat Rentals Available

Step Outside & You're at the Lake | Beach Access & Boat Rentals Available
Nisswa
10.0 out of 10, Exceptional, (20 reviews)
"Perfect location for proximity to restaurants, outdoor activities, and lakeside fun. We will definitively be back."
United States
Susan
$651 nightly
The price is $696
Jun 21 - Jun 22
Total with taxes and fees
Step Outside & You're at the Lake | Beach Access & Boat Rentals Available
Exterior

Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks

Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks
Crosslake
10.0 out of 10, Exceptional, (26 reviews)
"Such a beautiful and peaceful place to get away. The host was very welcoming and super easy to work with. The christmas decorations made the place so joyous and festive."
United States
Jon L.
$822 nightly
The price is $890
May 25 - May 26
Total with taxes and fees
Summer oasis w/NEW HOT TUB overlooking Fawn Lake with private beach, SUPs/Kayaks
House (3 Bedrooms) | Interior

Private Dock: Lakefront Family Home in Outing

Private Dock: Lakefront Family Home in Outing
3.0 star property
Outing
$419 nightly
The price is $450
May 25 - May 26
Total with taxes and fees
Private Dock: Lakefront Family Home in Outing
Smart TV, fireplace, table tennis, books

Eagle`s Nest - Main House

Eagle`s Nest - Main House
Brainerd
10.0 out of 10, Exceptional, (4 reviews)
"Well equipped and maintained property in a very nice location. "
United States
Harvey E.
$886 nightly
The price is $929
May 25 - May 26
Total with taxes and fees
Eagle`s Nest - Main House
Outdoor spa tub

NEW - The Boardwalk on North Long Lake Brainerd with Hot Tub, Pet-Friendly

NEW - The Boardwalk on North Long Lake Brainerd with Hot Tub, Pet-Friendly
Brainerd
9.8 out of 10, Exceptional, (38 reviews)
$876 nightly
The price is $941
Jun 12 - Jun 13
Total with taxes and fees
NEW - The Boardwalk on North Long Lake Brainerd with Hot Tub, Pet-Friendly
Smart TV, fireplace, DVD player, books

New Lakefront |Pontoon|GameRoom|Summer Fun Vibes

New Lakefront |Pontoon|GameRoom|Summer Fun Vibes
Crosslake
10.0 out of 10, Exceptional, (8 reviews)
"Very fun place to stay with grocery stores nearby! Beautiful scenery, and the gameroom was a big hit! Host was very welcoming and easy to chat with! "
United States
Aigner V.
$776 nightly
The price is $840
May 25 - May 26
Total with taxes and fees
New Lakefront |Pontoon|GameRoom|Summer Fun Vibes
Smart TV, video games, foosball, table tennis

Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!

Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!
Baxter
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were great, very nice property that was welcoming for a smaller family get together over new years."
United States
Erik T.
$582 nightly
The price is $628
May 26 - May 27
Total with taxes and fees
Fully Stocked Lake Cabin w/Caffeination Station, Game Room, Firepit, Family Fun!
Smart TV, fireplace

Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access

Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access
Crosby
10.0 out of 10, Exceptional, (3 reviews)
"Had a great relaxing time"
United States
David V.
$440 nightly
The price is $472
May 26 - May 27
Total with taxes and fees
Ultimate Retreat: Cozy Cabin w/ Fireplace! Cuyuna MTB Access
Interior

Lakefront Cabin with Private Beach

Lakefront Cabin with Private Beach
Brainerd
10.0 out of 10, Exceptional, (7 reviews)
"Everything was wonderful, plenty of room to gather and have your own space. "
United States
Jody B.
$461 nightly
The price is $495
May 27 - May 28
Total with taxes and fees
Lakefront Cabin with Private Beach
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
"We had a wonderful experience! The only thing was there being so many buildings, it was challenging trying to find where we were supposed be! Very friendly staff! I would definitely go back!"
Suzanne 2-night trip
Posted 5 hours ago
Grand View Lodge

Find out more about Ossipee

Everything you need to know about Ossipee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ossipee vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ossipee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $252 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

6000 Sq Feet w/Year Around Indoor Pool-King Beds: You might want to consider this vacation home rental near Ossipee, which is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease 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. It offers a balcony, a garden, and a pool table so you can immerse yourself in your vacation.

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.