Ossipee Vacation Rentals

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Vacation Rentals in Ossipee

*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

Merrifield
9.8 out of 10, Exceptional, (72)
"Everything was perfect! Clean, easy to check in, nice beds, clear beach, tons of beach toys. "
United States
madelyn h.
*HIGH DEMAND* Sugar Sand Beach & Cozy Cabin That Sleeps 10 on Pelican Lake!

Nature Link Resort

3.0 star property
Nisswa
9.8 out of 10, Exceptional, (62)
"Great place to come to a getaway for the city life. Amazing views and going out to the private island with a canoe was amazing. I can’t say enough about this place it’s the best place to come and reset. Glad we came here and I will be back again. If you can book the cabins over looking the lake you won’t be disappointed. "
United States
Steven
$156 nightly
The price is $168
Jan 5 - Jan 6, 2026
Total with taxes and fees
Nature Link Resort

Year Round Cabin! Nisswa shopping, Snowmobiling & Ice Fishing!

Nisswa
9.8 out of 10, Exceptional, (48)
"Best vacation we have ever had! Beautiful house and great location. The beach was amazing. I highly recommend this lake house rental."
United States
Kelly B.
Year Round Cabin! Nisswa shopping, Snowmobiling & Ice Fishing!

Lakeside Sand Beach House on 3 Acres of fun Near Nisswa and Cross Lake.

Merrifield
9.8 out of 10, Exceptional, (52)
"Great place to stay and an awesome property "
United States
Rajan Babu S.
Lakeside Sand Beach House on 3 Acres of fun Near Nisswa and Cross Lake.

Comfortable and cozy getaway in the heart of Crosslake

Crosslake
9.8 out of 10, Exceptional, (60)
"Conveniently located, exterior hard to see at night, very little lighting. Would definitely stay again!"
United States
Heidi K.
Comfortable and cozy getaway in the heart of Crosslake

Eagle Pines: Rare, Beautiful North Shore of Gull Lake

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

Stunning 4 Bedroom Lake Home close to everything!!

Brainerd
9.8 out of 10, Exceptional, (53)
"We had a great vacation! The house was beautiful, exactly what we wanted. Love the outside patio area and the sandy beach access to the lake."
United States
Stephanie G.
Stunning 4 Bedroom Lake Home close to everything!!

PONTOON BOAT INCLUDED early May thru early October. Quaint cabin on Sibley Lake.

Pequot Lakes
10.0 out of 10, Exceptional, (184)
"We loved our stay and the use of the boat! We already want to come back again! "
United States
Danielle U.
PONTOON BOAT INCLUDED early May thru early October. Quaint cabin on Sibley Lake.

New Lake Home on Upper Cullen - volleyball, game room, sauna, and lots of trees!

Pequot Lakes
10.0 out of 10, Exceptional, (9)
"Awesome place with everything we needed plus a lot more! Would absolutely recommend!"
United States
Benjamin F.
New Lake Home on Upper Cullen - volleyball, game room, sauna, and lots of trees!

Beautiful 5-bedroom house in Enchanting Crosslake -Pontoon Incl with 7 day stay!

2.0 star property
Crosslake
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!

Vintage Cabin on Beautiful Lake O'brien - Includes Pontoon Boat

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

Sullivan Lake Chalet - Free Pontoon, Outdoor Sauna and Hot Tub included!

Aitkin
9.6 out of 10, Exceptional, (87)
"Secluded, quiet, clean. "
United States
Jeffrey B.
Sullivan Lake Chalet - Free Pontoon, Outdoor Sauna and Hot Tub included!

The Perfect Location or Winter Fun on Pelican Lake in Breezy Point!

Pequot Lakes
10.0 out of 10, Exceptional, (75)
"Great place. "
United States
Robbie N.
The Perfect Location or Winter Fun on Pelican Lake in Breezy Point!

Cozy cabin 25ft off the water! Near shopping, Restaurants, Attractions & Golf!

Merrifield
10.0 out of 10, Exceptional, (32)
"Fantastic place, exactly as pictured and described. We had such a great time and I'd stay at their properties again in a heartbeat."
United States
Samuele C.
Cozy cabin 25ft off the water! Near shopping, Restaurants, Attractions & Golf!

Peaceful home on quiet lake – year round fun!

Crosslake
10.0 out of 10, Exceptional, (22)
"Great spot for a larger family gathering!"
United States
Andrew T.
Peaceful home on quiet lake – year round fun!

Elevate Your Stay!

Crosslake
10.0 out of 10, Exceptional, (88)
"We really enjoyed our visit. Thank you for having us! It's a beautiful area with lots of options for different activities."
United States
Kristi S.
Elevate Your Stay!

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

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

Two-Bedroom House on 5-Acres with Outdoor Hot Tub, Sauna, and Tennis Court (plus extra cabin)

2.0 star property
Nisswa
10.0 out of 10, Exceptional, (11)
"Great location, quiet.clean. Nice cabin. Close to shops and breweries. "
United States
Amber H.
Two-Bedroom House on 5-Acres with Outdoor Hot Tub, Sauna, and Tennis Court (plus extra cabin)

Peaceful Vintage 1920's Lakefront Red Log Cabin

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

Modern Rustic Cabin-Includes Pontoon Boat & Sunsets on Fantastic Lakeside Porch!

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!
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 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 $168 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.

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?

Eagle Pines: Rare, Beautiful North Shore of Gull Lake: You might want to consider this vacation home rental near Ossipee, which 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. Make the most of the selection of games in this rental home to help you unwind.

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.