
Cottage vacation rentals in Ossipee
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Top-rated cottage rentals in Ossipee
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Popular amenities for Ossipee cottage rentals
Cottage rentals with a hot tub

Charming Quiet Cottage close to hiking & JXN Falls
Our stay at Chelsea and Mathew’s cottage was top notch. The communication and instructions on all things related to the cottage were detailed and clear. From prior to booking and throughout the stay the communication was excellent. The house was clean and well kept, charming and welcoming. The bonus features of the wood burning stove and hot tub made this a must stay location for us and we couldn’t have been happier with what they added to the overall experience. I highly recommend the spot for its proximity to Black Mountain, what the house offers and the hosts were fantastic. We’ll be back for sure!

Cozy beach cottage with pool & hot tub
Lovely one night stay at this sweet little cottage! Grounds are well-kept, enjoyed morning coffee on the front porch. AC kept it nice and cool. Convenient location close to a great donut shop- Congdon’s and our favorite ice scream spot- Scoop Deck. Chloe is a gracious host and even granted us a late check-out!

Lakeside Cozy Cottage in Nature | Hot Tub
This trip was more than we could've ever wanted! The property was lovely and the hosts were more than accommodating and made sure everything was as comfortable as it could've been! I'd recommend anyone to book with these hosts and I will definitely be booking again!

Fully Renovated/4min to K-port/HotTub/Game Room
We had a great stay at Audrey & Seb's place. It was spacious, beautifully decorated, and extremely clean. The beds were super comfortable, the location was private and close to town, and there was so much thought put into all the little details. What an absolutely wonderful place. Thank you so much!

Beautifully renovated 2-bedroom cottage
Everything was so perfect !! thank you for hosting us !!

Contemporary Cottage With Ocean View 13
Terrific stay! The cottage was modern, clean, convenient and lovely. The pools are great for kids, and the cottage is near to restaurants, beaches etc. Great place for a holiday.

Peace at the Pond with Hot Tub & Sauna
Wonderful,private, well equipped cottage on pretty pond. Owners quick to respond to our texts. Relaxing hot tub and fantastic sauna! Many restaurants and breweries within a 30 minute drive. Book it ..... you won't wanna leave!

Vintage Maine 2 Bedroom Cottage
Beautiful place to stay!! Quintessential Maine. We had a great experience, made use of the cabin, pool, and picnic area while in town for a wedding—and a much better value than places the next town over!!
Pet-friendly cottage rentals

Relax at this Pet Friendly, Lakefront Getaway
This was a great get away. Right on the lake with the convenience of using their kayaks, row boat, and peddleboat. Also had an array of life jackets for everyone to be safe. Scenery is beautiful, location is peaceful! We read, kayaked, played pinpong in their basement, sat around the firepit and listened to nature! The house is exactly how you see it in the pics, plus better! The home is spotless and has everything you need! Host Heidi is very responsive! They even have many board games and puzzles to play. I would highly recommend this property and plan to rent again. Thank you Heidi for sharing your home and for a lovely weekend. Jamie Hale

Lovely cottage on Sunrise Lake, Middleton, NH.
Another wonderfully relaxing stay! We really enjoyed the new screened in porch for morning coffee, late afternoon snacks, and evening games. The rainy days were just as lovely as the beautiful ones. We enjoyed the cozy gas stove on the cooler days, and we just couldn't have been more delighted by the welcome note and gift upon our arrival.

Tall Pines Hideaway
This place is perfect! The house is so cute and cozy we didn’t want to leave. The hosts left a hand written card and a bottle of wine for us when we arrived, which was so thoughtful. Beautiful views and tons of privacy. Would highly recommend this stay to anyone!

A: Cozy 2-BR Cottage Duplex - Unit A
Great location and cozy home with great ambiance, decor, and all of the necessities. The spiral staircase and upstairs rooms felt much smaller in person but no major issues! If you're bringing dog(s) that may have noise sensitivity like ours sometimes do - note that the walls to nextdoor Airbnb are quite thin. The dogs also had difficulty on the stairs - one learned to go up and down by training and the other one had to be carried up and down 😂 Hosts were great!

A: Updated, Lake, Summer, Hike, Concerts, Relax!
This was the perfect spot for our trip up to NH, and little did I know it would turn into our engagement trip! Susan was incredibly helpful, providing clear instructions and responding to questions promptly. We’ll definitely be back! The yard was secure and ideal for our 7-month-old puppy to play in. We also enjoyed taking walks around the area! Susan went above and beyond by leaving a bottle of wine in the fridge, turning on the lights for us, and ensuring the cabin was spotless. It was truly the perfect place for our stay!

Rustic Pebble Cottage in beautiful Bridgton, Maine
Pebble Cottage was so peaceful yet close to everything. We kept ourselves quite busy locally and Cheryl's place was a perfect spot to unwind and relax at the end of a busy day. The host is a beautiful artist and an exceptional, sweet human being. We hope to return in the Fall. Thanks Cheryl!

Private Beach, Lake Front, Family Friendly Cottage
Loved the place. Would definitely try to visit again!

Lake View Cottage / Fenced in Yard / Pet Friendly
This cottage was exactly what we needed for our little getaway, while still having space to visit with family. Absolutely will stay again if we are back in the area!
Private cottage rentals

Best Summer Cottage in Wells Maine. Come and enjoy
We have been coming to Ogunquit/Wells in the summer for about 10 years, and this was our first time trying Summer Village, and it was a truly fantastic stay! The cottage location is situated between Ogunquit and Wells and is easily accessible to both of those beaches and destinations nearby. ‘A’ could not have been a nicer, more responsive host and it made the logistics of planning very easy. Know going into it that you are bringing your own linens and towels, and there are some standard rules about the larger property, but the cottage has everything you could need and it was very welcoming. In A’s cottage, you have easy ability to sleep a family of 5. There is a fully stocked kitchen and gas grill. But the biggest unexpected perk was all the amenities of the Summer Village property. 3 pools, bocce, tennis, a rec room with games, and a free on-site trolley to get you around every 20 minutes. The stay was incredibly relaxing and I would highly recommend this for young families!

Lakeview Beach Cottage
Our stay at summer breeze was exactly what my husband and I needed. perfect little getaway! Denise and Kyle were super helpful and friendly. The place was amazingly clean and the kitchen was just like home! Equipped with everything you need. There is a lot to do in this area. T-Bones had great food as did Legacy cafe. Their little private beach was awesome! Can't wait to go back! Thank you Denise and Kyle for sharing your little gem! it was a perfect weekend!

Seaside Escape
The location was amazing. Just a few steps to Crescent Beach. I actually took my coffee down there and watched the sunrise in the morning. So beautiful. The cottage was clean and comfortable. Kristin was very responsive and helpful. Don't miss out on the clam chowder at the Lobster Pound less than 100 meters away. We'd definitely come again.

Cozy 2 Bedroom Cottage 50 feet from the Lake
Don’t tell anyone about Shelley’s place! We want to be the only ones to be there!!!!! We had a beautiful time ! Me, my daughter and her 2 yr old son. The lake is soooooo clear and relaxing. Canoed every day. Loons in the lake everyday. Went and picked blueberries and went to the children’s museum😃 Close to Portland! We’ll bring the Daddy next time! Thanks Shelley

Lakehurst Lakefront Cottages #3
We rented one of the cabins at Lakehurst Cottages for a week in August. We were nervous because we were bringing up our boat and had a bad experience at another lake last year. Jim and Janet were so reassuring as to where we could keep the trailer and the location of a convenient boat launch. It all worked out great! Our cottage was a delightful 1 bedroom with sliders all around. There was everything we needed to cook meals. They have a fire pit with wood if you want to make a fire, or chairs to sit in by the water. Downtown Alton Bay was 4 miles away and we enjoyed walking around during an annual festival and craft fair. The town docks are plentiful and convenient if you have a boat. There is so much to do at Lake Winnipesauke and this cabin was in such a great location with great hosts - and guests!

Waterfront Cottage- South Shore
We had a great, peaceful and relaxing stay! Everything was as it was pictured. When we had a small issue, Julia and Gary were very responsive and everything was taken care of promptly. The host provided most everything we needed, it made our stay easy to enjoy.

Saco Cozy Cottage! Minutes From Old Orchard Beach
The cottage was perfect for our needs and had everything! Auria was extremely helpful and responded to us quickly! I would definitely stay there again!

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat
We found the place very clean. The kitchen is well equipped. The crate for the dog was very helpful. They were very flexible with the check-in time and we really appreciated it.
Quick stats about cottage rentals in Ossipee
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Wells Beach
- Loon Mountain Resort
- Attitash Mountain Resort
- Story Land
- Cranmore Mountain Resort
- Ogunquit Playhouse
- East End Beach
- Long Beach
- Surfside Beach
- Pats Peak Ski Area
- Wildcat Mountain
- Owl's Nest Resort
- Ragged Mountain Resort
- Long Sands Beach
- Purity Spring Resort
- King Pine Ski Area
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- Tenney Mountain Resort
- Wentworth by the Sea Country Club
- Bald Peak Colony Club
- Diana's Baths
- Omni Mount Washington Resort
- Parsons Beach