Cottage vacation rentals in Ossipee

Find and book unique cottages on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Ossipee cottage rentals

Cottage rentals with a hot tub

Guest favorite
The cottage is surrounded by a lush landscape, featuring a natural stone wall and steps leading to the entrance. Tall trees and scattered foliage provide a backdrop that complements the earthy tones of the wood exterior. A chimney is visible on the side, suggesting a cozy interior.
Cottage in Jackson
5 out of 5 average rating, 30 reviews

Charming Quiet Cottage close to hiking & JXN Falls

AaronRating, 5 stars2 weeks ago
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!
Superhost
The cottage exterior features a white facade with blue trim and a welcoming entrance. Two Adirondack chairs are positioned on the front porch, surrounded by colorful flowers and greenery. A clear blue sky enhances the inviting look of this cozy retreat.
Cottage in Wells
4.89 out of 5 average rating, 57 reviews

Cozy beach cottage with pool & hot tub

PeggyRating, 5 stars7 months ago
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!
Top guest favorite
An aerial view of a two-story cottage reveals a welcoming exterior surrounded by greenery. A patio with outdoor furniture and an umbrella is visible on the side, while a hot tub and pool can be seen in the background, framed by colorful autumn foliage.
Cottage in Shapleigh
5 out of 5 average rating, 7 reviews

Lakeside Cozy Cottage in Nature | Hot Tub

NickRating, 5 stars4 days ago
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!
Guest favorite
A bright living area features a comfortable gray sofa adorned with patterned cushions, complemented by a cozy teal accent chair. A round wooden coffee table sits in front, surrounded by a light area rug. Bookshelves and decorative elements enhance the inviting ambiance.
Cottage in Kennebunk
4.89 out of 5 average rating, 19 reviews

Fully Renovated/4min to K-port/HotTub/Game Room

ChristinaRating, 5 stars6 days ago
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!
Guest favorite
A modern kitchen features a sleek countertop with a variety of fresh ingredients arranged on plates. A coffee maker is visible in the background, alongside a stainless-steel kitchen appliance. Natural light enters through a window, illuminating the stylish grey and white color scheme.
Cottage in Wells
4.94 out of 5 average rating, 16 reviews

Beautifully renovated 2-bedroom cottage

LisaRating, 5 stars7 months ago
Everything was so perfect !! thank you for hosting us !!
Superhost
The exterior of a contemporary cottage is presented, featuring a light gray siding with dark blue shutters adorning the large front window. The entrance includes a wooden step leading to a dark front door, surrounded by a small patch of green plants.
Cottage in Wells
4.74 out of 5 average rating, 19 reviews

Contemporary Cottage With Ocean View 13

MiekaRating, 5 stars10 months ago
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.
Guest favorite
A private cottage is set among lush greenery, featuring a sloped lawn that leads to the water. Purple chairs are positioned on the grass, inviting relaxation. The cottage boasts a peaked roof and large front windows, allowing for views of the surrounding nature.
Cottage in Sumner
4.95 out of 5 average rating, 19 reviews

Peace at the Pond with Hot Tub & Sauna

JimRating, 5 stars6 months ago
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!
Superhost
A vintage cottage is showcased with a three-season porch featuring large windows. A picnic table is positioned on a grassy area, surrounded by garden beds. Two Adirondack chairs are placed nearby, inviting relaxation in a serene outdoor setting.
Cottage in Wells
4.88 out of 5 average rating, 32 reviews

Vintage Maine 2 Bedroom Cottage

AllisonRating, 5 stars7 months ago
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

Superhost
A wooden dock extends into the vibrant fall-colored landscape, leading towards a charming house with large windows. A rowboat rests gently on the water's edge, while colorful kayaks are lined up beside it. Comfortable seating is arranged on the lawn, inviting relaxation.
Cottage in Shapleigh
4.75 out of 5 average rating, 8 reviews

Relax at this Pet Friendly, Lakefront Getaway

JamieRating, 5 stars7 months ago
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
Top guest favorite
Two adirondack chairs, one red and one teal, are positioned on a sandy area overlooking a calm lake. Lush greenery surrounds the space, with small shrubs and trees framing the water view. The scene conveys a serene and inviting outdoor setting.
Cottage in Middleton
4.99 out of 5 average rating, 101 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

StefanieRating, 5 stars7 months ago
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.
Top guest favorite
A calm pond reflects the surrounding trees, creating a serene setting. A wooden dock extends into the water, offering a place to relax. Kayaks and paddleboards are visible in the distance, inviting exploration of the tranquil area.
Cottage in Waterford
4.99 out of 5 average rating, 138 reviews

Tall Pines Hideaway

LaurenRating, 5 stars5 months ago
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!
Guest favorite
The two-story cottage features a mix of wooden siding and a gabled roof. Surrounded by greenery, it includes a raised deck accessible by stairs at the front. A fire pit is visible nearby, with a rustic fence marking the perimeter of the yard.
Cottage in Woodstock
4.86 out of 5 average rating, 154 reviews

A: Cozy 2-BR Cottage Duplex - Unit A

ShelbyRating, 5 stars3 weeks ago
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!
Top guest favorite
A cozy bedroom features a spacious bed adorned with a patterned blanket, flanked by two black nightstands. Nature-inspired wall art displays mountains and trees, complemented by plaid curtains. A vibrant area rug adds warmth to the wood flooring, creating a welcoming atmosphere.
Cottage in Gilford
4.85 out of 5 average rating, 193 reviews

A: Updated, Lake, Summer, Hike, Concerts, Relax!

AshleyRating, 5 stars5 months ago
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!
Top guest favorite
Cottage in Bridgton
4.9 out of 5 average rating, 235 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

CatherineRating, 5 stars6 days ago
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!
Top guest favorite
Cottage in Gilmanton
4.96 out of 5 average rating, 112 reviews

Private Beach, Lake Front, Family Friendly Cottage

RichardRating, 5 stars6 months ago
Loved the place. Would definitely try to visit again!
Guest favorite
A spacious living area features a modern sectional sofa with neutral tones and decorative pillows. A large mountain mural adorned with blues and greens offers a calming backdrop, complemented by natural light filtering through sheer window coverings. A cozy area rug adds warmth to the space.
Cottage in Wakefield
4.93 out of 5 average rating, 184 reviews

Lake View Cottage / Fenced in Yard / Pet Friendly

TrishRating, 5 stars3 weeks ago
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

Superhost
A recreational room is featured with two pool tables and a large sectional sofa. Various arcade games are visible along the walls, while ample natural light floods through the skylights, creating a welcoming atmosphere for relaxation and entertainment.
Cottage in Wells
4.88 out of 5 average rating, 26 reviews

Best Summer Cottage in Wells Maine. Come and enjoy

JonRating, 5 stars8 months ago
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!
Top guest favorite
A sandy beach area is lined with white lounge chairs and umbrellas, facing a serene lake. A green picnic table is positioned nearby, with the sun setting in the background, casting a warm glow over the water and surrounding trees.
Cottage in Laconia
4.97 out of 5 average rating, 35 reviews

Lakeview Beach Cottage

Mary KateRating, 5 stars6 months ago
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!
Superhost
A sandy beach scene is presented, featuring smooth rocks along the shoreline. Gentle waves meet the sand, while a distant row of beach houses is visible under a clear blue sky. Two individuals can be seen walking along the water's edge.
Cottage in Wells
4.78 out of 5 average rating, 9 reviews

Seaside Escape

AngelikaRating, 5 stars7 months ago
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.
Superhost
Cottage in Standish
4.9 out of 5 average rating, 21 reviews

Cozy 2 Bedroom Cottage 50 feet from the Lake

Lauretta MRating, 5 stars8 months ago
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
Guest favorite
Two red lounge chairs are positioned on the grass overlooking the water. A wooden dock extends into the lake, framed by a potted plant and a large tree to the right. The serene landscape features rolling hills in the distance under a clear blue sky.
Cottage in Alton
4.95 out of 5 average rating, 62 reviews

Lakehurst Lakefront Cottages #3

NancyRating, 5 stars8 months ago
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!
Superhost
A serene waterfront view is framed by tall trees, offering a glimpse of Songo Pond. An inviting Adirondack chair sits near the water's edge, where a small path leads to a wooden dock. The landscape is lush with vibrant greenery, enhancing the tranquil environment.
Cottage in Bethel
4.89 out of 5 average rating, 28 reviews

Waterfront Cottage- South Shore

CathleenRating, 5 stars22 months ago
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.
Superhost
An indoor swimming pool is visible, featuring clear blue water and well-maintained surroundings. Natural light enters through large windows, illuminating the space. Safety signs indicate a cautionary note, while potted plants add a touch of greenery to the inviting environment.
Cottage in Saco
4.9 out of 5 average rating, 10 reviews

Saco Cozy Cottage! Minutes From Old Orchard Beach

NancyRating, 5 stars6 months ago
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!
Top guest favorite
A serene riverside view captures the tranquil Saco River reflecting vibrant orange and purple hues of a sunset. Lush green trees line the bank, and a sandy beach is visible in the background, providing a natural setting for relaxation and outdoor activities.
Cottage in Bartlett
4.95 out of 5 average rating, 75 reviews

Lazy Bear Cottage-Rustic & Peaceful Winter Retreat

IreneRating, 5 stars4 days ago
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

Destinations to explore