Cottage vacation rentals in Ossipee

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Popular amenities for Ossipee cottage rentals

Cottage rentals with a hot tub

Superhost
The front exterior of a single-story cottage is depicted, featuring light purple siding and large windows. Two red Adirondack chairs surround a small table on a grassy area, alongside a wooden pathway leading to the entrance, which is flanked by decorative plants.
Cottage in Wells
4.76 out of 5 average rating, 42 reviews

Cozy Cottage close to Beach, Pool and more!

JanelleRating, 5 stars7 months ago
Dear Tim and Kimberly - I wanted to express how much we enjoyed our stay at your delightful two-bedroom cottage. The accommodations were not only beautifully furnished but also incredibly comfortable. The added amenities, including the pool, hot tub, and gym, made our stay even more enjoyable, offering plenty of options for relaxation and fitness. We also loved how close the cottage was to the local restaurants and the beach—it was the perfect location for a relaxing getaway. Your attention to detail made all the difference, and we couldn't have asked for a better experience. I will definitely recommend your place to others and look forward to returning in the future! Janelle Q PS - I live in Florida and upon my return from Maine, am being greeted by Helene. JQ
Superhost
A new hot tub is situated among trees, offering a view of the lake in the background. The water glistens as the sun sets, creating a serene atmosphere. The setting presents a peaceful retreat for relaxation while enjoying the natural surroundings.
Cottage in Limerick
4.77 out of 5 average rating, 66 reviews

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

GavinRating, 5 stars1 month ago
Nice private area, close by to a few small-towns for groceries, gas, etc. Property was very scenic and often only sounds that could be heard were birds. Slept 5 comfortably and never felt crowded. 10/10
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 stars8 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, 8 reviews

Lakeside Cozy Cottage in Nature | Hot Tub

NickRating, 5 stars1 week 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 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 stars8 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.
Superhost
An aerial view of the kitchen and dining area is presented, featuring light wood cabinetry and countertops. A dining table with six chairs is visible, along with sliding glass doors leading to an outdoor deck. Natural light brightens the space offering a cozy atmosphere.
Cottage in Campton
4.83 out of 5 average rating, 41 reviews

The Bear Cottage: 3BR Bliss in White Mountains

MeaghanRating, 5 stars3 months ago
The place had everything that you needed for a comfortable stay.
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 stars6 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
A private courtyard is featured, featuring gravel paths and bordered by white fencing. Adirondack chairs are arranged around fire pits, complemented by vibrant flower beds and planters. A shaded canopy and swings provide additional seating and leisure areas.
Cottage in Wolfeboro
4.93 out of 5 average rating, 41 reviews

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom

VincentRating, 5 stars2 weeks ago
Good place to stay lots of beds in a small footprint. Burners on the stove never got hot enough for me to cook my dinner or boil more than a cup of water but other than that everything worked great and check in and out was painless.
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 stars4 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
4.86 out of 5 average rating, 194 reviews

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

HeatherRating, 5 stars4 months ago
Adorable, quaint, clean, well maintained house. Had everything we needed to make our stay comfortable. Host was very friendly and responsive.
Top guest favorite
Cottage in Bridgton
4.9 out of 5 average rating, 235 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

CatherineRating, 5 stars1 week 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!

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 view from the property showcases a grassy area with a picnic table, framed by lush green leaves. In the distance, the ocean is visible beneath a clear blue sky, while charming cottages line the shoreline.
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 stars1 week 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

    $60 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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