Cabin holiday rentals in Ossipee

Fantastic stay! If it’s available book it! Stayed with our 4 kids, plenty of towels, maxing kitchen setup friendly & helpful hosts!!! House is also setup for kids with nightlights, baby gates plastic dishes just for them. Hikes out the back door. Just awesome!

Wonderful launching off point to multiple ski resorts in the area. Having a local community center with pool and hot tub was a bonus. The view is incredibly private and the home is very cozy.

A perfect getaway! My husband and I had such a relaxing time at this beautiful cabin. From the moment we arrived, we felt welcomed, the space was immaculate, tastefully decorated, and stocked with everything you could possibly need and more. Every little detail made it feel like home. Ashleigh was an incredible host, providing helpful information and even checking in to ensure we were enjoying our stay, which we truly appreciated. One of our favorite moments was unwinding in the hot tub, soaking in the peaceful surroundings. During our stay, an afternoon thunderstorm rolled in, and sitting on the screened-in front porch with a cup of coffee, watching the rain, was an unexpectedly serene experience. We couldn’t have asked for a better retreat, and we will definitely be back!

We stayed for a friends wedding and it was less than 10 minutes to the venue. The place was clean, easy to access and perfect for a group of us to stay!

Dave was an amazing host and he provided the best possible get away for our first wedding anniversary. It was private there is so much beautiful outdoor art to look at and the hot tub was the perfect way to wind down after the day. If there was a 6 star option I would give it this was everything we wanted and needed and then some

This was the perfect family get away that was still close to so many wonderful attractions. The hots were extremely responsive and helpful!

My husband and I had a truly relaxing weekend spending time at the cabin. Lots of space to stretch out and relax by the pellet stove. Friendly and accommodating hosts. Definitely the sort of place worth a repeat visit.

This cabin was lovely. Very peaceful. Quiet. Private. Grocery store within one mile, just down the road. The woodburning fireplace (stove) in the living area was so easy to use and the fire was gorgeous. The first night was magical, using the hot tub while the snow was falling. We went with our adult daughter and son-in-law. Plenty of space for everyone. Even napped on the extra beds. The cabin had some nice extra architectural touches that made it unique and cozy. The 2 story ceiling in the great room made it even more spacious. An easy drive to Littleton for a lovely lunch and also to The Omni Mt. Washington which is spectacular.

Loved every second of our stay here. The surroundings were peaceful and the amenities plentiful (for humans and dogs alike). Matt was extremely communicative and provided great local recommendations. Can’t wait to come back!

Winter Wonderland Retreat!!! Talia's place was AMAZING!!! We arrived during a snow storm and within a couple of hours the roads and the driveway were all cleared and plowed! The Cabin and trees were all cloaked in snow and it was warm and cozy inside!!! Our two doggos enjoyed exploring the woods and searching for signs of the deer family living nearby. There was a family with young deer and they slept under the pine trees in the back woods. :) They also enjoyed their strolls down the driveway and along the quiet neighborhood roads. :) The night sky was UNBELIEVABLE!!! I did not realize there were so many stars in the night sky!! :) The cabin is very close to Pleasant Mountain, which is a beautiful place to ski! :) The Cabin had everything we needed!! We are looking forward to our next retreat already!! Talia was awesome! She was very helpful and responsive. We loved our stay!! Thank you for everything, Talia!! :)

Great, cozy cabin. It had all of the amenities, including a nice fire pit. Short walk to the trailhead for Cathedral Ledge and walkable to Echo Lake. The cabin is a short drive to Diana’s Bath and a short drive into North Conway as well. We’d definitely stay there again!

Outstanding cottage! It had everything we needed and the hosts were very responsive and acommodating. We look forward to visit again!

I had booked the stay, but something unexpected came up, and Evan graciously allowed my son and daughter-in-law to stay in my stead. Here is what my daughter-in-law said: The cabin is very cozy, and you can see the top of Mount Chocorua even from the bathroom; haha, I loved that. Evan is very communicative, flexible and very quick to respond to questions. He was always willing to help and made the stay easier. His father was beneficial when we lost power while using space heating at the same time that we were doing dishes, but once we addressed the issue, Evan communicated with his father, who takes care of the property, and within 15 minutes, we had the power back. The place was organized.

The campground was beautiful, and they really thought of everything. Would highly recommend.

A great place for quiet, with a babbling brook, a barbecue grill, and a firepit. Kitchen had all the essentials and everything was spotless.

This beautiful A-Frame was a perfect weekend getaway. My girlfriend and I spent the weekend here and it was in a great location with perfect accommodations for two people. The place was clean with great amenities (grill, fireplace, etc.) Will definitely be hoping to return in the future / am eager to recommend this property to anyone.

We loved loves loved Cassie’s place on the lake. We spent most of our time on the deck with the gas firepit, enjoying the view. Kitchen had what we needed, though a few teabags and sugar would have been nice ( there was coffee). Beds were very comfy! Loved the seclusion of the rental, which is our top priority! Shower was great, too.

We had an absolutely wonderful time here. So many animals for our toddler to interact with. Very quiet area with lots of nature both on the property and nearby.

From the start, Ashley was helpful and kind. The house was immaculate and decorated tres chic, and she left a few treats to welcome us. Honestly, the place looked brand new! And it was so comfortable- the warm wood stove, the gourmet coffee ninja, the soft bedding and cotton sheets, the honeycomb wall shelves and little gold bumblebee towel holder….all the little touches were so special. Will definitely stay there again!

Amazing stay at the lodge! The place is wonderful and we had a warm welcome from Sally. Thank you!!

Cailee was wonderful, quick to respond to communications, and helpful. She thought through and provided all the little things that make her guests feel right at home. The cabin was spotless and had everything we needed for an enjoyable stay. Truly a peaceful retreat. We highly recommend a stay at Little Bear Lodge!

We had the most wonderful few days at the cabin and honestly, the pictures do not do it justice! It was spotlessly clean, the beds were super comfy, we had everything we needed and it had some unique, quirky features. The location was really good, not too far where we wanted to go and you felt like you were right in the middle of nature. If you want to get away from it all this is the perfect place!

We came to Wolfesboro for a sisters trip and had such an amazing time. The cabin is walking distance (if you don’t mind a trek) to town and right by the water. So beautiful to wake up under the trees. We got to see the northern lights one night and just sat under the stars and enjoyed being in the quiet. The cabin is quaint but very warm if you get cold at night. The natural light is amazing and we felt right at home. Michael was super responsive with recommendations and check in was easy! We’ll be back.

Great spot. So peaceful and having a vhs in player and watching old movies was great. The bed was so comfortable and it was so relaxing.