Cottage holiday rentals in Ossipee

Truly magical stay at Chelsey’s place. Perfect spot for unwinding after a day adventuring the White Mountains. Would stay again!

A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!

We enjoyed our stay. Nice and clean. Smelled fresh. The cottage was as described and even had more homey accents than expected - coffee maker, coffee pods, coffee milk, condiments in the fridge, toaster, snacks, nice dishes and cookware, great TV, comfy sofa and even an electronic fireplace in the main bedroom. Many thoughtful details throughout. Soap, shampoo and conditioner in the shower. Extra towels. A hot tub ready to enjoy and kayaks at the house to use at the nearby lake. I really wish it wasn’t a downpour weekend so we could’ve used the hot tub and kayaks. Quiet neighborhood. Parking for 1-2 cars. Great notebook chock full of helpful information of the area. Nice touch! We would stay here again and can see this being a great location for summer with the lake and water availability. The owners were kind and very responsive to any and all feedback.

I had a nice stay at Alexa's. It's beautiful, quiet and ideal to get some rest while being surronded with nature. The best!

Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.

The house was clean and well maintained. The view was gorgeous, too bad Mother Nature didn’t cooperate. It was cold and rainy. Used the fire pit nightly and it was nice. Linens were clean, towels were soft and fluffy and smelled freshly laundered. Kitchen was spotless and well stocked with pot/pans and dishes. Having a dishwasher was nice too. Two grocery stores (Hannaford and Market Basket) were close by and plenty of restaurants too. We came with the intention of doing nothing and just changing scenery for the weekend. This place was perfect.

We had a wonderful stay here and highly recommend it! The location is great, as it’s close to plenty of restaurants and stores. We were even able to walk to get breakfast and dinner. The space itself was much larger than we expected and very clean. The kitchen had everything we needed and we even had snacks, waters, and coffee left for us! The highlight for my 2 year old was the pirate ship playground. We also loved having access to picnic tables. We got takeout and enjoyed eating outdoors. We did not use the outside grill but that is a great addition and we would have used if we stayed longer. The host was very helpful and accommodating. They offered early check in and check out and gave very clear instructions on how to get in. I would not hesitate to return in the future!

The cottage is spotless, well-stocked and conveniently located for day trips in any direction. This is our 4th year staying at this lovely cottage for a pre-holidays getaway. We look forward to keeping this annual tradition!

Jana was a great host! Very responsive and helpful. The cottage was exactly as the pictures showed and pristine. It was a fantastic location to enjoy all that the White Mountains have to offer. Close to ski mountains, restaurants, Conway and North Conway and the enterance to the Kangamangus yet in a serene setting set back from the road. We will definitely be returning to enjoy this cottage in the warm weather as well!

Absolutely loved our stay! What a perfect location for fall foliage and leaf peeping.

Beatiful cabin on the water, thoughtfully decorated. I loved the layout, plenty of seating areas and lovely decor. There is only one small bathroom which may be an issue with more than 2 or 3 guests, but worked out perfectly for us. We saw deer twice when driving down the trail to the house which was exciting! Loved using the firepit outside. The only bummer was that the dock wasn’t in the water yet. I still managed to use the kayak but would not advise attempting without the dock lol. Wonderful host, David was very responsive and had a nice bottle of wine waiting for us on our arrival. Would 100% come back

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!

Javi was super welcoming and responsive to our questions or needs. The places itself was in a beautiful location, had everything we needed, clean with cute decor, and was a perfect family getaway for Memorial Day weekend!

A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto

When we arrived at this small, lovely marina where the property is located, my first thought was: magical!!!!! Inside, a little oasis, modern and well appointed. A huge, comfy sofa, large TV, great bed and thoughtful amenities. We did not need the AC, but I tried it and it got cool, quickly. Outdoors: paddleboards, kayaks and a grill overlooking the lake and the homes along the lake. Stunning. It’s a less than a minute walk to the restrooms, which are also modern and pristine, and part of the experience. I genuinely loved our stay here! It’s a very special, private place in the best of ways. Highly recommend,

If you’re looking for a tranquil and relaxed getaway on the water, look no further. We extended our trip because it was so beyond perfect. There were kayaks available to enjoy a soothing ride on the lake and enjoy the views. Our four legged friend enjoyed jumping onto the small beach area and running around the yard getting his exercise.

We had the best weekend at this place! It’s a beautiful home (in our opinion the cutest on the entire lake) in an even more beautiful area. It was a bit overcast and rained one day but the lake was surprisingly warm and we still went swimming even on the cooler day. We also used the kayaks and SUP the host provided to spend more time on the water. There were lots of board games provided that we played often. The kitchen was well-stocked with spices, pans, and even small appliances, and the toiletries provided were nice. The best part of this place, however, is the French doors that open onto the balcony. We kept them open, with the screen closed to keep bugs out, almost the entire time we were in the house. Despite being a guest house on the same property as Janath and Beth’s home, the carriage house felt very private. This has been one of our most favorite places we’ve stayed. A beautiful home that is quiet and with lake views you can’t beat. I’d recommend to anyone! You’ll love it.

My wife and I stayed at John's place for a quick weekend trip but the house is large enough for several more with 5 additional beds plus some space in the living room for sleeping. Great location on the lake with amazing views and only about a mile and a half from downtown Bridgton with some shops and nice restaurants. The house was immaculate and had everything you need from kitchen accessories to towels to plenty of games and books. John was extremely responsive and I don't think I waited more than 30 minutes for the few back and forth messages we had. Definitely recommend!

Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.

Arrowhead lodge was the perfect weekend getaway. The home was super clean and the area was so peaceful. We will be back!

We love to stay here. Etoile is always very helpful and the place is clean. It is centrally located to where we want to be.

This a beautiful home. This is our third stay and Karen's house, without doubt, is the best. Karen communicates well and was very quick to respond with minor problem that was fixed within a couple of hours. The kitchen is well equipped and the beds very comfy with lovely soft sheets. Anyone who stays there will be pleasantly surprised by the interesting decor and the beautiful surroundings. Thanks again, Karen.

We were looking for a quiet place near the water to relax and unwind. Marina's place was perfect! We enjoyed kayaking, and great views of the lake whether reading on the deck or playing boardgames in the dining room on a rainy day. We'd definitely stay here again.

The view is even more stunning in person! Spent the weekend here with my family and it was breathtaking to say the least. Half of our time was spent just admiring the view because it’s that good. Cozy decor and open floor plan made it easy to settle in and feel right at home. Peaceful private neighborhood with great foliage. Perfect place for getting out on the water in kayaks, making s’mores, stargazing, and creating life long memories. We wish we could’ve stayed longer!!