
Lake house holiday rentals in Ossipee Lake
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Top-rated lakehouse rentals in Ossipee Lake
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Popular amenities for Ossipee Lake lakehouse rentals
Waterfront lakehouse rentals

Beautiful Waterfront Lake Wicwas w/ Private Beach!
Amazing! A stunning home, well-appointed, perfectly furnished, in a beautiful location - even in the middle of winter! This house was perfect for our extended family of ten and 2 pups. We cooked, played, laughed and enjoyed all that the house had to offer. The gym, basement, and dining room made for great spaces for activities and games. 10/10 is not a sufficient rating for how awesome this house is — highly recommend!

WATERFRONT Mountain View Getaway
Our stay at Hills Pond was wonderful. The weather was not on our side but we were able to make the best of it and had an incredible stay. The location couldn’t have been better and all of the amenities made it the perfect getaway spot. Highly recommend booking a stay at Shannon’s home!

Locke Lake Ski & Swim Escape
Me and my family had an awesome stay. The house was great with lots of space and places to sleep. We were 8 ppl and there was more than enough room. Garage/game room was awesome I just wish it was insulated with some heat we had to wear our coats to be comfortable, of course the weather was 26F so it was expected. The rest of the house was warm and cozy. I would love to rent this same house in the summer it must be amazing with the view of the lake. One more thing is although there are 2 bathrooms its more like 1 because the second bathroom upstairs has a little door that leads to the room with the 4 beds so the other people not staying in that room didn’t use that bathroom to not get walked in on unexpectedly. Overall I still gave this place 5 stars and it’s one of the best places I’ve stayed and the host is very responsive and accommodating.

Lucky Duck Lodge - Waterfront home on Locke Lake
We really enjoyed our stay! We felt comfortable and at home. Ice fishing on the lake was fun and sledding down the back hill. Short ride to Gunstock for skiing.

LUX Designer Private Waterfront
Beautiful and secluded place, was very clean and communication was great. Would definitely come again

Luxurious Lakefront Home
The home was clean, comfortable, and well appointed. The lake views are stunning. Our family loved kayaking, fishing, boating, visiting the local sugar house, and Alpaca farm. Charles was always responsive to any questions. Thanks for a great stay!

Lakefront Maine House Featured in Magazines
Absolutely lovely! A very unique space with the perfect balance of quirky retro cottage meets family lake house. We loved spending time outside whether it was on the dock and in the lake or relaxing on the screened in balcony upstairs! Would absolutely do it again!

Private Lakefront! - Luxury Log House!
We are two very busy friends that have made a point to get away for a weekend every year and this place was perfect. It was very clean, had everything we could have hoped for in the kitchen and the roads were plowed and easy to drive on when we left. It was a stress free relaxing weekend that we very much enjoyed. Maxwell is an amazing host and the listing didn’t do the place justice. It was absolutely beautiful to be there in the wintertime. It will be a trip we remember forever.
Pet-friendly lake house rentals

Dog friendly house by Lake Winnipesauke 14
We stayed here with our family for our wedding at castle in the clouds and this was the PERFECT location to get ready and relax before and after the wedding. It’s gorgeous, spacious, and Tamara is an absolutely lovely host and helpful when we had any questions. We booked the house across the street from her too for the wedding party and it was so nice to have a quiet family complex!

Cozy lakeside home with a separate bunk house
Loved this place. Great views of the lake. Perfect to spend the weekend and relax

Tranquil Pondside Retreat
My wife and I just returned from this property. This was our fourth consecutive annual visit and we have already reserved for 2025. When it comes down to it, there are only 2 things that are important and draw us back time after time. 1. The home and its views: We have had the opportunity to stay at a number of New England Airbnb/VRBO properties, this is the only one we want to return to, over and over again. Its popularity makes it difficult to reserve- please ask yourself why? The home is delightful, comfortable, affordable, well equipped, clean, private and with a view of Sargent's pond that never stops mesmerizing us. If you are an outdoor action or more of laid-back type - no one will be disappointed. 2. Andy and Emily are the quintessential hosts. From the welcoming package, including doggie snacks - they think of everything. They are kind, honest and thoughtful people who want to ensure your needs are met but are never intrusive. We sincerely trust and thank them.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Our party had a great stay at Julie's home! The house is so well stocked and so many logical choices were made by Julie to make the stay as convenient and effortless as possible. The hot tub was awesome, the lower floor was cozy and fun with plenty of games, and the layout was great for the two kids and two adults. The entire house was very clean and comfortable. Julie was very communicative and responsive throughout our stay. She also had a basket of goodies waiting for us on arrival. I would love to come back in the summer months to kayak on the lake. I wouldn't hesitate to book again.

Pleasant Lake Paradise - limited time left!
This was the most relaxing little get away! The views of the lake were just remarkable! The hot tub was a beautiful ending to the nights. The house was the perfect size for 4 adults to come and have a get away, the kitchen was stocked with anything that we needed, the directions were very clear and we were able to just relax once we were there. No complaints at all! Great hosts, would absolutely recommend for anyone looking for a cute getaway spot!

Lakefront 3 beds/baths. Dogs ok! Year-round stays
We enjoyed a great stay at this place, it was quiet and peaceful just what we were looking for. The food in the area was excellent and we enjoyed exploring some local spots. Will definitely return in the future

Oliver House with Sebago Lake boat access
We had an awesome weekend stay at Monique’s cottage. The house was clean and equipped with all amenities listed. The yard space is huge for backyard games. Would definitely stay here again!

Pine&Eagle Family&Dog Friendly Lake Sebago Access
We had a great time staying at Richard and Julie's house. They were proactive in communicating with us beforehand and the house itself was exactly as billed in the pictures - comfortable, well-stocked, and very close to the water. I'd happily stay there again.
Private lake house rentals

Private oasis on Lake Mousam all season activities
Great house and location. This was my 2nd time staying here and will definitely be coming back again.

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim
The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

Long Lake Waterfront Home
I can’t wait for our next visit. What a beautiful location, cozy home, with everything we needed. Kit was great on communication, and the home was just as advertised. We will definitely be back, in any season. Highly recommend if you’re re looking for a place to relax and unwind. Loved it!

The Lake House
Such a memorable winter visit to Windham! This property is the third of Dianna’s that we’ve stayed at, and just like the others, it met our needs perfectly. From the moment we arrived, we felt comfortable and at home; the house had all the amenities and appliances we needed (and beyond)! The neighborhood is welcoming and so conveniently located near Portland, but it's also a peaceful retreat from the city with the lake house vibe and beautiful view. Dianna is a responsive and accommodating host, and she has such thoughtful touches and decor throughout the property. We can’t wait to return to the lake!

Ski & Lakefront Retreat with a Private Beach
Beautiful setting! We enjoyed coffee on the large covered porch sitting in the swings. We love to cook and the kitchen and open concept space was awesome. The beds were very comfortable. We walked the trail along the lake and enjoyed the sunset. the bald eagles were great to see every day too. we also really enjoyed the kayaks. the name mirror lake was very appropriate!

Waterview Lake House
Beautiful spot! Far enough from everything to feel private and peaceful but not so far that it's inconvenient. Nice and clean. Would stay here again.

Luxury Skiing & Lakefront Paradise
The home and views were amazing! Yvonne and Jason were very responsive and the home was stocked with everything we needed for a comfortable stay!

Private Upscale Comfortable Newfound Lake House
We had a wonderful time at this home . Excellent view of the lake and the beach in a little cove is fantastic. We heard loons in morning and evening and saw a bald eagle 1st morning. If you like canoeing or kayaking this is a great spot. Much quieter than other parts of the lake. The home is completely modernized with excellent appliances and very relaxing. Great dining not to far away. Can't wait to go back again next year
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