Cottage vacation rentals in Bridgton

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.

Beautiful house in the heart of North Conway! Privacy but close to all fun attractions. Spacious but cozy vibes. The hot tub was a hit, especially after a day of skiing! Only thing I would say Is make sure you have a car that can get up hill in snow. Such a great time! Would love to come back!

We had a very nice stay at Patrick's place. Patrick's place is very clean, cosy and inviting with everything you may need for a visiting trip at the White Mountain Forest. The place is definitely matching the description and we would be happy to return!

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!

Amazing!!! And it was literally snowing the whole time - can you imagine what it would be like in the summer!!!! UPPERCASE AMAZING!!!

We had a fantastic time at this cute and cozy cottage! It’s within 15 minutes of basically anything in the Portland area and the cottage itself is so charming and inviting. We only wish we had planned to stay here longer!

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!

They were accommodating, flexible, and very gracious. They had an entire binder of information with details about where to find fans, towels, flashlights, how to work the shower, heat, grill, and about anything else you can think of. It also had emergency services, restaurants, places to have a good time, and good details about checkout expectations. Overall we were extremely happy with the property and our stay, and were honored by the personalization they did for us specifically as it was our Honeymoon and they wrote us a custom note by hand for when we arrived. Highly Recommended - Will Rent Again!

The hosts are amazing! Very helpful and responsive. Unfortunately we were not there on vacation displaced from our home for 2 months. It was welcoming and once settled in felt like home, it was a little strange to leave lol - If I needed anything the host were available and willing to help. I wish this displacement was during summer months! Thank you Brad and Colleen

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!

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

Our stay at Joel's was just what we wanted! Quiet and isolated, but only a few minutes from town. My dog loved it - there are trails behind the house! Everything was clean, and the bed and pillows were comfortable. I do have one suggestion - it would be helpful to have something - some kind of little stand next to the sink in the bathroom - to put toiletries on. I used the window sill. Also, a hook to hang a hand towel on would be nice. But really, our experience was great!

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.

Gorgeous spot! From the wall of windows in the porch looking out onto the lake, to the large yard with fire pit and hammock to the dock and treasure trove of kayaks, SUP, and other water toys, this is a perfect lake house. The standout though is the floating picnic table! So unique and fun to have a gently rocking meal with your feet dangling in the water! Another perk is that the spot is peaceful yet less than 10 minutes away from lots of hiking and food options. A perfect long weekend for me and my pup. Hope to return sometime!

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.

This cozy cottage in Naples was a great place to stay over the winter holiday with the kids and extended family. We hit the nearby slopes and restaurants. Wonderful host and property. Kids enjoyed their private space with own tv.

We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!

We stayed over Thanksgiving. The place was just what I wanted. Big TV and fireplace. Since it was the holiday and I would be cooking I brought some pots and pans to make sure I would have what I needed. And they were needed as the kitchen is geared more toward outdoor summer meals and not cooking much inside. It was fine for the two of us in the winter. It is just as described - a log cabin, but nicely furnished.

Wow what a spot!!! Kristen thought of everything to make our family’s stay so comfortable. Tastefully decorated. Amenities abound. Spotless! It was so peaceful having morning coffee or relaxing around the campfire with the gorgeous backdrop of Panther Pond and the symphony of the loons. Kristen is a highly responsive host who wants your stay to be perfect. Communication was excellent. We cannot recommend this hidden gem more highly!

My husband and I stayed with our 2 small dogs. We loved the fenced in yard. The house was quiet and peaceful. It was very clean and the kitchen & bathroom were well stocked with everything you would need. They left us a great welcome basket with a bottle of wine and treats for us and the pups. The hosts are very responsive and even offered a suggestion for dinner when we were looking for BBQ. I would highly recommend a stay at The Lazy Bear Cottage!