Cabin holiday rentals in Portland

Awesome place to feel right at home and unwind. The hot tub at night was amazing. Will definitely be using them again!!

We had a great late October stay for our honeymoon. The cabin was definitely warm enough for the 30 degree temperatures. Hot tub was amazing, that was clean as well. The outdoor kitchen was very convenient, even when it rains the kitchen is still covered. We had an amazing stay, will be visiting again!

The Bear's Den cabin provided an exceptional retreat that combined comfort, convenience, and thoughtful details. The cleanliness, well-planned amenities, fenced yard for dogs, responsive hosts, and luxurious hot tub all contributed to a memorable experience. The overall comfort of the cabin made it an ideal choice for our getaway. We highly recommend The Bear's Den cabin to anyone looking for a peaceful and enjoyable stay in nature. It truly is a home away from home, offering all the comforts and needs in a rental.

Our stay was excellent! The home was perfect for our family , enjoying the local skiing and winter activities. Sergey was responsive and we look forward to staying again.

We had a great stay here, the cabin was well stocked with the amenities listed and was very clean. The cabin was both beautiful and comfortable. Additionally, the food from the local restaurants was worth every penny. Everyone we met was friendly and helpful with advice on the must see things in the area.

We had a great time staying here for our ten year anniversary. There were plenty of games to keep us entertained. The wood stove kept us nice and cozzy, after coming in cold an wet from the hut tub. The place is conveniently close to any kind of store, should you find you forgot something at home. There are plenty of restaurant's to choose from, and it is far enough from the coast to keep you out of the hustle and bustle, but close enough that a day trip isnt a second thought. We would definitely stay here again!

The house was as listed on website and even better. The space was clean and open and stocked with all the "could need" amenities. Our group consisted of 5 adults and 3 kids. The layout between top and bottom made a great separation for privacy and down time. The hot tub was perfect after playing in the snow. We had a small maintenance request and the responsiveness and friendly nature put this host on a next level. They are great hosts and the property + tree house were perfect. We would love to try the location during the warmer months. Thanks for everything!

Incredible hosts, such a beautiful spot. The host went above and beyond to make this rental the perfect home base for our annual ice fishing trip. Thanks Doug and Neil!

Caroline and David’s cabin is an amazing getaway. The architectural and interior design concepts found here make this cabin really stand out. They have thought of everything, inside and out, to make your stay comfortable, fun, relaxing and memorable. We loved snowshoeing around the property and discovering sculptures and animal tracks in the snow. The location is private, yet an easy drive to neighboring towns where you will find great restaurants and activities to keep you engaged for days on end. We would love to return in the Summer to be able to enjoy the outdoor fire pit. Thank you Caroline and David for allowing us to reap the benefits of all the hard work and creativity you have put into this cabin!

Perfect spot to get away and have some "me" time. Sat in front of the fireplace, read my book and got some work done. upstairs bed was extremely comfortable and happy to have a window to let some cool air in. site feels very remote but extremely close to shopping and other amamenities.

Deborah is the perfect host . She is very responsive, proactive in her messaging and makes you feel right at home before you are even at her amazing cabin. This is the second time I have stayed here and it is incredible! Their property is so peaceful and beautiful. The cabin is spotless, dust free & the furnishings and rustic decorations are perfect. Check-in is very easy/self check-in. There are easy to understand and helpful directions and places to go, see and restaurants in the area are in a book. Everything about the experience of staying here and Deborah as your host is top-notch. Highly highly recommended.

We had a great stay! easy instructions, well equipped kitchen, and plenty of space.

Lovely spot, especially the screen porch.

We had such a lovely stay at Frye Island and would love to return sometime soon. We had a very comfortable stay with five adults and had everything we needed. Christina is a top tier communicator and we felt very prepared for everything the island had in store for us.

great place to stay. We hosted Christmas dinner with our smallish family and it easily accommodated everyone. Highly recommend staying here

This place is amazing! The house is a comfy, cozy, modern Maine cabin with beautiful decor & views. It has almost anything you need- toaster oven, coffee maker, electric stove, hot water kettle, tea/coffee/condiments & tv & a computer. The deck & yard are really nice & spacious & the neighborhood is great, too, feels very safe & people are friendly. There’s detailed information available from local attractions, to filling the wood pellet burning stove. From mattresses to toilet paper everything provided was good quality. The thoughtfulness that went into preparing the house was very much appreciated. The hosts were responsive, friendly and informative. I definitely want to come back & stay again.

Peaceful cabin in the woods, easy to find and deep enough in the woods that you feel like you are far from everything so no noise and lota of stars. But town is just about 10 mins away.

Melissa was a wonderful host. Her instructions were thoughtful and clear. She had lots of fun recommendations for the area (we can't wait for Bridgton Ladies Weekend!) The cabin was clean and super cozy. We had everything we needed! I would definitely recommend this cabin.

Pamela was a great host. The cabin was just as pictured. Right on the songo locks. Nice place to stay. Could use some regular curtains over the blinds and over the sink ( we like to sleep in). And not used to having to clean the whole cabin before checking out. All in all it was a great trip. Thank you.

Really nice, quiet spot to hang out. Everything matched the description in the listing and we had absolutely no issues during our visit. I would definitely book here again.

Amazing host with an amazing place to stay. Kept the check in easy and made sure we were comfortable. Look forward to going again!

If you are looking for a relaxing getaway on a beautiful lake, this cozy cabin is the perfect spot! The rustic cabin has everything you need to disconnect and tune into the beauty of Highland Lake. We woke up to the sounds of the loons every morning and enjoyed the spectacular sunsets from the dock each evening. We took full advantage of the kayaks, paddling almost the entire length of the lake over the course of the week. This private, cozy cabin is the quintessential Maine vacation!

The cabin was exactly what I was looking for - private, perfect location, and traditional living. The sauna was absolutely amazing. It gets up to 210 degrees which is perfect and it’s right next to a creek to cool yourself off. Emily and Jason are awesome and I highly recommend this place!

Highly recommend this wonderful cabin in the woods - beautiful location and great amenities! Jeff is very friendly and proactive about reaching out to us; overall, cannot recommend this place enough!