Holiday rentals with a fireplace in Westbrook

We loved this place! We were renting for our daughter’s college graduation, and even though it poured all weekend- we really enjoyed just hanging out at the house. Mostly I loved loved the king size bed and I’m going to ask where the owner got it - slept like a baby!

We had a wonderful stay at this beautiful beachfront home with our extended family, including a total of 6 adults and 5 kids. We had two additional adults spend one night, there was plenty of room for everyone. The house was spacious, comfortable, and perfectly suited for a group of our size. The location is unbeatable, right on Drakes Island Beach, with incredible views and direct access to the sand. While we didn’t go in the water, we spent plenty of time relaxing on the beach, walking along the shore, and enjoying the peaceful setting. The home was clean, well-maintained, and stocked with everything we needed. The large deck and open living spaces gave us plenty of room to spend time together and unwind. This was a perfect spot for a relaxing family getaway, and we’d absolutely return again. Highly recommended!

I had a wonderful stay at Cutter House! The beautiful grounds, with the charming red barn and friendly animals, created such a peaceful and inviting atmosphere. One of the highlights was the visits from the friendly, snuggly Great Pyrenees dog—such a gentle and affectionate companion who made the experience even more special. I loved spending time outdoors exploring the yard. The home itself is warm, cozy, and thoughtfully appointed. With two bedrooms and two full bathrooms, it was comfortable and convenient. The kitchen was well-stocked, and the fresh local coffee beans made my mornings extra special. The host Maria, was welcoming and communicative, providing helpful local tips and making sure I had everything I needed. Cutter House is the perfect retreat for anyone looking to relax in a beautiful, cozy setting with a touch of furry warmth. I look forward to returning! Don't forget to ask about Grace! She holds a record in Maine!!

This place was super clean with incredible views. Highly recommend.

This place is absolutely wonderful. Peaceful and beautiful. I wish we could have stayed longer. Our doggies loved the backyard. Thank you!

Steven was quick to respond, the Saco river farm house was very cozy, clean well furnished with little amenities like phone chargers, coffee, fire pit, and even a mosquito zapper! it’s the little things for me! The house is well maintained inside and out, everything worked great from stove to dishwasher, wall outlets and plumbing was smooth, great atmosphere inside and out, beautiful decor super comfortable beds, i highly recommend this house to all who are looking to get away from the hustle and bustle for a weekend, great location plenty to do in the surrounding areas!

Excellent spot for a bigger group to go. The whole house is very nice. The screened in porch was our favorite part of the house. If my group decides to go back up to the area we would love to stay here again.

Suzanne & Brian’s place was absolutely perfect for a girls weekend away! Beautiful home with all the amenities you could think of in a very serene setting. It’s very clear they love their place and take excellent care with it. Super responsive and friendly hosts- I wish every Airbnb experience was like this! Such a nice quiet getaway still within easy driving distance to Portland and plenty of things to do.

Who knew that inside an assuming building is a massive, quirky and cute space? It’s also in the perfect location close to restaurants. The apartment has everything you need and the space to host friends or family. The host was responsive. As someone who has lived in Portland and in many historic homes, it’s very normal for even the best renovated places to have a couple of more rustic details (wear & tear). The previous review disgracing this place is by someone who clearly this was not a match (they should have stayed in a modern hotel). It’s obvious that the host has been incrementally restoring this place and putting their own sweat in to make it a great airbnb. I would definitely stay here again. No question.

Dan was great. We happened to meet him upon arriving and he is a great person. The house was very lovely and perfect for our needs. Comfy bed and furniture. Nice towels. Quiet except gulls in the morning. 10/10 would stay again.

David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

Caitlin and her adorable space were amazing! My friend/assistant trainer and I stayed two nights for the weekend to go to a continuing education dog training conference in Ossipee, only 25 minutes away. The host does not typically allow dogs; however, they were ADA compliant and had no issue allowing my friend/assistant’s well-trained service dog. Other accommodations in the area did give us a hard time, so we chose this space for many reasons, including the host’s welcoming attitude.

We slept like babies for two nights. The room was very dark and the bed was so comfortable. The shower was awesome and it was spacious and comfortable. We were hoping for the beautiful views but Mother Nature had other plans - rain and fog. Their property is stunning. Sue and Arthur were great hosts. We’ll be back.

Loved our stay! The airbnb is located above a restaurant, so parking in the assigned spaces can be a bit tricky if you arrive at night, but still no issues as we parked in a restaurant spot until we could move the cars later. The location is great, walkable to town and the cliff walk. The inside was more spacious than we anticipated from the photos and it was so nicely decorated! Would definitely come back! The side door was a bit tricky to lock, so I’d recommend only opening if you plan to use the little porch area with the full wall opened up.

Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️

My dog and I had a great time here and would recommend to anyone looking to stay in the area. We found lots of dog-friendly hikes and nature reserves nearby within 15-30 minutes . Otherwise we enjoyed the peaceful yard and small brook on the property. Beautiful and thoughtful rental, with very friendly hosts.

My husband and I stayed here for our baby moon and it was perfect! The location couldn’t have been better and the airbnb was stocked with everything we needed. Nick was super responsive and made sure our stay was wonderful. We will absolutely be back!!!

Matt’s place was welcoming comfortable beds, well equipped kitchen. Matt was always responsive within a few minutes. Matt’s place was conveniently located to Portland with restaurants and shops. Spent A day at Cape Elizabeth, Peaks island and dinner in Naple….. previous visit was to Boothbay Botanical garden Really a great state to visit!!!