Pet-friendly holiday rentals in Freeport

Our son, his girlfriend, my husband and I enjoyed staying at the cottage in late October 2024. The location was quite scenic as it overlooked Casco Bay, near Portland, ME. The host made suggestions that we followed (bringing firewood & blankets). The kitchen was equipped with utensils & coffeemakers. The neighborhood was quiet. We enjoyed walking in the local preserve along the water and took advantage of visiting the Portland Museum of Art and eating at The Honey Paw, an Asian fusion restaurant.

Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.

This is the 2nd time I've stayed at Emma's place. I came both times for a workshop and ceremony that took place in both Freeport and in Portland. Drives to Portland were the longest, and not too taking, and I chose to stay at Emma's place BECAUSE of the way the house holds me: the spaciousness, the attention to art and wisdom, the lighting and unfussy-yet-design-inspired furniture choices, the plant life, the textures and colors: all these things are soothing and welcoming. It was a pleasure to drive "home" exhausted, knowing what it feels like to open that back door.

Amazing place, host was super kind and accommodated my family’s last minute booking since we were cancelled on twice that week! We are super happy we found this adorable beautiful place that ended up being better than the other places would have been anyway!

Mary's place was great. Everything was exactly as described and Mary gave very clear instructions for check in and responded quickly to text messages. It was a very enjoyable stay.

We had family in town for graduation and Amy’s place checked all the boxes for us. Plenty of room to spread out yet still be together. The bedrooms were roomy and cozy. Our little nephew loved the well-stocked bookcase that allowed him to have a different story every night. The trampoline and outside space were wonderful. We even used the barbecue. Would definitely recommend!

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

We had a wonderful stay. Melissa's house is charming and spacious and very tastefully decorated. We felt right at home from the first, and loved the fact that it was an easy walk to all of the wonderful attractions of Freeport. Melissa was very easy to communicte with and made sure that everything went smoothly, even offering to arrange snow removal after an unexpected (and beauteful) snow fall. We could not have asked for anything more during our winter holiday with two toddlers and teenageer. Thank you Melissa!

We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️

The place was so clean, quiet and peaceful. Secluded but so much to do in a short area. Can’t say enough good things. Will be coming back.

Angela’s place was wonderful! Very cozy, clean and comfortable, well stocked, close to downtown Portland. Snacks was a nice touch! Angela was very responsive. Hope to come back soon!

My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!

great accommodation, thoughtfully decorated, clean with everything you need. Perfect as a hiking base, lots of recommendations from the wonderful hosts

I was meeting with family for a graduation. Four of us were staying here. The place was exactly what we needed in our lives and hoped for. It was country, quiet, peaceful and beautiful. It was so beautiful sitting on the back porch that we never once sat in the living room. We had lots of coffee and laughs sitting out there. We never even went into the hot tub or sauna. Would definitely recommend if this is what you need for your soul.

Great house! Very spacious, plenty of bathrooms, and fantastic location. Very easy to communicate with the owners and check in/out was simple. My minor only critique is that we wish the grill were a bit bigger and nicer. We wanted to grill one day, but we were a little disappointed and unable to do so due to the grill quality. Would definitely stay again!

We absolutely loved our stay at Carlow and Karen’s cozy little cabin. So many small details that did not go unnoticed and made our first family getaway so special- excellent communication, super comfortable beds and linens, a wonderful shower, small fairy lights that were so cozy at night. A beautiful yard with water views were priceless. The swing and the dock were a hit with the kids. We can’t wait to return!

Laura was a great host. We stayed at her place for a night to split up our drive from MA to Bar Harbor. We almost didn’t want to leave! Very clean, comfortable and easy check in. Laura was also super helpful and responsive and even gave us a great list of things to do in Acadia. We 100% recommend her and her place, you won’t be disappointed!

If you want to find solitude, this is the place to go. Set in the woods, 10mt drive from Freeport, the A frame cottage was just the place to chill. You could use it as a launching pad for Portland, New Brunswick and Freeport. Bow Market in Freeport offers a wide range of food and beverages.

This was the first time we’ve ever rented a yurt. We would definitely go back to see Shari. She did not miss a beat. It was everything that we needed right there. Even bathrobes. I highly recommend going to stay here. We will definitely be back. If I could give 100 stars I would.

Such a lovely, well-designed and tastefully appointed large studio with cathedral ceilings and beautiful views of far-distant water through the woods. Quiet setting amidst nature with just 2 houses in the vicinity. Greatly decorated with yellow sunshine accent colors, comfy bed with topper and crisp beddings. You can see the sun rise from the wall of windows looking East. It is about a 10–15-minute drive to both Brunswick and Freeport, in between. Peaceful, designed and cottagey. Thanks for the Prosecco and the coffee / hot chocolate available on site. It was that special touch. Thank you

We had a great stay at the Barn'acle! Julia's home is located just a short walk from many great restaurants, cafes, and shops, as well as a quick drive from Wolfe's Neck Woods State Park and several other attractions. The space has recently been renovated and was very clean. We would love to stay there again next time we're in Freeport.

Comfortable bed in a cute well-organized tiny house! Anne and Doug were very responsive and friendly!

Perfect location for attending a graduation in Portland! The space was bright, airy, and spacious—exactly what we were hoping for. We especially loved the cute design, well-equipped kitchen, and beautiful bathroom. Tucked in a quiet neighborhood, but still a quick and easy drive to Freeport & Portland.