House holiday rentals in Portland

This was the perfect home base for exploring various parts of the Maine coast. Beds were comfy, and each room had a wall unit to make it the temperature you like. Our kids loved being upstairs in the 3 beds room and having their own space. WiFi worked great, and that was with 7 of us on it doing various things - adults working, kids streaming. Would definitely stay here again.

We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

We had a wonderful time! Going during off season was very peaceful and quiet will definitely book again in the future!

I had a wonderful stay., they were fantastic in accommodations for me and my service dog who loved the yard. The home is beautiful and the host was very accommodating. communication was great. I look forward to staying there when I’m in that area again.

The house was spotless and centrally located for what we wanted to do in southern Maine. It was well stocked with quality toilet paper, napkins and Kleenex. We had plenty of towels for the hot tub and pool. It is updated and well taken care of. The hosts were extremely helpful and we didn’t see them at all, so the place felt very private. This was an amazing house and our kids had so much fun in the pool and playing corn hole on the large deck. Would recommend this house for families and couples in a heartbeat!

Kathi’s place was great! Super close to the Downtown Portland/Old Port area. Kathi was a great host, extremely responsive and genuinely nice, plus she even made my family and I some delicious blueberry muffins for our stay! Her instructions were clear and she made us feel right at home! Would definitely stay again whenever we’re in the area!

Beautiful home in a quiet, family-friendly community. We loved being able to walk up to the pool and play in the game room in the main clubhouse area. The house is a short drive to downtown Kennebunkport and local beaches. It is a quick 30 minute drive up to Portland. Our daughter loved sleeping in the private bedroom upstairs. The kitchen was fully stocked with appliances. The space was immaculate when we arrived. Steve was responsive to any needs we had during our stay. A great find!

We absolutely loved our stay! The home is gorgeous, light and airy, and so comfortable for our group! You can't beat the location across from the beach and quiet street for walking. The pool and hot tub were also so nice. We would highly recommend and would love to stay there again!

Beautiful beach house! We look forward to staying here again.

Beautiful location on the water with stunning views, tranquil and peaceful with plenty of osprey and bald eagle sightings (there is a nest across the bay on Pettingill Island visible from the property). The house is very well-appointed and well-decorated. Irena was very communicative and responsive, and the house directions are clear and complete. We would stay there again. Thank you!

This house was perfect for me and my guests! All 7 of us fit perfectly, It didn’t feel too overcrowded! We loved the beautiful view off the deck and the hot tub was an amazing touch! The house was very clean and had everything we could’ve needed. I loved how clear the instructions were for everything and how responsive the hosts are if you need anything!

This is a perfect place to stay if you want to go to Portland. We came in from Ohio and were able to ride our bicycles from Angela’s place to get around Portland. The home itself was in a safe location, clean, and peaceful. There were clothespins placed throughout the house with little activities to do and that was so much fun! If we get back to Portland, we would love to stay here again!

I wanted a peaceful place by the water to unwind and Maggie’s home nailed it. Every aspect of our stay exceeded expectations. The deck views were amazing—islands, ospreys hunting, and a duck and her ducklings feeding along the shoreline. At low tide we poked around in the sand at the bottom of the rocks, and could have easily walked out to the center of the bay but it was juuuust a bit chilly for us. Easy to drive, park and walk along beach on the Atlantic side and explore. We didn’t have time to kayak but hope to be back to give it a go. So much beauty and nature, but with all the amenities that make it easy to relax. Maggie was responsive, and she and her family obviously care very much for the property. Check the propane BEFORE you plan to grill :), and bring flip flops to easily get from the house to the grotto (which was so comfy and cozy) and back again.

We stayed at Rob and Nate's place while we visited Portland and the surrounding area over the long weekend. It was the perfect choice! They were great hosts. Their home was in a beautiful setting. From the back deck, we could look out onto beautiful gardens and a small pond. The home itself was lovely and cozy, spotlessly clean, and had all the amenities we needed. It was an easy drive to Portland and Sebago Lake. We would definitely recommend staying here!

This was our fourth stay at Ralda's house. It is easily one of my favorite places to stay. The house is pristine and comfortable, and the proximity to Higgins Beach can't be beat. We're already looking forward to our next stay!

Absolutely incredible! Gorgeous views, great neighbors and so peaceful. Loved having access to the bikes for daily rides. This is not a sterile empty Airbnb, this is a lived in and loved absolutely beautiful home. The layout is fantastic with nice touches throughout. The kitchen was not only beautiful but had great knives and cast iron cookware. I felt at home the moment I stepped inside. I definitely did not want to leave. Shannon was very responsive and welcoming. Highly recommend!

Excellent location. Lots of great restaurants, coffee shops, breweries and bars all within walking distance. Just a short drive to downtown and tourist destinations. Was a great stay for us and our 3 year old daughter!

Very spacious and clean. Less than 5 minute drive to OOB and 20 to Kennebunk. Perfect location for a coastal getaway.

Danielle's cottage was so comfortable for our short holiday weekend stay with our dogs! Her place was so clean and comfortable, we were greeted with a nice hand written welcome note and snack basket. Having the beach gear available was a real plus not to have to pack extra chairs and things ourselves. Would definitely stay there again in the future!

Kate’s place is in a beautiful location and has so much to do. We loved the wildlife, the easy access to Portland and all the yard games. We can’t wait to come back!

We had a great stay at Capt Gene's! He was very helpful before our trip with giving ferry instructions which made our first day less stressful and more enjoyable! I would definitely recommend anyone to stay at Capt Gene's!

Such a cute, quiet, well-designed bungalow! The beds and couches were super comfortable, at times it was hard to get up! But we managed to run the half-marathon around the bay, walk the nearby trails and visit downtown. I hope 42 Vermont is available for our next visit to Portland. THANK YOU. The plentiful coffee pods were a bonus!

Beautiful spot for a quick getaway or longer vacation. Host was very responsive and sent clear instructions for check in and check out. Sent great recommendations for places close to the condo. Would definitely stay here again!

Had a small bachelorette party here for one of my closest friends. It was the perfect place for a more relaxed girls trip but close enough to get to downtown Portland for any shops, sightseeing, and food! Highly recommended.