Waterfront holiday rentals in South Bristol

My husband, toddler and I stayed here and had a great time! We loved sitting on the roof deck and the living room has an amazing view of the water. We walked almost everywhere, which was so nice. Overall great location! Would recommend to anyone!

The apartment is beautifully designed, spacious, relaxing, and comfortable. What more could you ask for? We enjoyed our 3-night stay. Read some of the assembled books on birds and enjoyed delicious food at the local restaurants. Alice was a gracious and responsive host. You will truly love staying in her apartment!

Jean is a cordial, friendly on site owner manager who takes great pride in her accommodations. No detail is too small to get her attention. Our unit was crisp, clean and delightfully appointed. We could not have been more pleased with our stay and delightful accommodations.

We would give this Air B&B even higher ratings if possible. It is one of the cleanest, prettiest and most comfortable one we have stayed at in our years of renting. The bed is amazing and we slept so well each night. It is now listed in our favorites and we look forward to returning.

Jennifer's place is so interesting, clean and tastefully decorated! We enjoyed our stay very much and definitely would return there, as many guests do. Be sure to check out the wonderful nearby Salt Water Cod Cafe and the many Maine-made things from Seaside Creations on the road to the Giant Steps on Bailey's Island. Also, the chocolate from Jennifer's candy store up the road is really good. Thank you Jennifer for making this experience possible!

We absolutely loved our stay here! The location was perfect, right in town and right by the water. Lissette was very attentive, gave us a coupon for the place we were going to dinner in town, and then we mentioned we were wanting to do a bonfire and she started it for us! We loved sitting on the private dock and enjoying the river views and being able to walk to get breakfast, lunch, or dinner in town. Highly recommend staying here!

These accommodations were perfect! Overlooking the Casco Bay harbor, the view was even better than depicted in the pictures. The condo was meticulously clean and very well appointed. The beds and pillows were so comfortable we slept even better than we do at home. The location could NOT have been better! It overlooks Portland’s old-town shopping district, and is easily walkable to all of the best restaurants in town. There is a beautiful walking trail just up the street, and you can easily catch the ferry to the islands from this location. It is convenient, beautiful and welcoming.

Our stay at The Bee Keepers Cottage was amazing. The property met our needs perfectly and it was super cute and cozy. The host was very responsive and communicative. And for any star gazers out there, the sky on a clear night is mesmerizing.

Wonderful quiet place to relax for a Fall weekend. You feel right over the water. Accommodations cozy and comfortable. Will plan to return!

We thoroughly enjoyed our peaceful and quiet time of rest at The Rising Tides. The setting is absolutely serene. It’s very secluded and quiet, the perfect place for a week of rest and relaxation. We went hiking on the Cliff Trail (15 minutes away and a very nice hiking trail), watched the sunrise at the Lands End store on Bailey island (15-20 minutes), and kayaked in the cove. The grill was very nice and we enjoyed cooking on it regularly. The place was very clean and ready on our arrival. The host communicated very clearly. You will need to follow her driving directions as they are very clear and helpful. In our four days there we only saw 1 neighbor - and that was as we were leaving on the weekend. There’s a grocery store only 15 minutes away and we were able to stock up on our way there. Really, this was one of our favorite places we’ve ever stayed. We really enjoyed having a few options of things to do while also being able to just do nothing on our vacation in a quiet place.

Enjoyed our stay very much! Lovely location on the water. Some white traffic noise but worth it watching the boats and wildlife! Comfy bed. We slept very well. Well-stocked kitchen. The location is perfect for lots of little day trips. Our only disappointment was the size of the smallest room. It’s very tiny. Great for a child but pretty tight for our adult son. Host was attentive. We will be back!

Wow. What a beautiful cottage on a beautiful bay in a beautiful state. Wonderful host and super convenient to northern and southern spots of Maine to visit. Everyone is nice and kind in Round Pond.

We loved our stay (late May, 2025). The weather did not cooperate but the house was perfect. Thank you Debbi!

My wife and I completely enjoyed our stay at Ani’s place. She literally thought of everything any guest could ever want. Beautiful surroundings…walking distance to the Fish Ladder….a couple of miles to all the restaurants downtown. And the place itself is immaculate. The kitchen was perfect for eating in every night. This place is an absolute no-brainer to rent and we can’t wait to return!!!

We had a great stay at Jill's place. Very comfortable for 4 people and enjoyed the surroundings. We would stay again.

Gorgeous location, comfortable house and amenities and friendly and responsive hosts. Couldn’t have asked for a more wonderful quiet vacation spot close to Boothbay Harbor!

Great vacation place; I would definitely stay there again. Steps from the beach as listed; beach chairs available as listed. It was super clean, bright, and comfortable. There were 5 of us and there was ample space for each of us. Full kitchen. Attention to the little extra details with big impact--like: the extra USB & C tech plugs in EACH ROOM; cinnamon in the cupboard; enough towels, plates, forks; soap; backpack style beach chairs, & more. We could focus on relaxing and fun. Thank you for a great stay, Karen!

Unit was very clean, situated in a quiet residential area and within walking distance to many of Portland's best bars, restaurants and attractions. Host was communicative and provided clear guidance on check-in/-out procedures and offered up suggestions to local attractions. On my recommended list - dinner at Twelve (one of the best restaurants in the US, IMHO); on-site food truck tacos washed down with a Hazy IPA at Bellflower or Austin Street Brewery; an everything bagel with lox & morning latte at Forage; the East Promenade for a food truck lunch, then a stroll along the waterfront trail to the port area for an ice cream cone at Gorgeous gelato; afternoon coffee at Double Great Coffee; and a post-dinner whiskey @ Independence Ice. Only downside on my visit was the upstairs neighbor. Dude clearly isn't a principal dancer in the Portland Ballet, as light on his feet wouldn't describe him. Not a stereo or TV issue - you can just hear the noise from him walking (8AM-10PM when there)

This place is gorgeous and right on the ocean!!

The place was very easy to find, great location. Walking distance along the beach and sidewalk to attractions, great access to the beach. Very clean and well maintained place. The hosts are very responsive and polite with good recommendations of places to eat and things to do. Would definitely stay again!

Great stay

Great place to stay! Convenient location above the Brunswick with panoramic views of the beach and ocean, and a short walk to bars, restaurants, shops, and amusements. The condo is clean, spacious and well furnished. The living room and the balcony have plenty of room to relax and enjoy the views and sound of the waves. The king mattress is super comfortable. The keyless entry pads to both the building and condo make it easy to get in and out without having to worry about keys.

This cute little cottage was perfect for my stay in Old Orchard Beach. My stay was in cold January but the cottage was warm and cozy. The highlight was being steps from the beach and being able to roll out of bed and catch the sunrise each morning.

What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.