House holiday rentals in Boothbay Harbor

Great backyard with a pool, hot tub, fire pit and privacy with the woods.

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!

Beautiful Airbnb! Everything in the Airbnb was very well thought out. The host was super nice and always quick to respond. My only regret was not spending more time here!

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!

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!

Property had amazing views. Inside was beautiful and very clean. Pond and river was nice. Host was quick with any question we had. would recommend.10/10

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!

Top notch spot and host!! We had such a great time at Alexa’s lovely home! It was so cozy, beautifully decorated, modernized, and had all the essential items you’d need - plus it is completely pet friendly! Our dog loved the fenced in yard with a doggy door to get out to it. The sauna, endless pool, and hot tub are just amazing amenities to have on site - that sunroom was my favorite place in the house to say the least! Can’t say enough about it and Alexa, too! She is super friendly, responsive, and had great recommendations for fun and good food in the area. Overall, it was just a wonderful and relaxing experience for our first time on the Maine coast and we can’t wait to visit again!

Kimberly’s “Quiet Oasis” was a perfect home base for our family vacation in Boothbay Harbor. The house is clean, spacious, and well-equipped – we had everything we needed for cooking big meals at the house or for lazy afternoons hanging out on the deck. It was very private and quiet, and we older folks loved having a separate suite on the second floor. We enjoyed visiting Barrett Park nearby, and the house is also convenient to Boothbay Harbor – it’s either a nice one-mile walk to the footbridge or a very quick and easy drive into town. Check-in was easy and Kimberly was quick and clear with answers to all of our questions. Overall a top pick for a vacation house in beautiful Boothbay – groups of up to six will be happy and comfortable there.

Beautiful place and so close to booth bay harbor and botanical gardens Bring your boots because the property is amazing to walk and it is a bit muddy to the river but so worth it The views are incredible House came with super clear instructions for anything you could possibly need

We had a great stay at Chris’s house! It has all the modern conveniences but is warm and comfortable, and fits well in the neighborhood. The location right on the cove has great views from the living area and the bedroom. The house is very well appointed with comfortable furniture, a well-stocked kitchen and a great king bed. Heating system worked well and water pressure was good. Filtered water from the refrigerator was a plus. Washer/dryer came in handy, and parking was easy. Boothbay Harbor is quiet in the off-season but it was great to not have crowds and traffic. It’s an easy walk to downtown and some restaurants and shops were open. We had breakfast at Woodsong Market (great coffee too!) and dinners at the Boathouse and Brady’s - both were very good. The house was also a good home base to visit other towns - Southport, Bath, Brunswick, Rockland and Belfast. Thanks again Chris for sharing your terrific home!

Quaint Maine Coast cottage for two? Check! Mid-October retreat to peaceful location? Check! About as close to waterfront you can get without falling in? Check! Morning sunrise across the harbor with rose, pink, purple, blue neon colors? Check! Funky, Artsy, Unique cottage features (by all means, appreciate the Art Glass newel posts)? Check! Clean, cozy, comfortable and induces lazy R&R? Double Check!! Nearby places to explore, learn history, eat & drink hearty, hike, shop for treasures? Also double check!! My husband and I frequent the Pemaquid Peninsula during all seasons. Sometimes we camp, sometimes we find hidden gems to stay for a weekend...Ken's Cottage is a keeper...Triple Check!!! Thank You Kirsten for the wonderful hospitality!!! We will be in touch!!!

Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!

We really enjoyed our stay at the little cottage on the Kennebec. The location is perfect for visiting Bath attractions such as Maine’s First Ship, the Maritime Museum, Bohemian Rose, and Markings Gallery. The screened-in porch with the view of the river was perfect for relaxing after full days of viewing and visiting. The view of the river from our comfy bed was a wonderful way to start another day. We hope to return!!

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

My husband and I went with our infant, toddler, lab mix dog, and my in-laws. We stayed for a long weekend, and had an incredible time. The place was immaculate, beautifully decorated, thoughtfully included must-haves for doggos, and we all felt right at home. The recommendations and instruction book was super helpful — we tried Boothbay Lobster Warf. Delicious — you could see the lobsters being taken off the boat right there. We cannot wait to come back!

Cuter and bigger than anticipated from photos. Had everything we needed. A few areas needed a bit more TLC, but overall we were very satisfied. Thank you!

Mihai’s place was breath-taking! The space and surroundings are even more beautiful in person. The area is quiet and his home was very clean. There were plenty of towels for the hot tub, and we loved that each bedroom had its own full bathroom. It was a great space for a group of 8. The hot tub was an awesome amenity and very easy to use. The kitchen was well stocked and there were puzzles as well! It’s a very quick drive to Boothbay as well. We would absolutely stay here again and recommend Mihai’s place to others.

Great location on Back River. short drive to wiscasset and groceries. Fun to sit and watch the tides.

Jody and Matt were great hosts. The space they have created is so cozy and spacious. I can't say enough about how helpful the guide they created was. The local recommendations they had listed were super helpful and made our stay more special with some of the places we had visited.

Beautiful home and area! Convenient to everything! Good communication w olive and co. We had a great stay seeing an amazing show of the northern lights from the bedroom deck!!

Our stay at Laurel Shore Cottage was just what we needed. The location was serene - and we spent most afternoons and evenings sitting on the porch soaking in the beautiful landscape and scenery. The cottage itself was uncluttered and comfortable and the host was very responsive.

Beautiful setting. Great host. Quiet. Tranquil. Peaceful. Once we navigated the dirt road we enjoyed the drive to restaurants. Into Bath. Reid State park was amazing. We liked The Osprey. We loved Blue at Grey Havens.

We’ve been going to Boothbay almost every summer for more than 30 years and have stayed in many different rentals over that time. Of all those places, Dan’s is one of the very best, definitely in the top two or three. The best things about it include, first, the location. It’s just a few minutes from town and all the places to shop and eat, but it’s also in a very quiet secluded spot near Linekin Bay. A big plus is its closeness to a beautiful little private beach with swimming, kayaking, picnic tables, a dock, and tidepools for exploring. Second, the house itself is great: very spacious common areas; a big, beautiful and well-equipped kitchen — my wife said it was “unbelievable;” three modern bathrooms (although none with a tub and only one with a shower — the one minus we noted); very comfortable beds; excellent lights for reading at night, and a huge screened porch with lots of seating. Third, Dan was truly an excellent host: he always responded quickly, graciously, and effectively