
Waterfront vacation rentals in Orr's Island
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Top-rated waterfront rentals in Orr's Island
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Waterfront apartment rentals

62 Views
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!

Stunning Royal Richmond 2 Br Apartment Get Away!
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!

Sail Loft - Upscale Oceanfront on a Pier near BBH!
In short, a unique experience where we met a few extremely friendly people. The property has amazing views of the harbor without noisy working boats. We would out this at the top of our rental experiences.

Penthouse Two Master Waterfront Suite with Rooftop
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.

Waterfront Condo at the Sheepscot
We had a lovely night at Audray’s place! The location & the views exceed expectations. It was clean, cozy and inviting. Edited to add- not reducing stars for this because we enjoyed the accommodations, but I want other travelers w/ pets to be aware: Audray reached out 24+ hours after we checked out to say her cleaning person reported “an excess of pet hair on furniture and linens than her washing machine could not handle”, and requested we mail her an extra $50 to cover special laundering. We sent $75 on platform instead as we were shocked and sorry to hear this. We found it surprising b/c were in the condo only 14 hours, we immediately covered the furniture w/ pet covers (we brought our own) upon arrival, we covered the beds w/ our own extra top sheets to protect the quilts from pet hair, & we do not let dogs sleep in the beds- we bring pet beds. We have only received compliments on cleanliness & exclusively 5 star reviews from hosts over 7 yrs and 23 stays all w/ multiple pets.

Welcome to "West Winds at Pemaquid"
We had a great stay here. The apartment was perfectly clean and well appointed. Bob and Laura covered everything; thoughtful snacks, a comprehensive guest book, fully stocked kitchen and they even made umbrellas available. We were super comfortable and it was a great spot to base our Bristol adventures from!

"Ship Shape": waterfront, cozy studio- downtown
Great location in town. Easy walk to Main St. and all that it offers. Space is as described and good for a short stay.

Deckhouse with Footbridge Views!
The Deckhouse was a wonderful and comfortable stay. Margaret immediately made us feel welcome as we checked in. She gave us a quick run down of the house and some fantastic recommendations. Easily walkable into the business district across the footbridge. A super short drive from the Coastal Maine Botanical Gardens and other great spots to explore. The deckhouse also makes for a great spot to sit and relax watching the waterfront at work. We would certainly come back.
Waterfront house rentals

Waterfront Cottage in Freeport
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!

Waterfront Gem walkable to Restaurants!
a wonderful place to stay.

Orchid Harbor, Bailey Island 3BR
We really enjoyed the view of the water from the cottage. It had ample sleeping space for 8 people. We enjoyed the provided chairs by the water to relax in the evening.

Drakes Island Beach Front Breathtaking Property !
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!

Oak Leaf
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!

Renovated home with amazing waterfront views
Thoroughly enjoyed our stay! We unexpectedly had beautiful cloudless days most of the week. Great location & easy to get to the Harbor and Southport both of which we enjoyed! Recommend the Carriage House for a really top quality meal as well as Blue Moon Cafe (good lobster roll) which was one of Shirin’s recommendations. Would totally stay here again!!

Luxury Waterfront Tiny House
Love this little place! I would love to visit in the summer, and check out all the places that were closed for the season. It is 40 mins away from Portland for those hoping to visit there and stay here. But it is doable. The views were incredible, and it makes for a beautiful getaway.

Lobstermans Way
This was our family’s second stay at the Bay House. We love the ever-changing views from the picture windows and watching the various birds fly about. We enjoyed using the included beach pass to the state park, but were also comfortable staying in to play board games on the one rainy day we had. I’m sure we’ll be back to visit Popham Beach in the future!
Waterfront condo rentals

Charming, newly remodeled space atop Munjoy Hill.
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)

Luxury Beach Front Condo! Prime Location!
This place is gorgeous and right on the ocean!!

Rustic Retreat studio, steps to the Beach. Unit #3
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!

Oceanfront Condo with Awesome Views
I would recommend it 100%

Quiet place on Milton 3 Ponds water front
Great place to stay. Beautiful scenery, very quiet exactly as advertised.

The Brunswick
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.

Attractive 1 bedroom cabin only 50 ft from beach#1
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.

NEW Beachside Wells Beach Condo with Pool
Great small place right next to the beach. Amazing location no complaints. Definitely a popular spot in august I can only imagine!
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Ferry Beach
- Funtown Splashtown USA
- Dunegrass Golf Club
- Ogunquit Playhouse
- Laudholm Beach
- Parsons Beach
- Wolfe's Neck Woods State Park
- Middle Beach
- Freddy Beach
- Crescent Beach State Park