
House holiday rentals in Orr's Island
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Top-rated house rentals in Orr's Island
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Popular amenities for Orr's Island house rentals
House rentals with a pool

Treehouse Farm - Sebago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.

Upscale OOB Beach House | Seasonal Heated Pool
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.

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More
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!

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK
I hosted a group of 8 girls here for a bachelorette and we can’t say enough great things about the place. It was clean and exactly how described. There was plenty of parking space for multiple cars. The hot tub was an enjoyable extra amenity. Jey was quick to respond with any concerns or questions. The home was a quick 20 minute drive from downtown Portland.

Lovely home with hot tub and pool
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!

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
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!

There's No Place Like Home
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!

Dreamy Indoor Pool/Hot tub/Sauna Near Beaches
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!
Weekly house rentals

Bluebell Cottage Beach Vacation
Would definitely stay here again. Was really a first class space that made our family feel very relaxed.

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!

Unique Octagonal House with Private Beach!
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!

The Cottage
Everything from start to finish was absolutely amazing. The house is beautiful with all the amenities you need. The outside fire pit was nice to sit out and enjoy the nice weather. The communication with Jody was fast and she was very accommodating to our needs. Thank you so much for a wonderful stay

House 18 minutes to Popham 9 minutes to Bath
This place has all the comforts of home and then some. Very thoughtful amenities including a smart TV, a turntable with a small eclectic vinyl collection, and indoor and outdoor games. Every room having lightswitches with dimmers and the separate climate control units in each bedroom were great! With beach gear available for a quick drive down to Popham and being able to bring the outdoors indoors by opening up the two retractable doors on the first floor were fantastic! Alina and Brian are very communicative and accommodating. We will certainly be staying here again for our next trip.

Oceanfront, Mere Point year round home Brunswick
Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.

Little Cottage on the Kennebec
If you’re looking for a cozy, peaceful stay overlooking the Kennebec River, this is the place to book. Truly enjoyed our time at the little cottage. It met all our needs and the hosts were friendly and responsive. Highly recommend :)

Ahhh, Sweet Maine! Your Perfect Vacation Awaits!
Pete and Jen’s place was exactly what we needed! Friends were getting married at the 1774 House and this home was only a 10 minute drive from the venue! We loved the fact that all 9 of us could stay in the same place. One of our favorite places at the property was the covered outdoor porch, where we drank coffee in the mornings and played card games! Would definitely recommend Pete and Jen’s home to people visiting the area!
Private house rentals

Amazing location! Cheerful home near LL Bean
Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.

Maine Vacation Home on the Water
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!

Close to Breweries, Outlets, and Portland Food!
We booked Will’s place last minute and it turned out to be the perfect spot to relax for an evening! Nice neighborhood and close to amenities! Cute house with great Maine coastal decor. Would definitely stay again!

Water views, privacy, decks, minutes to Portland
What a beautiful spot for a lovely weekend with friends. We enjoyed the contrast of exploring Portland, with the 15 min. escape back to this peaceful and beautiful home. This spot has everything you need, is comfortable for a group, and allows you to soak up the natural surroundings and space without being too much of a car ride away from the amazing city that is Portland. Would definitely stay again or even move in if I could :)

Harbor Heights House
Wonderful home in a remote, beautiful and peaceful area. Half a dozen off leash hiking trails within 10 miles so my lab also enjoyed the month-long stay. Thank you Robin and Darren!

Forest House in Freeport Village
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!

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
We loved staying at this cabin near Popham beach, the house was beautifully renovated. The renovation kept the cabin feel, yet at the same time felt updated and modern. I'd stay there again in a heartbeat.

Gurnet Summer Home "Beau Sejour"
Magical! Fran and Olivia’s home is the epitome of charm! The location is unbeatable with gorgeous water views and serene woods surrounding . Our group had 6 adults and we were all comfortable and had space to gather as well as spread out to have quiet time . The outdoor shower was such a bonus . We had some fantastic meals from local restaurants and tried several coffee shops that were all outstanding . We did a lobster roll taste test and the one from Gurnet’s trading co around the corner beat out all the others . Brunswick is a nice location to do day tips from and we appreciated having anything we needed so close by while feeling so far away and peaceful at the house . The extra touches and helpfulness of our hosts was the icing on the cake . We would love to return !
Destinations to explore
- Family-friendly rentals Orr's Island
- Rentals with a patio Orr's Island
- Waterfront rentals Orr's Island
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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