House vacation rentals in Orr's Island

Find and book unique houses on Airbnb

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Popular amenities for Orr's Island house rentals

House rentals with a pool

Guest favorite
Home in Sebago
5 out of 5 average rating, 18 reviews

Treehouse Farm - Sebago

HollyRating, 5 stars1 month ago
Great backyard with a pool, hot tub, fire pit and privacy with the woods.
Guest favorite
Home in Old Orchard Beach
4.98 out of 5 average rating, 41 reviews

Upscale OOB Beach House | Seasonal Heated Pool

BonnieRating, 5 stars1 week ago
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.
Superhost
Home in Windham
5 out of 5 average rating, 5 reviews

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

KimRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Biddeford
4.97 out of 5 average rating, 33 reviews

Pool|HotTub|1Acr FencedYard|Firepit|Garden|PETS OK

SarahRating, 5 stars3 days ago
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.
Guest favorite
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars8 months ago
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!
Guest favorite
Home in Portland
4.95 out of 5 average rating, 127 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

IrmaRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Portland
4.82 out of 5 average rating, 110 reviews

There's No Place Like Home

JeremyRating, 5 stars8 months ago
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!
Top guest favorite
Home in Scarborough
5 out of 5 average rating, 14 reviews

Dreamy Indoor Pool/Hot tub/Sauna Near Beaches

Lisa-MarieRating, 5 stars1 week ago
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

Top guest favorite
Home in Biddeford
5 out of 5 average rating, 5 reviews

Bluebell Cottage Beach Vacation

KeithRating, 5 stars2 weeks ago
Would definitely stay here again. Was really a first class space that made our family feel very relaxed.
Top guest favorite
Home in Freeport
5 out of 5 average rating, 47 reviews

Waterfront Cottage in Freeport

BrianRating, 5 stars3 weeks ago
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!
Guest favorite
Home in St. George
4.91 out of 5 average rating, 34 reviews

Unique Octagonal House with Private Beach!

SamRating, 5 stars1 month ago
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!
Top guest favorite
Home in Bath
5 out of 5 average rating, 46 reviews

The Cottage

LaraRating, 5 stars3 days ago
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
Superhost
Home in Phippsburg
5 out of 5 average rating, 4 reviews

House 18 minutes to Popham 9 minutes to Bath

TylerJaikRating, 5 stars5 days ago
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.
Guest favorite
Home in Brunswick
4.98 out of 5 average rating, 51 reviews

Oceanfront, Mere Point year round home Brunswick

E ThomasRating, 5 stars8 months ago
Loved the layout of the house. Great kitchen and master bedroom. Master bath a little cramped. Enjoyed the view and outdoor seating.
Guest favorite
Home in Bath
4.97 out of 5 average rating, 67 reviews

Little Cottage on the Kennebec

CelesteRating, 5 stars1 week ago
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 :)
Superhost
Home in Phippsburg
4.9 out of 5 average rating, 21 reviews

Ahhh, Sweet Maine! Your Perfect Vacation Awaits!

DaleRating, 5 stars8 months ago
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

Superhost
Home in Freeport
4.8 out of 5 average rating, 35 reviews

Amazing location! Cheerful home near LL Bean

EmilyRating, 5 stars8 months ago
Such a lovely, cozy spot! We stayed for two nights with toddlers and our dog and everyone was very happy there.
Top guest favorite
Home in Windham
5 out of 5 average rating, 31 reviews

Maine Vacation Home on the Water

SamRating, 5 stars1 week ago
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!
Top guest favorite
Home in Yarmouth
4.97 out of 5 average rating, 100 reviews

Close to Breweries, Outlets, and Portland Food!

AnnieRating, 5 stars2 days ago
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!
Top guest favorite
Home in Cumberland
4.98 out of 5 average rating, 56 reviews

Water views, privacy, decks, minutes to Portland

JamaRating, 5 stars1 week ago
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 :)
Superhost
Home in Harpswell
4.92 out of 5 average rating, 50 reviews

Harbor Heights House

TrentRating, 5 stars2 months ago
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!
Guest favorite
Home in Freeport
4.93 out of 5 average rating, 27 reviews

Forest House in Freeport Village

GeorgiosRating, 5 stars5 months ago
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!
Guest favorite
Home in Phippsburg
4.97 out of 5 average rating, 88 reviews

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

PeggyRating, 5 stars3 weeks ago
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.
Guest favorite
Home in Brunswick
4.94 out of 5 average rating, 101 reviews

Gurnet Summer Home "Beau Sejour"

KarenRating, 5 stars3 days ago
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

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  3. Maine
  4. Cumberland County
  5. Harpswell
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