House vacation rentals in Bailey Island

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Bailey Island house rentals

House rentals with a pool

Guest favorite
A classic three-story colonial home with white siding and black shutters is framed by well-manicured shrubs and greenery. The symmetrical facade showcases a central entrance with a gabled roof, and warm light emanates from the windows, creating a welcoming appearance.
Home in Mechanic Falls
5 out of 5 average rating, 19 reviews

Lovely home with hot tub and pool

AngelicaRating, 5 stars6 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!
Top guest favorite
A spacious deck features a hot tub with a privacy screen and comfortable seating arrangements. The outdoor furniture includes a sectional sofa and a low coffee table, all set under a large orange umbrella. Lush greenery surrounds the area, providing a sense of seclusion.
Home in Biddeford
5 out of 5 average rating, 27 reviews

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

AshleyRating, 5 stars7 months ago
Thank you for allowing us to stay at your beautiful home. The photos did it no justice! I can’t wait to be back, we will be stay here again.
Superhost
Home in South Berwick
4.7 out of 5 average rating, 10 reviews

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen

JuliaRating, 5 stars8 months ago
The place was fantastic! Looked just as pictured/described. We were a group of 8 adults and 4 kids and were very comfortable. The pool and hot tub were great, clean, and heated as promised. It felt private even though there were other units on site. The space is large and winding - a kids hide and seek dream :) lots of gathering spaces to hang out. John was super responsive and helpful. Thanks!!
Superhost
A well-maintained pool surrounded by a neatly arranged garden with colorful flowers and greenery. The lawn extends into the distance, bordered by trees. A small shed is visible nearby, providing an additional outdoor feature.
Home in Washington
4.86 out of 5 average rating, 7 reviews

House in the woods

SavannahRating, 5 stars5 months ago
Booked this place for our anniversary to get away from the city for a weekend.. we found exactly what we were looking for! The hot tub was wonderful, the house was clean and cute, and we had everything we could have needed! Estelle was very responsive and gave clear instructions for everything. Would recommend this place for a quiet getaway or a small group trip in the summer!
Guest favorite
Home in Portland
4.95 out of 5 average rating, 123 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Kathleen AudreyRating, 5 stars3 weeks ago
My stay was very comfortable. The property was well kept and updated. The beds and furniture were were in perfect condition. Both the house and the grounds were exceptionally clean and well maintained. I would visit again!
Guest favorite
A two-story home is presented, featuring a yellow exterior and dark blue shutters. A welcoming front porch is adorned with decorative elements. Lush green grass and various shrubs frame the entrance, while a driveway leads to a garage on the left side.
Home in Portland
4.82 out of 5 average rating, 109 reviews

There's No Place Like Home

JeremyRating, 5 stars7 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!
Superhost
An aerial view showcases an A-frame cabin nestled among greenery, surrounded by trees and a tranquil pond. A winding path leads to the cabin, highlighting the seamless integration of nature and architecture. The setting reflects a peaceful and private retreat.
Home in Harrison
4.89 out of 5 average rating, 303 reviews

Million $ views, Hot Tub, Crooked River- Private

DaniaRating, 5 stars1 week ago
Was a very nice peaceful getaway the home was spotless and had everything we needed plus extra great place to disconnect
Superhost
The inviting living area features two light-colored armchairs with subtle blue accent pillows, a small decorative ottoman, and a side table with a lamp. A wooden staircase leads to the upper floor, while coastal-themed decor adds character to the space.
Home in Kennebunk
4.84 out of 5 average rating, 38 reviews

Kennebunk's Charming Beach Home

JillRating, 5 stars5 days ago
Hi Patrick, We had a wonderful time at your home. it was delightful and cosy. Everything was as described and I loved how everything was set up. It was very easy to communicate with you. It was wonderful that the beach was 3 mins down the road and there was plenty to do nearby. Thank you sp much again for a very special stay. I would love to come back again. Jill B

Weekly house rentals

Guest favorite
Home in Ogunquit
4.95 out of 5 average rating, 73 reviews

Opening May 16th

MaryRating, 5 stars6 months ago
Accomodations exactly as shown in pictures. Kitchen is definitely well equipped with all of the essentials and more. Ice cream shop right next door is great and The Lobster Pound on the other side is excellent. You can walk to shops and restaurants downtown but we had no problem finding parking in the evening so we could enjoy the awesome restaurants.
Superhost
The exterior of a three-story house is shown, featuring multiple wooden decks with railings. Signs indicating rental availability are present. A clear blue sky serves as the backdrop, highlighting the house's white siding. The ground level includes a garage area, partially visible in the image.
Home in Wells
5 out of 5 average rating, 6 reviews

175 feet from Wells Beach! Sleeps 12 4 BR/3BA

AprilRating, 5 stars32 months ago
Loved staying at Dustin's place. Easy going check in was a plus. The house was great, clean, easy to navigate. super hot water and great water pressure is always appreciated! The beach was so close, the arcade was walkable and or a quick bike ride. Having beach chairs available that I didn't have to pack up was a great add as well. We will definitely be back!-
Top guest favorite
The inviting living area features a spacious layout illuminated by softly glowing ceiling lights. A large smart television is mounted above a woodstove, while a comfortable couch and oversized armchair provide seating. A wooden coffee table with storage sits on a textured area rug, enhancing the warm ambiance.
Home in Newry
5 out of 5 average rating, 21 reviews

90 second, traffic-free drive to Sunday River

DavidRating, 5 stars1 month ago
Had a lovely stay! You have a beautiful home and so close to the slopes! We will definitely be back.
Superhost
An open living area showcases warm wood paneling and hardwood floors. A stone fireplace is centered against the wall, with a modern television mounted above it. A dining table with wooden chairs complements the space, while a well-equipped kitchen is visible in the background.
Home in Bethel
4.85 out of 5 average rating, 172 reviews

Sunday River - English Woods Chalet

JacobRating, 5 stars2 months ago
What a wonderful stay my friends and I had for our annual ski trip to Sunday River! A perfect location that was calm and relaxing with plenty of space for four people! The sauna was an amazing amenity as well!!
Top guest favorite
The dining area is visible through a doorway, featuring a round table surrounded by chairs. Natural light enters through a window, illuminating the space. A rocking chair is positioned nearby, and a decorative chair can be seen in the foreground, adding character to the room.
Home in Newcastle
4.96 out of 5 average rating, 45 reviews

Cozy & quiet on the river... the Captain's House

UtpalRating, 5 stars8 months ago
The hosts were very prompt in communicating. The thoughtfulness they have put into furnishing the property is amazing. It has a very vintage nautical feeling to it. The house is extremely well appointed. We didn’t have any problems at all. The surroundings are off the beaten path which we especially appreciated. It’s a short 10 minute drive to Damariscotta Downtown. I would highly recommend this property.
Superhost
A spacious yard features a lush green lawn, surrounded by a wooden fence for privacy. Colorful flower beds are visible, with scattered seating options, including bright blue Adirondack chairs, inviting relaxation in the natural setting.
Home in Wells
4.88 out of 5 average rating, 34 reviews

2 BDR| Fenced in Yard| Hot Tub| Bring your pup

GeorgeRating, 5 stars7 months ago
Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!
Top guest favorite
The exterior of a cottage is displayed, featuring a charming blue facade and a welcoming porch. White Adirondack chairs are positioned in the foreground, surrounded by a well-kept garden with colorful flowers. A shaded area is visible in the background with a sun umbrella.
Home in Biddeford
4.98 out of 5 average rating, 53 reviews

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach

LewisRating, 5 stars3 months ago
Fabulous; lovely place, close to the beach, good internet, nice amenities.
Superhost
The exterior of the lakefront home is showcased, featuring a mix of wooden and large glass-paneled walls. Surrounded by tall trees, the property includes a spacious deck and an inviting landscape with lush greenery and a path leading to the home.
Home in Naples
4.68 out of 5 average rating, 19 reviews

Pinecrest Lakefront, Private 1 Bedroom

DustinRating, 5 stars1 month ago
Wonderful place to stay, absolutely immaculate and pristine.

Private house rentals

Guest favorite
A charming coastal house is positioned beside a small guest house, both featuring shingled exteriors. A well-maintained pathway leads to the main entrance, surrounded by vibrant greenery and flowering plants. The landscape is framed by tall trees and a clear blue sky.
Home in Belfast
4.96 out of 5 average rating, 138 reviews

Cove House

SusanRating, 5 stars6 months ago
We have been going to this area of Maine for over fifty years. I found this gem several years ago and haven’t stayed anywhere since. I find it to be peaceful, walkable to the center via footbridge, it’s all that we want. Kathy is a great host, quickly responds to any questions or needs you may have. We always know we will have a great experience staying here.
Top guest favorite
A serene snowfall blankets the landscape, with a quaint house visible in the background. The house features a front porch and is surrounded by tall trees. A smooth, snowy path leads up to the entrance, highlighting the peaceful, winter setting.
Home in Lebanon
4.97 out of 5 average rating, 352 reviews

Beautiful, Peaceful, Maine Getaway House

NellyRating, 5 stars5 days ago
My fiancé and I recently had the pleasure of staying at a lovely dog-friendly house in Lebanon, Maine, and I can't recommend it enough! From the moment we arrived, we felt right at home. The property was spacious, clean, and beautifully decorated, making it the perfect retreat for both humans and our furry friends. The backyard was a highlight, providing plenty of space for our dogs to run around and play. The location was also fantastic, with easy access to nearby walking trails and dog-friendly things to do in the area. Overall, this Airbnb exceeded our expectations, and we can't wait to return for another stay! Highly recommend it for anyone looking to enjoy a getaway with their pet!
Guest favorite
A waterfront cabin is presented with a metal roof reflecting sunlight. The front porch features seating arrangements, while a grassy area leads to the surrounding woods, enhancing the natural setting of the property.
Home in Liberty
4.98 out of 5 average rating, 87 reviews

Kirby Island Road Retreat

BlakeRating, 5 stars2 months ago
Loved staying at this cabin! I was a last minute booking and the hosts were super nice and accommodating. Would recommend these hosts and this cabin to everyone!!
Guest favorite
A private driveway leads to a modern house with a red exterior and a silos-style structure. The property is framed by green trees and an expansive lawn, creating a welcoming entrance. Stone pillars with lanterns mark the beginning of the path.
Home in Wells
4.99 out of 5 average rating, 78 reviews

Beach Home w/ Exclusive privacy in Southern Maine

JordanRating, 5 stars2 months ago
We had a wonderful time in Wells! An absolutely beautiful home with every amenity! Sharon was responsive, kind, and flexible with our stay. We enjoyed cooking and watching the Super Bowl in the amazing home theater! Do not miss out on this fantastic listing!
Superhost
Home in Harpswell
5 out of 5 average rating, 36 reviews

Oceanfront Luxury Estate in Mid-Coast Maine

SharonRating, 5 stars7 months ago
This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!
Top guest favorite
A light blue exterior of the building is presented, featuring white shutters and multiple windows. A wooden deck with steps leads to the entrance. The surrounding area includes white gravel, decorative items, and a small bench for relaxation.
Home in Wells
4.94 out of 5 average rating, 72 reviews

Beautiful House to Relax & Enjoy the Quiet!

NinoRating, 5 stars7 months ago
We had a wonderful stay. The house was very nice and all accommodations were met and exceeded. We cooked dinner in the kitchen two of the nights we were there and found everything we needed very easily. Everything was very clean and well taken care of, yet felt extremely homey and welcoming! The fire pit and outdoor bar were an amazing benefit, the whole back/front yards and patios in general were amazing. It’s safe to say we truly enjoyed our time in this home and will be checking here first next time we come! Highly recommended stay!
Guest favorite
A comfortable living area is presented with a dark sectional sofa featuring beach-themed decor. A light-colored wooden coffee table is centered on a soft area rug, while decorative shelves and wall art enhance the coastal ambiance. Natural light streams through large windows, illuminating the space.
Home in Wells
5 out of 5 average rating, 26 reviews

Updated 2 Bedroom Private House near beaches

AnnemarieRating, 5 stars6 months ago
We had a great stay in Tara's home. It is located in a quiet neighborhood and is close to our favorite towns- Ogunquit and Kennebunkport. We had plenty of room for the four of us. We loved the outside spaces and the open floor plan. Tara was very easy to communicate with and very responsive. The instructions for check in and check out were very clear. We hope to return in the future!
Superhost
The exterior of a well-maintained house is depicted, featuring a gray siding and a peaked roof. A large lawn surrounds the property, complemented by mature trees. Two garage doors are visible, and a picnic table sits on the grass near the entrance, offering outdoor seating.
Home in Wells
4.65 out of 5 average rating, 37 reviews

All Season Wells Beach Retreat attractions close

KarenRating, 5 stars6 months ago
This is the second time I’ve stayed at this house. Spacious and a lot of light. You can see the marsh from the windows, which is lovely. Near the beach. Recommend!

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Harpswell
  6. Bailey Island
  7. House rentals