House vacation rentals in Winslow

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Winslow house rentals

House rentals with a pool

Guest favorite
A clear blue swimming pool sits within a wooden deck, surrounded by lush greenery and a white privacy fence. A shaded seating area features comfortable lounge chairs, inviting relaxation in the sunlit outdoor space.
Home in Bangor
4.97 out of 5 average rating, 308 reviews

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

源尘Rating, 5 stars3 weeks ago
Nice place! I had a great time here with my dog. The host gave us instructions when we arrived, and he response very quickly and friendly. Highly recommend
Superhost
A spacious kitchen features a large granite island with four supportive stools. Large windows allow natural light to illuminate the area, showcasing the warm wood beams overhead. A festive tree adds a seasonal touch to the corner, while the open space flows into a dining area.
Home in Windham
5 out of 5 average rating, 5 reviews

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

KimRating, 5 stars2 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
The backyard features a fenced-in in-ground pool, surrounded by a concrete patio. Colorful floatables and pool toys are scattered throughout the clear water. Several lounge chairs are positioned poolside, providing space for relaxation in a tranquil outdoor setting.
Home in Bangor
5 out of 5 average rating, 28 reviews

New Boho Cape with Pool! Fenced yard, pet friendly

CindyRating, 5 stars1 month ago
Thank you Christina! Great weekend stay for UMaine graduation. Great location from campus and stores for the things we forgot (haha).
Superhost
A swimming pool is surrounded by paved decking, with several lounge chairs positioned throughout. A green umbrella offers shade near the poolside, and lush landscaping with trees and flowering plants is visible in the background, complemented by a clear blue sky.
Home in Lincolnville
4.85 out of 5 average rating, 13 reviews

Coastal Retreat with Pool and Cheerful Vibes

AnneRating, 5 stars8 months ago
We felt like at home. The house is located in a private property with swimming pool and tennis courts. It’s very clean and very peaceful. Just a clarification about the description : there’s no bathroom in the basement. Then if you come with elderly people or very young kids, it could be annoying. If you like cooking, the kitchen is very well equipped. We´ll keep a very good memory of our stay in Ducktrap Retreat during the colorful foliage season.
Guest favorite
A spacious blue house is set against a backdrop of lush green grass and trees. The property features a landscaped front area with various shrubs and stone walls, inviting outdoor seating arrangements, and a clear sky above, enhancing the serene atmosphere.
Home in Liberty
4.91 out of 5 average rating, 74 reviews

Luxe Liberty: Getaway with Heated Indoor Pool!

RitaRating, 5 stars1 week ago
What a wonderful experience! Rebecca was an absolutely outstanding host, always quick to respond and went above and beyond to ensure we had everything we needed. My family and I had such a peaceful stay. The home and location were incredibly tranquil, perfect for a relaxing getaway. The house and property were absolutely beautiful, and we loved sipping our morning coffee on the amazing balconies with the breathtaking views. There is so much space, and every room in the house is well thought out, functional, and cozy. The pool is even better than we hoped, so big and clean and in immaculate condition. We spent most of our time swimming and relaxing by the pool. We also enjoyed playing pool and having so many rooms to gather in with the comfort of plenty of new comfy furniture. Highly recommend for anyone looking to unwind for a vacation away from all the noise and chaos of daily life. Every single area was as described in the listing and better. Thank you for an unforgettable stay!
Guest favorite
The backyard features an above-ground pool surrounded by a spacious deck, offering ample seating and relaxation areas. A shaded dining space is visible under an umbrella, while the two-story colonial home stands in the background, framed by lush greenery.
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!
Superhost
A calm tidal pool is bordered by smooth stones and rocky edges, reflecting soft hues of pink and orange from the sunset. The tranquil water contrasts with the lush green trees in the background, creating a serene and natural setting by the ocean.
Home in Stonington
4.95 out of 5 average rating, 20 reviews

The Boathouse at Spruce Harbor

Janette Is pronounced as YanetteRating, 5 stars9 months ago
My return visit to the Boathouse was even lovelier than I hoped it would be. The location can't be matched by anything else I've seen. I enjoyed a September visit with my dog and was lucky to have pristine weather. I lived a very simple and healthy outdoors life and came home the better for it. The Boathouse is true to its description: it is simple and rustic and uncomplicated but well-equipped, and is perfect for one-and-dog, or for two people. A little coming-and-going from the neighboring houses meant that I didn't feel isolated. Margaret is truly an exceptional and friendly host who communicates promptly and clearly. I almost hesitate to share "my" Boathouse location with too many of my back-home friends because it feels so intimate and special. I already want to be back there. I offer my deep thanks to Margaret and to the place that I could - briefly - call home.
Superhost
A stone pathway winds through a lush garden adorned with colorful flowers and greenery. Natural rocks are integrated into the landscape, while wooden barrels add a rustic touch. In the background, a pool is partially visible, set against a backdrop of trees.
Home in Washington
4.86 out of 5 average rating, 7 reviews

House in the woods

SavannahRating, 5 stars6 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!

Weekly house rentals

Top guest favorite
A scenic lakeside view captures the sunset reflecting on the water, outlining the dock and several boats nearby. The grassy area leads to the water's edge, with trees providing natural framing to the picturesque setting of the Lake House.
Home in Oakland
4.9 out of 5 average rating, 96 reviews

Lake-House on water, East Lake, Near Waterville

LauraRating, 5 stars2 weeks ago
The location is gorgeous and peaceful, so close to the water so that we could enjoy it right out the window, or down at the dock. The weather was too rainy for paddling but we heard the loons. The space is comfortable and Mark had so many nice touches that made us feel welcome. We hope to be back!
Guest favorite
The living area features a cozy sectional sofa paired with a rocking chair, positioned around a wooden coffee table. Natural light streams through large windows, accentuating the warm wooden floor and the decorative area rug underneath.
Home in Skowhegan
4.93 out of 5 average rating, 15 reviews

Cute house in town Skowhegan.

MichaelRating, 5 stars2 weeks ago
We really enjoyed our stay at Donald's house in Skowhegan. Only positive things to say: Exactly as described, clean, great location, easy access. Friendly and courteous host goes out of his way to be helpful. Would definitely stay here again, Mike from Nova Scotia
Top guest favorite
The exterior of a two-story house is shown, featuring a white facade with green shutters. A shaded front yard is visible, with a large tree and manicured shrubs. A driveway leads to a garage on the left side, and a parked vehicle is seen nearby.
Home in Oakland
4.94 out of 5 average rating, 72 reviews

Classy AF Home, walk across the street to Colby!

JessicaRating, 5 stars6 days ago
The photos don’t do this place justice! It is extremely pretty and bigger than I thought! Its location is perfect and made for an easy reunion weekend at Colby!
Top guest favorite
An outdoor area features a gravel patio surrounded by trees. Red Adirondack chairs are arranged around a fire pit, with a picnic table nearby. The exterior of the cottage showcases wooden shingles, large windows, and a welcoming entrance.
Home in Rome
5 out of 5 average rating, 15 reviews

Newly built in 2024, Long Pond lake access

DanielRating, 5 stars2 weeks ago
We had a short two nights at Amy’s place. We stayed to attend our son’s graduation from Colby college. The school was about 32 minutes away from campus and the house worked out great. I’d love to return and stay longer in the future. Home and host were exceptional.
Guest favorite
A cozy living area features a stone fireplace as a focal point, with a wide-screen TV mounted above it. Large windows allow natural light to brighten the space, while comfortable sofas provide seating. A view of the lake is visible through sliding glass doors.
Home in Belgrade
4.86 out of 5 average rating, 21 reviews

Family's Paradise: 3BR/2BA,Game Room & Lake Access

AnthonyRating, 5 stars3 months ago
Great rental property in a great place.
Top guest favorite
A serene lake landscape is depicted at dawn, with smooth water reflecting the soft hues of the sky. Tree-lined shores and distant hills create a tranquil backdrop, enhancing the peaceful atmosphere of the setting.
Home in Canaan
5 out of 5 average rating, 11 reviews

Zeus's Landing| Lakefront | Close to Colby

BryanRating, 5 stars6 days ago
Great location and price for our group. Beds were comfortable and house was very clean. We will be staying here next year!
Top guest favorite
A cozy bedroom features a king-sized bed with a textured blue coverlet and accent pillows. Two windows provide natural light, while decorative lamps sit atop the bed's headboard. A fan is positioned nearby, and a vibrant orange door adds a pop of color.
Home in Brooks
4.98 out of 5 average rating, 94 reviews

Cozy New Home with Hot Tub: Cornerton

SamRating, 5 stars3 weeks ago
A wonderful little cottage. Peaceful, private and comfortable. I stayed for a night because I needed a break from moving and I didn’t want to be surrounded by all the boxes… between the hot tub and wicked comfy bed, I left the next day feeling far more capable of continuing to move furniture and unpack boxes. I will absolutely stay again when I need a break from my world for a night.
Superhost
A tranquil lake scene is presented, featuring a wooden dock with a boat and a swim float visible. The calm water reflects the surrounding trees and distant islands under a clear sky.
Home in Liberty
4.76 out of 5 average rating, 21 reviews

House on Lake St. George

Mary BethRating, 5 stars10 months ago
Corie was so responsive with answers to questions about wifi and check-in to fun day trips we should try while we are there. The view of the lake is the best and the swimming was wonderful. Plus loved the paddle boat. Very relaxing!!

Private house rentals

Top guest favorite
A vibrant sunset paints the sky with shades of orange and pink, reflecting on the calm waters of Brewer Lake. Dark silhouettes of trees frame the foreground, creating a serene and picturesque landscape at dusk.
Home in Holden
5 out of 5 average rating, 31 reviews

Sunset Retreat on Brewer Lake

VanessaRating, 5 stars1 week ago
My husband and I really enjoyed our stay in Holden, ME! This Airbnb was so nice and clean and pretty close to Acadia National Park. I needed to stay close to work in the park and this spot was the perfect distance away. It was quiet, peaceful, and away from tourist traffic. Also close to gas stations and a grocery store. The hosts were so friendly and nice and we would highly recommend anyone stay here! Thank you Dana + family!
Guest favorite
A single-story house is positioned beside a lake, featuring a light yellow exterior and dark purple shutters on the windows. A small wooden staircase leads up to the entrance, framed by a grassy area and trees in the background, with calm waters visible beyond.
Home in Canaan
4.8 out of 5 average rating, 30 reviews

Pond House

BarryRating, 5 stars1 month ago
We stayed for two months while I was on a temporary work assignment in the area. Check-in was simple, any questions were quickly answered. We had no problems with anything during our stay; everything was exactly as anticipated from the description. We immediately loved the view of the lake from the front windows! The kitchen was perfect, and we felt right at home. I was working long shifts, and a quiet, peaceful location was important for me to get enough sleep--this place provided it exactly. We were able to watch the lake go from ice covered when we arrived to open water when we left. We saw robins and loons arrive, and heard them calling as they settled into their summer homes. I would highly recommend this location to anyone who enjoys a quiet lake setting.
Superhost
A spacious living area features a wooden ceiling and a stone accent wall. A dining table with metal chairs is positioned near large windows, allowing natural light to fill the space. A cozy seating area includes a gray couch and a mounted TV, contributing to a welcoming atmosphere.
Home in Burnham
4.85 out of 5 average rating, 67 reviews

The Maine Lake House with an Amazing Sand Beach!

AndreaRating, 5 stars1 month ago
The main house perfectly met our needs. The view to the lake was beautiful and the house was very clean. Beds were comfy (we did not use top bunks)
Guest favorite
A serene lakeside view is captured from a wooden deck, showcasing calm waters reflecting the sky. Subtle ripples create gentle patterns, while trees frame the scene, adding a natural touch to the tranquil atmosphere.
Home in Greene
4.89 out of 5 average rating, 79 reviews

Beautiful Maine Lakeside Cottage

KaeleeRating, 5 stars1 day ago
This was a wonderful stay! It was so cozy and peaceful. I wish I could have spent even more time in the cabin. Bethany was a wonderful host! Instructions were super clear and there were lots of activities and fun things to do!
Guest favorite
A single-story home with a brown shingle exterior is set against a backdrop of lush green grass and trees, overlooking a calm river. A wooden deck extends from the house, leading to a private dock visible in the distance.
Home in Belgrade
5 out of 5 average rating, 9 reviews

River Front Maine Stay

TaylorRating, 5 stars1 month ago
Went for a fishing weekend with my brother. We were both very happy with the place. Boat launch for great pond was a 3 minutes drive and the boat launch for long pond was 7 minutes away which was nice so we could fish multiple lakes easily. Had dock access from great pond for the boat and was the end of channel that was well marked. We were able to dock the boat overnight there were no issues. A few places to eat nearby with access via boat (just a bit further up the channel with public dock behind the post office) and are also walkable. Clean space and great view. Beds were very comfortable for an Airbnb. Would recommend, great value, will stay here again if we come back to Belgrade.
Guest favorite
A spacious screened porch is featured, furnished with comfortable seating and a swing bed dressed in soft linens. Large windows allow natural light to fill the area, complemented by a view of the surrounding nature through the screening.
Home in Liberty
4.91 out of 5 average rating, 77 reviews

Modern Lake Front Home with Hot Tub

SherryRating, 5 stars1 week ago
Enjoyed our stay. The screened in porch was our saving grace due to rainy weather. Very relaxing trip!
Guest favorite
The exterior of the house is presented, featuring a green metal roof and a large driveway leading to a two-car garage. Lush green grass surrounds the home, while trees and a clear blue sky enhance the peaceful rural atmosphere.
Home in Cornville
5 out of 5 average rating, 20 reviews

Modern Cornville Ranch

NeshaRating, 5 stars3 months ago
We stayed for 10 days while working in our cabin! We felt right at home, enjoyed all of the amenities, and would stay again!
Superhost
The exterior of a modern cabin is shown, featuring a sloped metal roof and wooden siding. A welcoming front door with glass panels is flanked by two chairs. Lush greenery and a stone walkway lead to the entrance, creating a tranquil outdoor setting.
Home in Stockton Springs
4.79 out of 5 average rating, 39 reviews

Wildwood Acadia Salt House: 55 minutes from Acadia

ChelseaRating, 5 stars1 week ago
I had a lovely visit with a good friend. The air bnb stood out to us because of how beautiful the photos were and they didn’t do the place justice. It was so nice to stay in a place that felt like it was cut from a magazine. The home is in a private space but not far from restaurants and other towns with cute shops. We were close to lots of hiking trails and coastlines. I am quite sure I’ll be back!

Quick stats about house rentals in Winslow

  • Total rentals

    40 properties

  • Nightly prices starting at

    R179 ZAR before taxes and fees

  • Total number of reviews

    680 reviews

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Walmart Supercenter, Big G's Deli, and Governor's Restaurant & Bakery

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Kennebec County
  5. Winslow
  6. House rentals