Vacation rentals with a patio in Winslow

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Popular amenities for Winslow patio rentals

Apartment rentals with a patio

Top guest favorite
A bright common area features high ceilings and ample natural light from several windows. Comfortable seating options include a leather sofa and two wooden chairs with cushions, arranged around a round coffee table. Decorative plants and framed artwork add a thoughtful touch.
Apartment in Freeport
4.98 out of 5 average rating, 43 reviews

9 Mechanic. 3-Bed 2.5 bath in downtown Freeport

RheaRating, 5 stars2 months ago
Second time staying here and not our last. Ben and Meghan, thank you for everything. We love your place!
Superhost
Apartment in Auburn
4.94 out of 5 average rating, 36 reviews

Charming + Spacious 2BR/1BA, Centrally Located

MikeRating, 5 stars4 months ago
I was pleasantly surprised by the overall ambiance of the apartment. This is an old building with uneven floors but I loved the feel of the place. Having an updated bathroom was great, especially the heated tile floors! The views of the river were great. I felt right at home.
Superhost
A modern kitchen features wooden cabinetry and granite countertops. Stainless steel appliances, including a stove, microwave, and refrigerator, are visible. A round mat lies on the hardwood floor. A bar stool is positioned near the countertop, providing additional seating.
Apartment in Wilton
4.82 out of 5 average rating, 11 reviews

470 Luxury apartment w/elevator Suite 470

AnnRating, 5 stars5 months ago
We really appreciated Debi’s luxury apartment. Available when we needed it and extremely comfortable. Really enjoyed the restaurant that Debi recommended- we will be back! Thanks Debi
Guest favorite
The exterior of a two-story Colonial-style building is visible, featuring a yellow facade and white trim. A front porch with columns invites entry, framed by well-maintained shrubs and landscaping. The structure displays rectangular windows evenly spaced across the front, under a dark sloped roof.
Apartment in Bangor
4.96 out of 5 average rating, 28 reviews

423 French

NicolasRating, 5 stars6 months ago
Great stay close to everything you need in Bangor. Everything you need for a comfortable night, or multiple as was our case. Everything was as described. Thanks for everything!
Superhost
The entrance to a historic building is highlighted by a large wooden door framed by tall white pillars. A flag featuring a green tree design is displayed, and vibrant purple flowers decorate the stone steps leading up to the doorway.
Apartment in Bath
4.9 out of 5 average rating, 20 reviews

Birds nest apartment perched on 3rd floor.

NickRating, 5 stars7 months ago
Darcy and Bill were absolutely amazing hosts. I completely loved my time in the charming town of Bath. I came for a quick 2 night stay for a wedding but ended up staying a week when I realized I had lost my ID. Darcy went above and beyond, helping me to replace my ID. Later, when my airport ride fell through, she and her husband brought me to Portland. Absolutely the best hosts I have ever had! The apartment is very well provisioned and would be comfortable for a monthly stay with 400mbs internet. Bath itself is beautiful and a great park is only minutes away in foot, and a short walk takes you jnto town with multiple grocery stores and a great bakery. Only other thing I would mentioned is that the September weather was warmer than I expected so bring clothes for warm weather in case you need them! Also--the blue chairs recline!
Top guest favorite
The open layout showcases a bright living area with a cozy sofa, a small dining table with chairs, and a well-equipped kitchen in the background. Natural light enters through windows dressed with light curtains, while exposed beams enhance the room's character.
Apartment in Gardiner
4.97 out of 5 average rating, 103 reviews

The Escape on Elm

JennRating, 5 starstoday
The stay was short but very accommodating. We had everything we needed and it was spotless. Highly recommend.
Guest favorite
Apartment in Yarmouth
5 out of 5 average rating, 38 reviews

The Inn on Bridge Street

LaurieRating, 5 stars1 month ago
Rebecca and Scott’s place was in a perfect location. We loved being able to walk into Yarmouth and also to the Royal River path. Their place was comfortable and had plenty of room for the two of us. We enjoyed our stay and will definitely be back!
Superhost
The cozy bedroom features a spacious bed with a light-colored quilt and a bedside lamp. A small basket is placed nearby, and a window with patterned curtains allows natural light into the room. A wall-mounted air conditioning unit is visible.
Apartment in Brewer
4.81 out of 5 average rating, 156 reviews

Lovely- 1 bedroom rental with shared outdoor space

HaileyRating, 5 stars2 months ago
the place was adorable, the hosts were wonderful, and it was a very compact yet comfortable little place. i would 10/10 recommend this bnb!

House rentals with a patio

Top guest favorite
A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.
Home in Belfast
4.93 out of 5 average rating, 104 reviews

Belfast Ocean Breeze

SarahRating, 5 stars3 days ago
The Ocean Breeze in Belfast is a beautiful place. We stayed in the basement apartment. It is spacious and has a beautiful view of the ocean. The price per night is no joke..its a great price and William is a great host. The upstairs is rented and you can hear footsteps, however its not bad . Watching the sunrise from the beach this morning was amazing. I highly recommend this gem for anyone looking for a peaceful retreat or romantic getaway.
Guest favorite
Home in Belfast
5 out of 5 average rating, 16 reviews

4bed Full House on Private Dr. w/ Large Yard

WendeeRating, 5 stars1 month ago
Had a great stay and will be back! Thank you
Superhost
An outdoor deck is featured with a round wooden table surrounded by four chairs. A stylish umbrella is positioned above the table for shade. Vibrant greenery is visible in the background, creating a natural setting. A patterned rug adds texture to the space.
Home in Harpswell
4.92 out of 5 average rating, 48 reviews

Harbor Heights House

SpencerRating, 5 stars7 months ago
The house was beautiful, well lite and easy to find! Host was proactive and great on providing instructions, I’d recommend this place to friends and family
Guest favorite
A sunlit deck features white Adirondack chairs surrounding a small table, positioned against a backdrop of lush trees. A glimpse of water is visible through the foliage, enhancing the natural setting.
Home in Boothbay Harbor
5 out of 5 average rating, 10 reviews

Peace by the ocean

RobertRating, 5 stars7 months ago
We’ve been going to Boothbay almost every summer for more than 30 years and have stayed in many different rentals over that time. Of all those places, Dan’s is one of the very best, definitely in the top two or three. The best things about it include, first, the location. It’s just a few minutes from town and all the places to shop and eat, but it’s also in a very quiet secluded spot near Linekin Bay. A big plus is its closeness to a beautiful little private beach with swimming, kayaking, picnic tables, a dock, and tidepools for exploring. Second, the house itself is great: very spacious common areas; a big, beautiful and well-equipped kitchen — my wife said it was “unbelievable;” three modern bathrooms (although none with a tub and only one with a shower — the one minus we noted); very comfortable beds; excellent lights for reading at night, and a huge screened porch with lots of seating. Third, Dan was truly an excellent host: he always responded quickly, graciously, and effectively
Guest favorite
A spacious waterfront house is shown, featuring a multi-level deck. Colorful patio chairs are arranged on the deck, with a large red umbrella providing shade. Lush green grass surrounds the house, and trees provide a serene backdrop, offering a peaceful outdoor space.
Home in West Gardiner
4.96 out of 5 average rating, 26 reviews

2 BR Waterfront house with stunning view.

KristenRating, 5 stars6 months ago
This was a really nice house on a beautiful lake. The beds were comfortable and there were enough to accommodate us. It was very clean and easy to enjoy your stay. We really enjoyed our stay.
Superhost
A wooden deck extends from the home, surrounded by lush greenery and tall trees. A stone pathway leads toward the entrance, with logs arranged nearby, enhancing the natural setting of the property. Sunlight filters gently through the foliage.
Home in Liberty
4.8 out of 5 average rating, 5 reviews

Waterfront Home fully equipped

Mattie RoseRating, 5 stars7 months ago
Leslie’s home is exactly that, cozy, spacious, beautiful, peaceful, but above all it feels like a real home. Leslie was welcoming and gracious, she went above and beyond, I would certainly consider her a friend after staying there. I highly recommend this spot!
Guest favorite
Home in Windham
4.93 out of 5 average rating, 14 reviews

Sebago Lake Beach Paradise

Jan & DebRating, 5 stars4 months ago
Mike & Jess’s home is beautiful! We were celebrating our family Christmas, and this was the perfect location! The kitchen was well stocked and easy to prepare Christmas dinner. The living room was cozy and inviting. The primary bedroom is spacious and mattress was very comfortable. The kids loved the bunk room, and had so much fun hanging out there. It was so cold outside, but we never felt the chill indoors.
Guest favorite
A serene outdoor space features a white lounge chair positioned on a wooden deck. A green lawn extends beside the chair, leading to a blue exterior wall with sliding glass doors. Soft shadows of trees and furniture are cast across the scene, suggesting a tranquil atmosphere.
Home in Rockport
5 out of 5 average rating, 10 reviews

Mid-Century Modern walk to ocean

SallyRating, 5 stars3 months ago
The house and space are welcoming and comfortable. The multiple levels of the living/dining/kitchen space are challenging for a person with mobility issues, but we managed, and it was worth the effort. The openness of that area and the light filled space on a sunny day are lovely. The artwork is stunning and plentiful! The kitchen is modern and well supplied. We were there Christmas week, cold and snowy, so we weren’t out much, but the area has excellent restaurants, and a really good cafe just across the street. It was a perfect place for us to stay and welcome other family members for time together during the holidays.

Condo rentals with a patio

Superhost
A cozy living room is featured with a gas fireplace surrounded by wood paneling. Two blue chairs and a brown sofa are arranged around a wooden coffee table. Large windows provide natural light and a view of the outdoor greenery.
Condo in Carrabassett Valley
4.75 out of 5 average rating, 8 reviews

Great Summer Spot For All Your Outdoor Activities!

ErikaRating, 5 stars1 month ago
Had a wonderful 3 night stay. So easy to get to ski lifting the morning and could ski right to parking lot at end of the day. Owner sent details on restaurants in the area ahead of our visit. The kitchen was fully stocked, we had everything we needed to prepare meals.
A welcoming sign indicates the entrance to Boothbay Harbor. The sign features a nautical theme with the town's name in bold letters, surrounded by greenery. The background consists of trees and shrubs, adding a natural setting to the entrance.
Condo in Boothbay Harbor
4.65 out of 5 average rating, 26 reviews

Drift on in to Boothbay Harbor, Maine (A)

KristinRating, 5 stars8 months ago
Had a beautiful stay in Booth Bay Harbor. Sal & Soraia’s rental was perfect for our trip. Needed something close to the main part of town - can easily walk to anything you need. Place had what you needed - ample towels, blankets, etc. Was clean and simple, no fuss which allowed you to really enjoy the surroundings of such an ideal Maine harbor town.
Top guest favorite
The living area features two inviting sofas positioned around a central coffee table. A flat-screen TV is mounted on the wall, and natural light filters through two windows. A lamp adds a touch of warmth to the space, complemented by tasteful decor.
Condo in Oakland
5 out of 5 average rating, 24 reviews

Home away from home cozy new Apartment in Oakland

MaryRating, 5 stars1 week ago
Diane’s place was in my husband’s words…”nicely done! I, myself, thought Diane’s place was artistically decorated with fun touch’s in every room.
Guest favorite
An aerial view captures a spacious condo surrounded by lush greenery and the Damariscotta River in the background. A relaxing pool is visible in the foreground, alongside a parking area with multiple vehicles. The serene landscape contributes to a calming atmosphere.
Condo in Damariscotta
4.98 out of 5 average rating, 46 reviews

Lovely 2 bedroom riverside condo with pool

AnnaRating, 5 stars6 months ago
Lovely, clean apartment with a terrific location! We highly recommend and hope to return soon--maybe even for Pumpkinfest again next year. Thank you especially for the extra blankets, that was such a kind gesture.
Top guest favorite
An open concept space features a modern kitchen with light wood paneling and sleek stainless-steel appliances. A multi-colored granite countertop serves as a dining area with four teal stools. Visible in the background is a cozy seating area and an entry to a bedroom.
Condo in Belfast
5 out of 5 average rating, 17 reviews

Harbor View Cottage Unit A 2 bedroom downtown

BrandonRating, 5 stars7 months ago
What a beautiful location and house. There’s nothing better than sitting in the living room or front porch and being able to see the Belfast Bay. The house is very clean and neat. Beds are comfortable, shower is very hot. Don’t miss the sunrise in the mornings. Overall this is one of our favorite places we have stayed in Belfast.
Guest favorite
The living room features a stone fireplace surrounded by cozy seating arrangements, including a brown couch and two chairs. A television is mounted on the wall beside bookshelves filled with books. A wooden coffee table sits on a patterned rug, with a window dressed in light curtains allowing natural light.
Condo in Carrabassett Valley
5 out of 5 average rating, 6 reviews

Trailside Ski Retreat

LorynRating, 5 stars3 weeks ago
The trail side condo was a perfect spot for our ski weekend. We had two families with five children ranging from ages 3 to 7, and three adults. Beds were comfortable, kitchen was useful, and the space was cozy! There was plenty of room to relax, having a gas fireplace is always nice too! It was convenient to the trail and the shuttle service. Samantha was great at communicating and answering all of our questions. Would definitely stay here again!
A sweeping aerial view captures the ski slopes of the mountain, showcasing multiple trails marked by distinct paths. The snow-covered landscape is surrounded by treetops, while a cluster of buildings can be seen at the base, providing access to the slopes.
Condo in Carrabassett Valley
5 out of 5 average rating, 8 reviews

Ski in / Ski out, Mountainside Condo

KevinRating, 5 stars2 months ago
Had a great stay in this location for winter break. Great location with ski in/ski out availability to Sugarloaf. Will definitely stay here again. Thanks Eric!
Top guest favorite
A warm living area is shown, featuring a comfortable armchair beside a wooden coffee table. A television is mounted on the wall above a shelf with various books and decor. A fireplace is situated below a framed landscape photograph, creating an inviting focal point.
Condo in Carrabassett Valley
4.97 out of 5 average rating, 29 reviews

Ski-in, Ski-out Centrally Located Sugarloaf Condo

KateRating, 5 stars2 weeks ago
My husband and I stayed here with out two daughters for a weekend of skiing and it was great! My 4 year old loved that she could just walk over to the lift and hop on and then ski back to the condo when she was all done. The space was great, comfortable and easy to use. I would definitely stay again

Quick stats about vacation rentals with a patio in Winslow

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    680 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

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  3. Maine
  4. Kennebec County
  5. Winslow
  6. Rentals with a patio