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Apartment vacation rentals in Winslow

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winslow apartment rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Weekly apartment rentals

Superhost
A cozy seating area features a sofa with cushions and a wooden coffee table. A small dining table is positioned in the background, alongside a compact refrigerator. Light-colored wooden flooring adds warmth to the space, with bright walls reflecting natural light.
Apartment in Waterville
4.85 out of 5 average rating, 26 reviews

close to downtown #2

Top guest favorite
A loft sleeping area is accessed by a spiral staircase, featuring a queen size bed and light-colored bedding. Nearby, natural light enters through a window, illuminating the open living space below, which includes a seating area and a television.
Apartment in Dixmont
4.99 out of 5 average rating, 68 reviews

The Little House

Superhost
A sleeping area features a spacious bed with crisp white bedding and a decorative pillow. Natural light filters through two windows adorned with sheer curtains, enhancing the warm color of the purple walls. Two bedside lamps and a tufted bench are positioned nearby.
Apartment in Oakland
4.83 out of 5 average rating, 48 reviews

The heart of the Belgrade lakes

Top guest favorite
An open living area showcases wooden beams and high ceilings. A navy sofa is positioned against the wall, complemented by a patterned rug. A dining table is set with dishes and flowers. A wooden staircase leads to the loft, while windows allow natural light to fill the space.
Apartment in Union
5 out of 5 average rating, 18 reviews

"Come Spring" Boutique Village Center Apartment

Superhost
A modern living area is depicted, featuring a low-profile sectional sofa adorned with soft pillows and a textured blanket. An entertainment unit with a flat-screen television is built into the wall, flanked by minimalist shelving. Natural light is filtered through sheer curtains on one side.
Apartment in Madison
4.79 out of 5 average rating, 19 reviews

LeCabrera apartments rentals A Gem in small town

Top guest favorite
A spacious living area features tiled flooring and neutral wall tones. Comfortable seating includes a plush recliner and a sofa. A coffee table centers the room, while a small dining table is positioned along the wall. Natural light streams through large windows, enhancing the space.
Apartment in Wilton
4.97 out of 5 average rating, 90 reviews

A Home away from Home.

Guest favorite
A spacious sleeping area features a king-sized bed adorned with patterned bedding and accent pillows. Natural wood beams and a warm wood ceiling create an inviting atmosphere. Sunlight enters through a large window, illuminating a comfortable corner chair and a small side table.
Apartment in Northport
4.95 out of 5 average rating, 99 reviews

Off-Grid Oasis with Ocean Views, Near Rt. 1

Top guest favorite
A spacious wooden deck features a round table surrounded by four outdoor chairs, offering expansive views of the lush green valley and trees. The deck's railing provides a sense of security while enjoying the serene outdoor environment.
Apartment in Palermo
5 out of 5 average rating, 20 reviews

Valley View

Private apartment rentals

Guest favorite
A small table is positioned by a window, providing a serene view of the outdoors. Two placemats are laid out on the table, along with a pen holder filled with utensils. Sheer curtains gently frame the window, allowing natural light to illuminate the space.
Apartment in Damariscotta
5 out of 5 average rating, 14 reviews

Elm Street Hideaway, downtown Damariscotta

Top guest favorite
A serene view of Penobscot Bay is framed by lush green foliage and a rustic wooden fence. Boats are visible in the distance, and the calm water reflects the clear blue sky, creating a tranquil coastal scene.
Apartment in Belfast
4.97 out of 5 average rating, 91 reviews

Coastal Loft Apartment with Beach Access

Guest favorite
A cozy seating area features a soft green couch with tufted detailing, complemented by a striped area rug. A vintage green chest serves as a coffee table, and a floral artwork adorns the wall, adding a touch of color to the inviting space.
Apartment in Winthrop
4.95 out of 5 average rating, 63 reviews

Jill's Place!

Top guest favorite
Aerial view of a sprawling landscape featuring a restored farmhouse surrounded by lush greenery and vibrant autumn foliage. Nearby, Lermond Pond reflects the surrounding hills, enhancing the peaceful rural setting. The property spans across a wide open field with scattered trees.
Apartment in Hope
4.98 out of 5 average rating, 60 reviews

Highfields Dahlia Farm

Guest favorite
A well-equipped kitchen features sleek stainless steel appliances, including a microwave and oven. Gray cabinetry contrasts with white upper cabinets. A countertop provides preparation space, accompanied by a sink and various cooking utensils. Natural light enhances the clean lines and organized layout.
Apartment in Skowhegan
4.85 out of 5 average rating, 79 reviews

Upstairs apartment

Guest favorite
The front of the home features a charming covered porch with red chairs and hanging flower baskets. A light-colored door with glass paneling is centered between two windows. A well-maintained lawn and a slight stone pathway enhance the inviting entrance.
Apartment in Owls Head
4.97 out of 5 average rating, 166 reviews

Coastal Vintage Living

Top guest favorite
A view of the Sheepscot River is framed by trees, showcasing a wooden dock extending into the water. The scene includes a chain-link fence and a mix of greenery, offering a serene setting under partially cloudy skies.
Apartment in Edgecomb
5 out of 5 average rating, 22 reviews

Guesthouse on Sheepscot River

Top guest favorite
A narrow path through dense greenery leads to a tranquil shoreline. Lush foliage frames the view of calm waters, where gentle waves can be seen lapping against the shore. The scene evokes a sense of serenity and connection to nature.
Apartment in Lincolnville
4.98 out of 5 average rating, 65 reviews

Ashgrove Garden on the Ocean

Apartment rentals with a hot tub

Guest favorite
The exterior of a two-story building is shown, featuring beige siding and dark wood doors. Flower pots are placed near the entrance, and a parking area is visible in front. Nearby structures and greenery are seen in the background, suggesting a quaint neighborhood.
Apartment in Hallowell
4.84 out of 5 average rating, 180 reviews

3 bed up apt with no cleaning fee or checklist

Top guest favorite
The exterior of the home showcases a well-maintained garden path flanked by vibrant flower pots in shades of blue. Lush green grass surrounds the area, with a glimpse of additional landscaping visible in the background. The home features large windows and a welcoming entrance.
Apartment in Phippsburg
4.9 out of 5 average rating, 29 reviews

Quiet 2 bedroom apt close to beaches and town.

Top guest favorite
A bright living area features a comfortable brown sofa, complemented by a soft white throw pillow. A cozy gray armchair sits nearby, and a small tree adds a seasonal touch. The kitchen area is visible in the background, with modern appliances and light blue cabinetry.
Apartment in New Gloucester
5 out of 5 average rating, 31 reviews

Cozy Winter Suite & Hot Tub

Guest favorite
The living area features a comfortable black sofa and two beige armchairs accented with decorative pillows. A brick fireplace provides a focal point, while a large TV is mounted on the wall. Natural light enters through nearby windows, and a dining table is visible in the background.
Apartment in Carrabassett Valley
5 out of 5 average rating, 32 reviews

Snowdrop Trailside Condo

Guest favorite
An aerial view showcases a modern penthouse condo nestled among vibrant autumn foliage. The surrounding mountains rise in the background, emphasizing the natural beauty of the area. Nearby buildings and roads are visible, indicating a well-connected location.
Apartment in Carrabassett Valley
4.94 out of 5 average rating, 49 reviews

Summit Haus - Golf & Liftside Penthouse!

Superhost
A view from a window showcases snow-covered grounds and a series of light blue buildings nestled against a backdrop of a snow-capped mountain. The bright sunlight creates a serene winter landscape.
Apartment in Carrabassett Valley
4.86 out of 5 average rating, 7 reviews

Updated Family Ski-In/Out Condo w/ Pool Access

Guest favorite
Apartment in Topsham
4.88 out of 5 average rating, 570 reviews

Cozy hot tub haven

Guest favorite
An inviting living area showcases a modern spiral staircase leading to the loft. A sleek kitchen is visible, featuring patterned backsplash tiles and stainless-steel appliances. A comfortable sofa and a coffee table create a cozy seating arrangement, complemented by natural light from the large windows.
Apartment in Brunswick
4.9 out of 5 average rating, 659 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

Quick stats about apartment rentals in Winslow

  • Total rentals

    40 properties

  • Nightly prices starting at

    R174 ZAR before taxes and fees

  • Total number of reviews

    740 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore

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