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Apartment vacation rentals in Winslow

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Vacation rentals for every style

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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, 67 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

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, 98 reviews

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

Superhost
A light-colored sectional sofa is positioned on a soft area rug, complemented by decorative pillows. A dark wood coffee table with storage compartments sits in front. Sheer, pattern curtains frame the windows, while a potted plant adds a touch of greenery to the space.
Apartment in Winslow
4.81 out of 5 average rating, 43 reviews

Entire 3 BR apartment in Winslow

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

Superhost
The kitchen features dark blue walls and modern cabinetry. Granite countertops surround a stainless steel oven and microwave. A double basin sink is present, with a wooden framed chalkboard on the wall and hooks displaying kitchen towels.
Apartment in Skowhegan
5 out of 5 average rating, 7 reviews

Apartment in Skowhegan

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

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

Top guest favorite
A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.
Apartment in Boothbay Harbor
5 out of 5 average rating, 123 reviews

Sail Loft - Upscale Oceanfront on a Pier near BBH!

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

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

Guest favorite
A cozy living area features a large, L-shaped sectional sofa in warm tones, complemented by throw pillows. A coffee table rests beside the sofa, and a dog is comfortably lounging on the seat. The space showcases a mix of open shelving in soft colors and warm wooden accents.
Apartment in Hallowell
4.94 out of 5 average rating, 66 reviews

The Gallery

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

Top guest favorite
A charming pink house is surrounded by tall evergreen trees and lush greenery, highlighting a well-kept driveway. The garage doors are styled with decorative accents. Colorful flowering shrubs add vibrancy to the entrance, enhancing the inviting appearance of the property.
Apartment in Brunswick
5 out of 5 average rating, 32 reviews

Central Brunswick Carriage House

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

Top guest favorite
A sandy beach stretches along a calm shoreline under a cloudy sky. A lone figure wearing a bright yellow coat walks near the water's edge, with scattered rocks visible in the distance. Gentle waves lapping at the shore create a serene atmosphere.
Apartment in Lincolnville
5 out of 5 average rating, 15 reviews

Beach Vacation - Private Balcony - Views

A spacious outdoor area shows a well-maintained lawn bordered by several trees. Two cottage-style structures are visible in the background, with a deck on one and large windows on the other, inviting natural light. Pathways and shrubs enhance the picturesque setting.
Apartment in Bristol
4.53 out of 5 average rating, 40 reviews

The Poolside

Quick stats about apartment rentals in Winslow

  • Total rentals

    40 properties

  • Nightly prices starting at

    G$2,092 GYD 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