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Apartment vacation rentals in Winslow

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Top-rated apartment rentals in Winslow

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The living area features a cozy seating arrangement with a dark leather sofa and a plush red armchair. A wooden coffee table sits in front, adorned with a candle and decorative items. Large windows allow natural light to brighten the space, complementing the cheerful decor.

Apartment in Hallowell

4.83 out of 5 average rating, 173 reviews

3 bed up apt with no cleaning fee or checklist

This is a charming 2nd floor apt with 1.5 baths, granite countertops and wood floors, fully stocked galley kitchen, dining area, desk space., coffee/tea,living room with gas fireplace for winter use, deck with stunning view of the Kennebec River/park. Year round hot tub, sauna and gym are located in the building next door. Just 2 blocks from bustling downtown Hallowell. Can be reserved as a 1, 2 or 3 bedroom. Bicycles, paddleboards and kayaks available in season for stays of 2 nights or more

A comfortable blue armchair is positioned next to a small table with a lamp, illuminating the cozy corner. Light walls enhance the airy feel, while a glimpse of the living area is visible through an open door in the background, where additional soft lighting creates a welcoming ambiance.

Apartment in Richmond

4.92 out of 5 average rating, 154 reviews

Stunning Royal Richmond 2 Br Apartment Get Away!

Beautifully renovated large 2 bedroom apartment in historic Richmond ME. Pack a picnic and take the ferry over to explore stunning Swan Island located right down the street. Excellent spot to put in for paddle boarders and canoes alike as well. After a day of fun saddle up for a pint at The Old Goat pub downtown. Kimberly's Restaurant and Lounge as well as Annabella's Bakery & Cafe are delicious local spots as well. Located 45 min from Portland and 45 min from Rockland our place is perfect

Top guest favorite

An open studio layout features a full-size futon couch and a queen-size bed, both complemented by decorative pillows. A coffee table sits on a soft area rug, with flowers in a vase adding a touch of color. A dining area is visible, alongside a well-equipped kitchen.

Apartment in Belfast

4.89 out of 5 average rating, 238 reviews

Comfy, Convenient Studio Apartment Near Downtown

Cozy, comfortable studio apartment in walking distance to the waterfront. This second-floor space has an open layout that includes kitchen, bathroom, dining table, queen-size bed and lounging area. A full-size futon couch accommodates extra friends or kids. Plenty of appliances for cooking. Games, books and streaming TV services for rainy days or evenings in. The well-applianced apartment overlooks a lush perennial garden in a quiet residential neighborhood. Walk to Main Street in 10 minutes.

A bright and spacious living area features a large, dark sectional sofa with decorative pillows. A decorative jar of colorful building blocks adds a playful touch. A modern fireplace and wooden floors contribute to the inviting atmosphere. Large windows allow natural light and views of the outdoors.

Apartment in Belfast

4.94 out of 5 average rating, 255 reviews

Gothic Victorian Carriage House Apartment

This newly renovated carriage house was the original hayloft of the Gilkey House, a historic American Gothic Victorian built in 1879 by the renowned architect George Harding. Unique, private & luxurious, this 2 bdrm apartment is filled with designer touches. Bright & spacious living area is perfect for families & friends to gather, cook & create memories that will last a lifetime. Walk to the best restaurants and shops, the Farmer's Market, Oceanfront Harbor, trails, Front St. Shipyard & Marina.

A spacious living area features a blue sofa with decorative pillows, a patterned armchair, and a wooden coffee table. Natural light floods the room through large windows, offering views of the surroundings. The kitchen is conveniently located, equipped with modern appliances and countertops.

Apartment in Belfast

4.86 out of 5 average rating, 105 reviews

Downtown waterfront Belfast with amazing views.

Brand new roomy apartment on downtown Belfast waterfront. This full second floor apartment is steps from the water with sweeping views of Penobscot Bay. Apartment has wooden floors, full kitchen, living room, dining room, bedroom, and bath. Private staircase leads to your oasis across from public park and 3 mile walk trail. Venture downstairs where breakfast and lunch is available at Crumbs Provisions. Bike rentals and Saturday farmers market are within a two minute walk. Non smoking property.

A spacious bedroom features a striped bedspread draped over a large bed, accompanied by decorative pillows. Natural light enters through a tall window framed by red patterned curtains. A vintage trunk sits at the foot of the bed, and bedside lamps are positioned on either side.

Apartment in Belfast

4.79 out of 5 average rating, 126 reviews

Harborside 2 Floor Rental

Oceanside and decor to match. This Newly remodeled unit is beautiful with beautiful harbor views. The main bedroom on third floor is amazing and the 2nd bedroom has a twin bed. We are firm no pets. Even good ones :( Private, second floor entry with balcony that overlooks the water, boatyard and Belfast's Harborwalk ( a paved 3 mile scenic path great for walking, jogging or biking) Great restaurants, shops and more with-in a few steps. A great place to stay in Beautiful Belfast, Maine!

Top guest favorite

A distinctive living space features an exposed brick wall adorned with various industrial artifacts. A dark blue sofa is positioned in front, complemented by a light oak coffee table and a plush throw. Two floor lamps provide illumination, enhancing the loft's character.

Apartment in Belfast

4.97 out of 5 average rating, 376 reviews

Belfast Harbor Loft

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

A welcoming living area features a stone fireplace and modern furnishings. Two armchairs and a sofa surround a central coffee table, while a dining table is positioned nearby. A large wall-mounted TV is visible, with a well-equipped kitchen in the background.

Apartment in Bucksport

5 out of 5 average rating, 128 reviews

Luxury Coastal Maine 2BR Apt, 2nd Fl Stunning View

The entire building was completely and structurally remodeled and everything is new. Each unit has new floors, walls, lighting, HVAC, kitchens, bathrooms, bedrooms, and brand new mid-century modern furniture throughout. These are truly designed and built as luxury short term rental units. It's location is perfect to explore greater Penobscot Bay region, Acadia National Park, and it sits in the heart of mid-coast Maine. It is beautiful, friendly, and a perfect place to be.

A comfortable seating area is furnished with a light-colored sofa and two armchairs, complemented by a round ottoman. Natural light filters in through multiple windows adorned with blinds. A decorative area rug adds warmth to the space, enhancing its inviting design.

Apartment in Rockport

4.93 out of 5 average rating, 215 reviews

Centrally Located Apartment! Rockport, Maine

GREAT LOCATION BETWEEN CAMDEN AND ROCKLAND. Walking distance (.5 mile) to Rockport Harbor and restaurants. 5 minutes driving distance from downtown shops and the harbor in Camden. 10 minutes driving distance to Rockland for art galleries, shops and the Lobster Festival in August. Walking trails, kayak rentals and Camden Hills State Park are all close by. Camden Snow Bowl ski area is 3 miles away. Sorry, no pets. Much more to do and see from this central location!

A modern living area features a comfortable couch with an orange accent pillow, complementing wooden flooring. A dining table and chairs are positioned near large windows, presenting natural light. An open kitchen design showcases dark cabinetry and a well-organized countertop.

Apartment in Boothbay

4.92 out of 5 average rating, 223 reviews

Farnham Point Retreat

New modern apartment over garage. Brand new patio and fire Pit area. Nestled in the woods. 10 minutes from downtown scenic Boothbay Harbor and Botanical Gardens. Near Carriage House Restaurant. Near Ocean Point. Large walk-in closet. Two large flat screen TVs. BBQ Grill, Fire Pit, and outdoor Dining area with table and chairs. Corn hole and ring toss games. Firewood in the shed for guests. Outlet for EV charger available for small fee, upon request.

An entryway features a blend of natural light and neutral tones. A wooden sideboard and a blue chair provide seating, while a decorative rug adds warmth. Potted plants enhance the aesthetic, and a doorway leads into a spacious living area, subtly defined by a contrasting color scheme.

Apartment in Wiscasset

4.94 out of 5 average rating, 106 reviews

25 MIDDLE -Historic Village Apartment (Unit A)

25 Middle-Historic Village Apartment (Unit A) Completely renovated first floor apartment nestled on a side street in Wiscasset village -one block from the harbor. Stroll to restaurants, waterfront, antique shops, historic homes & gardens. Ideal base for touring Maine attractions. Full kitchen, four other rooms and a spacious new deck. Central yet private.

A cozy living area features warm wooden paneling and natural light streaming through a skylight and window. A patterned sofa is complemented by a glass coffee table displaying a chessboard, inviting relaxation and play. A small armchair is positioned nearby.

Apartment in Rockland

4.93 out of 5 average rating, 103 reviews

1901 Charm in Downtown Rockland

This sweet house is close to everything, making it easy to plan your visit. Above a storefront, this spacious apartment is in walking distance to shopping, museums, restaurants, the ocean, harbor trail and the boardwalk. Parking on premises, washer/dryer in unit, and AC units.

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Popular amenities for Winslow apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

A wooden dock extends into the sparkling water, bordered by a calm harbor. Small boats are moored alongside the dock, with a backdrop of distant hills and a clear blue sky above. Sunlight glints off the water's surface, creating a serene atmosphere.

Apartment in Boothbay Harbor region

4.75 out of 5 average rating, 95 reviews

Romantic Harbour-side Studio - Sumr/Fall/W/Spring

A serene landscape showcases rolling green hills dotted with trees, leading to an orchard. A tranquil body of water is visible in the distance, complemented by an overcast sky, creating a peaceful and natural setting.

Apartment in South Bristol

4.94 out of 5 average rating, 34 reviews

Clarks Cove Farm - Orchard Apartment

A comfortable seating area features a gray sofa and matching armchair, paired with a coffee table. Decorative accents include a small vase with dried flowers, a patterned throw blanket, and a woven basket, contributing to a welcoming environment.

Apartment in Brewer

4.91 out of 5 average rating, 88 reviews

Restful Brewer Rental

A spacious living area features light teal walls and two large windows allowing natural light to fill the room. A soft gray armchair and a brown recliner are positioned next to a wooden coffee table. The entrance door is framed with white trim.

Apartment in Wilton

4.94 out of 5 average rating, 260 reviews

Apt above Ambition Brewing in Downtown Wilton

A spacious outdoor area features a well-maintained lawn bordered by trees and shrubs. The white exterior of the house is complemented by yellow shutters. A clear blue sky is visible, enhancing the serene setting of the property.

Apartment in Mercer

4.79 out of 5 average rating, 38 reviews

Mercer Apartment in the Valley-Peaceful Country

A comfortable living area features a plush sofa adorned with several pillows. Textured wall art hangs above, contributing to the decor. A workspace with a chair is visible in the background, alongside a doorway leading to another room.

Apartment in Waterville

4.92 out of 5 average rating, 13 reviews

Professionals Downtown Den | Sleeps 3

Top guest favorite

The kitchen features white cabinetry with open shelving displaying dishware, complemented by a black countertop. A stove, sink, and refrigerator are clearly visible. Soft lighting illuminates the space, which includes wooden furniture and a dining area positioned nearby.

Apartment in Camden

4.98 out of 5 average rating, 198 reviews

Mount Battie Studio

An open living space features a blue leather sofa paired with a wooden coffee table set on a light rug. Large windows fill the area with natural light, and a modern kitchen with gray cabinets is visible in the background, enhancing the inviting atmosphere.

Apartment in Topsham

5 out of 5 average rating, 22 reviews

The Loft at Augusta Road

Private apartment rentals

The exterior of the apartment is shown, featuring wooden siding and a steep gabled roof. A set of stairs leads to a yellow door at the top, with a flag nearby displaying a pine tree and a star. A gravel area contains a table with seating and colorful flower arrangements.

Apartment in Damariscotta

5 out of 5 average rating, 3 reviews

Private 1 BR Apt - 3 mi to town

The exterior of the property showcases a spacious yellow building with a distinctive green metal roof. A wooden porch extends across the front, complete with railings and steps leading to the entrance. A sloped grassy area surrounds the home, contributing to the natural setting.

Apartment in Bowdoin

4.88 out of 5 average rating, 8 reviews

Garden Level Apartment

A cheerful yellow door with six windows is framed by white wooden siding. The entryway is accented by bright green plants and a decorative pot containing a red plant. A small red mat is visible at the base of the door.

Apartment in Rockland

4.94 out of 5 average rating, 237 reviews

Yellow Door Sunny New England House Apt STR25-31

Top guest favorite

A cozy room features a spacious bed covered with a blue floral blanket. Natural light enters through two large windows dressed in dark curtains. A small kitchenette area includes a mini fridge and a microwave, while a wooden dining table with chairs adds functional space to the setting.

Apartment in Wilton

5 out of 5 average rating, 13 reviews

Single Room Suite Near Downtown

The living area features a patterned, comfortable sofa facing a window that allows natural light. Decorative items are displayed on the walls, and a small coffee table occupies the center of the space. A sense of openness is created by the connecting room visible in the background.

Apartment in Ocean point

4.83 out of 5 average rating, 41 reviews

141 Shore RD Apartment with a view

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, 62 reviews

Upstairs apartment

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

Apartment in Owls Head

4.93 out of 5 average rating, 90 reviews

Oceanview Escape near Maine Beaches

Apartment rentals with a hot tub

A cozy living area is highlighted by a plush sectional sofa and a recliner, positioned near a wooden coffee table. Natural light pours in through a skylight, illuminating the wood-paneled walls. A decorative ladder leads to an upper sleeping space, creating an inviting atmosphere.

Apartment in Carrabassett Valley

4.98 out of 5 average rating, 45 reviews

Summit Haus - Golf & Liftside Penthouse!

A colorful wooden sign is displayed, featuring a playful design with the words 'Welcome Airbnb Guest' in bold red letters. An illustration of a friendly duck is included, along with an arrow pointing left, suggesting direction to the entrance.

Apartment in Phippsburg

4.85 out of 5 average rating, 47 reviews

Quiet rural apartment in Phippsburg near Bath

The bright living area features a comfortable gray sofa adorned with colorful accent pillows, complemented by a sleek coffee table. A round mirror hangs on the white brick wall, and a dining table is set nearby. Large windows allow natural light to fill the space.

Apartment in Brunswick

4.91 out of 5 average rating, 614 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.

Apartment in Topsham

4.87 out of 5 average rating, 547 reviews

Cozy hot tub haven

A bright living area features a spacious arrangement of light brown sofas and a wooden coffee table, complemented by a patterned rug. Natural light filters in through large windows, illuminating a dining table with high-backed chairs nearby. Complimentary soft drapes frame each window.

Apartment in New Gloucester

4.86 out of 5 average rating, 21 reviews

Fresh Spring Suite & Hot Tub

A cozy seating area is highlighted by a sectional couch adorned with soft pillows. Large windows allow natural light to fill the space, revealing a serene snowy landscape outside. The room features neutral-toned decor complemented by plush carpeting.

Apartment in Carrabassett Valley

5 out of 5 average rating, 3 reviews

Family friendly condo located on Sugarloaf Mtn!

An open living area showcases a comfortable seating arrangement with gray sofas, complemented by a light coffee table. A dining table with wooden chairs is positioned near the well-equipped kitchen, featuring wooden cabinetry and modern appliances. Windows allow natural light to brighten the space.

Apartment in Carrabassett Valley

4.95 out of 5 average rating, 19 reviews

*New Listing* Sugarloaf Ski In/Out Condo

Top guest favorite

A living area features a striped sofa facing a television mounted above an electric fireplace. A round mirror and coastal-themed artwork decorate the walls. A window offers views of the outside, while a floor lamp provides additional lighting.

Apartment in Lincolnville

5 out of 5 average rating, 13 reviews

Water Views - Beach Getaway - Private Balcony

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
670 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore