Apartment vacation rentals in Winslow

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Winslow

Guests agree: these apartments are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A bright eat-in kitchen area features a small wooden table with two chairs. Natural light streams through large windows, providing a view of the lush garden. A washer and dryer are positioned nearby, enhancing the functionality of the space.
Apartment in Bath
4.96 out of 5 average rating, 161 reviews

1820s Maine Cottage with Garden

Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Guest favorite
The living area features a spacious, neutral-toned sofa and a modern accent chair. A natural wood coffee table sits on a patterned rug. Light-colored walls enhance the airy feel, while exposed wooden beams add character. Natural light filters through wide windows, illuminating the space.
Apartment in Richmond
4.9 out of 5 average rating, 244 reviews

Designers Dream 1br Apt where class meets relax!!!

This Designers Dream 1br apartment is located in the quintessential small Maine town of Richmond. Open the door feast your eyes on this truly unique and beautiful spot and get ready to relax or explore! Richmond is home of Swan Island a great spot to explore via kayak or canoe or just grab the ferry! We're 45 min to all downtown Portland has to offer. We are an hour to Booth Bay Harbor and the beautiful botanical gardens. Popham beach is 45 min away, one of the most amazing beaches in state.

Guest favorite
A comfortable living space features a gray sofa adorned with decorative pillows, paired with two blue armchairs. A wooden rocking chair and a low coffee table are present, with artwork displayed on the walls. Natural light filters in through the multiple windows.
Apartment in Hope
4.89 out of 5 average rating, 107 reviews

Bright, new apt near coastal villages!

Enjoy this country setting on Hatchet Mountain in Hope near the Maine coast, about 8 miles from Camden. Hobbs Pond (2 miles long!) is just a mile away with public access for swimming, boating, and kayaking. Loads of hiking trails surround us, too. Beaver Lodge, a favorite spot for weddings and other family events, is also nearby. The Camden Snow Bowl, a year-round recreation area offers hiking, mountain biking, skiing (with ocean views), and more! This listing has an exemption for all animals.

Top guest favorite
A bright entryway features a light-colored door flanked by windows. A simple staircase leads to the second floor, while a small hall opens to the kitchen area. Natural materials are incorporated through woven basket and striped textiles hanging on hooks.
Apartment in Rockland
5 out of 5 average rating, 104 reviews

Coastal, relaxing, light-filled + walkable

This charming 1860s Cape Cod home, a block from the beach and picnic area, is in the peaceful South End. It offers a quiet escape from the busy city while being within walking distance of restaurants, museums, art galleries, shops, and the seasonal farmers' market. Inside, the house seamlessly blends traditional architecture with modern decor, featuring a spacious kitchen and updated bathrooms. The bright, welcoming space creates a calm and relaxing environment, ideal for a comfortable stay.

Top guest favorite
A bright living room features large windows that allow ample natural light, offering a view of the surroundings. A spacious sofa and a cozy armchair are arranged near a small table. A TV is positioned on a light-colored media console, adding to the inviting atmosphere.
Apartment in Belfast
4.99 out of 5 average rating, 101 reviews

Bright & Spacious Waterview Haven Downtown Belfast

Right on Main St. this apartment is bright and spacious; our recently renovated 2nd-floor haven is in the heart of Belfast. Sun-filled and airy, this one-bedroom offers peaceful charm just steps from downtown. Relax with views of the tidal river and Belfast Harbor—especially stunning at twilight as the sky reflects off the water. Centrally located, close by shops, cafés, and the waterfront. It’s the perfect location for solo travelers, couples, or friends to unwind, explore, and feel at home.

Top guest favorite
An open living space features a cozy seating area with a light-colored sofa and a decorative area rug. A spacious bed is placed in one corner, accompanied by soft bedding. The kitchenette is visible in the background, along with a doorway leading to a bathroom.
Apartment in Gardiner
4.98 out of 5 average rating, 167 reviews

The Escape on Elm

Our charming Airbnb is located in the heart of Gardiner Maine. Built in 1850, our historic home combines old-world charm with modern comforts. Enjoy the creaking hardwood floors, exposed beams, and coastal accents that create a calming, seaside vibe. The open layout offers a spacious living room with a sofa bed, Smart TV, books and board games. We offer a comfortable sleeping area with a queen bed. A full bathroom. Enjoy cooking in the fully equipped kitchen that opens to a private porch.

Top guest favorite
An open-concept living space features a gray sofa paired with a dark coffee table, harmonizing with light wood floors. The well-equipped kitchen is visible in the background, showcasing a large island with seating. Natural light enters through multiple windows, creating a bright atmosphere.
Apartment in Brunswick
4.95 out of 5 average rating, 148 reviews

King Beds Modem Luxe Downtown 2BR Walk to Bowdoin

Highlights Of This Property * Fully Renovated: Every Surface, Appliance, & Furniture Is New in 2020 * 2 Minutes Walk To Bowdoin College, Restaurants, Cafes, Groceries * Off-street Parking * Washer & Dryer * Single Floor Open Concept Living * Large Bathroom With Double Vanity * Large Kitchen Island For Gathering & Entertaining * 2 King Size & 1 Single Bed For Comfortable Sleeping * Over The Top Insulation For Keeping You Warm In The Winter & Cool In The Summer. VERY Important for Maine.

Top guest favorite
The exterior of a historic building features a brick facade with large, framed windows. The storefront displays the name 'BOBBY PIN' in elegant lettering. A red door is visible on the right side, contributing to the building's character on a sunny day.
Apartment in Belfast
4.97 out of 5 average rating, 405 reviews

Belfast Harbor Loft | Downtown

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.

Guest favorite
The kitchen features wooden cabinets and a granite countertop. A round dining table with four chairs is situated centrally. Stainless steel appliances, including a refrigerator and a stove, are visible, along with various kitchen utensils and supplies arranged on the countertop.
Apartment in Augusta
4.81 out of 5 average rating, 136 reviews

Downtown Augusta - 2 Bedroom - Newly renovated!

Located at the heart of downtown Augusta, this 2 bedroom apartment is a wonderful choice when visiting Augusta Maine with another couple or if you just want more room then your average hotel! This 2nd floor apartment comes fully furnished with brand new furniture, supplies and bedding! The apartment has keyless entry via a keypad with each guests receiving a unique pin. There is free parking and laundry available on site. Enjoy a stylish experience at this centrally-located place.

Top guest favorite
The exterior of a Victorian farmhouse is showcased, featuring classic white siding and multiple large windows. Lush green trees frame the house, while vibrant pink and purple flowers add color to the front yard. A covered porch invites relaxation.
Apartment in Lisbon falls
4.94 out of 5 average rating, 510 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Top guest favorite
A bright living area features modern furnishings and natural light streaming through two large windows. A cozy seating arrangement includes a minimalist sofa and an accent chair. A wooden media console holds a flat-screen TV, while a round yellow rug adds a lively touch to the space.
Apartment in Hallowell
4.98 out of 5 average rating, 401 reviews

Two Bedroom Mid Century Modern Downtown Apartment

Experience this amazing two bedroom Mid-Century Modern apartment in Downtown Hallowell. This is newly renovated & steps away from a variety of restaurants & pubs. It has all the fun and funky charm of the early 1960’s with bright colors, rich woods, clean lines & shag rugs. All the modern comforts including stainless steel appliances, vessel sinks, soaker tub & new beds. A couple miles from the State Capital and centrally located between Brunswick and Waterville.

Top guest favorite
A modern kitchen space features metal shelving with glassware and utensils. A stainless steel table holds bowls and a vase of hydrangeas. A door leads to a closet, and a silver trash can is positioned nearby. Artwork is displayed on the wall, adding a touch of character.
Apartment in Waterville
4.98 out of 5 average rating, 184 reviews

Sweet Retreat: 2 BDR Home Mins to Colby

Minutes from from Colby College (1.5 miles) , Inland Hospital (1 mile), Maine General (2 miles), Exit 127 on I-95 (5 miles). Forced air heat, WiFi, TV (Hulu & Netflix).The apartment is in a quiet, family friendly Waterville neighborhood on the second story of a two family home- has a private entrance, parking, two bedrooms (queen beds), one bathroom (full bath), dining area, fully equipped kitchen ( stove, oven, microwave), Screened in porch and patio.

Popular amenities for Winslow apartment rentals

When is the best time to visit Winslow?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$9,619 GYDG$11,919 GYDG$14,637 GYDG$20,492 GYDG$21,328 GYDG$23,001 GYDG$25,301 GYDG$23,210 GYDG$20,701 GYDG$17,564 GYDG$14,637 GYDG$10,037 GYD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Quick stats about apartment rentals in Winslow

  • Total vacation rentals

    Explore 20 vacation rentals in Winslow

  • Nightly prices starting at

    Winslow vacation rentals start at G$8,364 GYD per night before taxes and fees

  • Verified guest reviews

    Over 860 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Winslow vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winslow rentals

  • 4.9 Average rating

    Winslow stays are highly rated by guests—averaging 4.9 out of 5!

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