
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.

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.

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!

The Byre at Piper’s Pond
The Byre at Piper's Pond is a small farm situated on 80 acres in Bristol, Maine on the Pemaquid Peninsula. The apartment is separated from the main house and has privacy and room for guests to enjoy the area. It is a comfortable rustic contemporary home and setting. We are located a 10 minute drive to Damariscotta. Pemaquid Peninsula is home to the historic Pemaquid Lighthouse, the University of Maine Darling Marine Center, the Old Fort Henry, Pemaquid Beach and beautiful hiking trails.

The Washington Suite on u-pick blueberry farm.
This unique place has a style all its own. No, he didn’t sleep here, Washington that is, but now you can. Our one-hundred-acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, library and town offices are located. Easy commute east to the coast and the must-see towns of Rockland, Rockport and Camden or west to our capitol, Augusta. One hour and forty minutes to Bar Harbor and Acadia national park.

Finding Joy
This lovely apartment is above our garage. You can come and go as you please. We have created a place for peace and solitude. Sit on the deck or look out the dining room window and see the woods and wait for the birds and wildlife that may be wonder through the yard. There is coffee and tea available, along with basic breakfast supplies, if you wish. Keyless entry allows for you to come anytime after check-in. Please note, you have to be comfortable with stairs to access the apartment.

Harborview Escape Downtown Belfast
Enjoy a bright, sun-filled, stylish experience at this centrally-located 2nd floor apartment. This open concept, king bed studio apartment is perfect for a couple or a solo experience. (The bedroom space is defined but does not have a door.) Spacious and cozy with a well-appointed kitchen and washer/dryer. Lots of restaurants & shops nearby with a superb coffee bar downstairs. Belfast waterfront, Saturday morning United Farmers Market, and the fabulous Harborwalk just 2 blocks away.

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.

Room with a Brew
Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

One bedroom apartment in rural Waldo County, Maine
A peaceful and scenic setting amidst hay fields in Palermo, ME, a rural location in Waldo County. Central and Mid-coast Maine travel distances (mi.): Waterville: 20; Rockland: 34; Augusta: 24; Belfast:26. The building's lower apartment is dedicated to Airbnb guests. Notes: Smoking is not permitted anywhere on the premises! Evening restaurant options are available only in the locations listed above. There are six entrance steps. Please provide advance notice regarding pet(s)!

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.

Unbeatable Views & Privacy at Blank Slate Farm
NO CLEANING FEE! Generous weekly and monthly discounts. This apartment with its spectacular mountain views and private garage is located on Blank Slate Farm, a small private farm in a quiet country setting. There are many great trails in the area. Day trips can be made to many other areas, including the coast or the White Mountains. Spend summer evenings on the deck enjoying amazing sunsets. Perfect place for a romantic getaway! Rates vary by season.

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
Weekly apartment rentals

Lobsterman’s Lodge- Working Waterfront Marina!

Downtown Waterville Apartment

Clean & Comfortable, 2nd Fl Apt

Cozy apartment -Waterville Maine

Close to downtown #1

Le cabrera apartments rental in Madison

The MushRoom

Entire 3 BR apartment in Winslow
Private apartment rentals

Elegant Studio Apartment at the Old Firehouse

Marsh Stream Hideaway

The heart of the Belgrade lakes

Luxury Loft Full Apartment

2 Bedroom Apartment

Cabot Lodge Waldoboro/Townhouse with Private Spa

Upstairs apartment

Perfectly Located 1 Bedroom
Apartment rentals with a hot tub

Cozy garden retreat in the Western Maine foothills

Downtown Apt - 3 Beds, 1.5 Baths, River View

Quiet 2 bedroom apt close to beaches and town.

Cozy Winter Suite & Hot Tub

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Mountain Biking, Hiking & Golf/Sugarloaf condo A/C

Clipper Suite
When is the best time to visit Winslow?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ507 | ﺩ.ﺇ536 | ﺩ.ﺇ488 | ﺩ.ﺇ360 | ﺩ.ﺇ375 | ﺩ.ﺇ404 | ﺩ.ﺇ444 | ﺩ.ﺇ408 | ﺩ.ﺇ364 | ﺩ.ﺇ268 | ﺩ.ﺇ198 | ﺩ.ﺇ503 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°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 ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 910 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

4.8 Average rating
Winslow stays are highly rated by guests—averaging 4.8 out of 5!
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- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Hollywood Slots Hotel & Raceway
- Maine Discovery Museum
- Samoset Resort
- Black Mountain of Maine
- Sugarloaf Golf Club
- Range Ponds State Park





