
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.

Sweet Retreat: 3 BDR Stylish Home Mins To Colby
Stay in the heart of Maine - Vacationland! This spacious 1,200 sq. ft. ground-floor home is just 1.1 miles from I-95, making it an ideal base for exploring our beautiful state. We're about 1 hour from Portland and 1.5 hours from Bar Harbor & Acadia National Park. Enjoy the perfect blend of modern comfort and rustic charm in this inviting two-family home. As a bonus, guests have access to a private backyard featuring a patio set, fire pit, garden, fenced area, and mature trees for added privacy.

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.

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!

King Bed|DTWN Historic Hotel|Fiber Wifi|50"Roku
1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 3 mi. to airport 43 mi. to Acadia National Park 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Work space ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

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.

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)!

"Ship Shape": waterfront, cozy studio- downtown
Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

The Loft. A Midcoast Maine Home Base.
A perfect place to use as your base for exploring Midcoast Maine. We are 8 miles from Camden or Rockland. 34 miles from Boothbay Harbor and 90 miles from Bar Harbor. This is your home away from home. A fully stocked kitchen, ready for meals after a long day of exploring. We have 1.5 baths, a washer and dryer and three Smart Tv’s. This 1700 sq foot warehouse loft has central air conditioning, two bedrooms and a large living space.

Mystical Mary Howe Room, Downtown Damariscotta
This spacious studio apartment is perfect for relaxing after a day of exploring beautiful Damariscotta and surrounding communities. Situated on the third floor of one of Damariscotta's many historical buildings this apartment consists of a large living room area with kitchenette and a separate large bedroom with bath. Parking is right next to the building and a key will be provided for your apartment.

Private & Cozy Back Meadow Studio
Light, airy country setting only minutes from Route 1 and beautiful downtown Damariscotta with it's restaurants and stores. Numerous lakes and hikes nearby, including Pemaquid Beach and Lighthouse. Relax in a comfy space nestled in a wooded lot with private deck, full kitchen, laundry, and bath. You'll feel right at home!
Popular amenities for Winslow apartment rentals
Weekly apartment rentals

Sunnymeade

Penthouse Master Bedroom

Downtown Loft with a View - 2 Bedroom

Clean & Comfortable, 2nd Fl Apt

Perfectly Located 1 Bedroom

Cozy apartment -Waterville Maine

Close to downtown #1

The MushRoom
Private apartment rentals

Marsh Stream Hideaway

Cozy 1BR Apt Near City Center

Cute, newly renovated, modern duplex - Unit B

The Little House

Upstairs 2 bedroom unit with patio and full bath.

The heart of the Belgrade lakes

Saint George Peninsula Retreat

Upstairs apartment
Apartment rentals with a hot tub

Cozy garden retreat in the Western Maine foothills

Downtown Apt-River View, Fireplace, Hot Tub Access

Quiet 2 bedroom apt close to beaches and town.

Snowdrop Trailside Condo

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

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

Beach Vacation - Private Balcony - Views
When is the best time to visit Winslow?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,881 GYD | G$30,555 GYD | G$27,835 GYD | G$20,510 GYD | G$21,347 GYD | G$23,021 GYD | G$25,323 GYD | G$23,230 GYD | G$20,719 GYD | G$15,278 GYD | G$11,301 GYD | G$28,672 GYD |
| 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 G$8,371 GYD 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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- Apartment rentals Kennebec County
- Apartment rentals Maine
- Apartment rentals United States
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Farnsworth Art Museum
- Cellardoor Winery
- Camden Hills State Park
- Maine Lighthouse Museum
- Moose Point State Park
- Belgrade Lakes Golf Club
- Hollywood Slots Hotel & Raceway
- Black Mountain of Maine
- Maine Discovery Museum
- Lost Valley Ski Area
- Sugarloaf Golf Club
- Range Ponds State Park





