
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.

The perfect getaway - Camden/Rockport/Rockland
Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

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!

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.

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.

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.

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.

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.

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.

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.

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.

Escape and Engage at Bray Barn Farm!
Spacious, quiet carriage house in the Western Maine foothills nestled between farmhouse and barn. 15 acres of gardens, meadows and woods. Great for meandering and wandering about, walking the labyrinth, resting in the shade garden and orchid. Sleeps five. Great for time with family and friends, as well as solitude. We gladly accept persons 21 and older. We welcome children and infants. 4 miles north of Farmington towards Sugarloaf.

Searsmont Studio
Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.
Popular amenities for Winslow apartment rentals
Weekly apartment rentals

Farm Stay on Stevens Pond

The heart of the Belgrade lakes

Minutes to Colby

Cozy apartment -Waterville Maine

Nice, Quiet & Comfortable Apartment.

Lakefront apartment near Western Maine mountains

Valley View

Raccoon Suite
Private apartment rentals

430 Luxury Apartment w/elevator Suite 430

Apartment in Skowhegan

Belfast Beauty

Mercer Apartment in the Valley-Peaceful Country

Parisian apartment in downtown Belfast, Maine

LeCabrera apartments rentals A Gem in small town

The Gallery

Ashgrove Garden on the Ocean
Apartment rentals with a hot tub

3 bed up apt with no cleaning fee or checklist

Snowdrop Trailside Condo

Central Brunswick Carriage House

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Fresh Spring Suite & Hot Tub

*New Listing* Sugarloaf Ski In/Out Condo

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 | $46 | $57 | $70 | $98 | $102 | $110 | $121 | $111 | $99 | $84 | $70 | $48 |
| Avg. temp | 19°F | 21°F | 31°F | 43°F | 55°F | 64°F | 70°F | 68°F | 60°F | 48°F | 37°F | 26°F |
Quick stats about apartment rentals in Winslow

Total vacation rentals
Explore 40 vacation rentals in Winslow

Nightly prices starting at
Winslow vacation rentals start at $10 per night before taxes and fees

Verified guest reviews
Over 850 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
30 of Winslow vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winslow rentals
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- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Black Mountain of Maine
- Fox Ridge Golf Club
- Sandy Point Beach
- Dragonfly Farm & Winery
- The Camden Snow Bowl
- Lighthouse Beach
- Maine Maritime Museum
- Bear Island Beach
- Brunswick Golf Club
- Eaton Mountain Ski Resort
- Sugarloaf Golf Club
- Spragues Beach
- Titcomb Mountain
- Wadsworth Cove Beach
- Islesboro Town Beach
- Lost Valley Ski Area
- Farnsworth Art Museum
- North Point Beach
- Rockland Breakwater Light
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