
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.

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!

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.

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.

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.

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.

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.

Loft Retreat
Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

Sunny In-Town Camden Studio, 10% weekly discount
Make this cozy, contemporary studio apartment your home-away-from-home. Located just two blocks from downtown Camden, it's a five minute walk to downtown in one direction, or to one of the many trailheads in Camden Hills State Park in the other. In any season, our central location gives you access to the best of the Midcoast. License Number: STR-00030
Popular amenities for Winslow apartment rentals
Weekly apartment rentals

Downtown Waterville Apartment

Farm Stay on Stevens Pond

The heart of the Belgrade lakes

LeCabrera apartments rentals A Gem in small town

Cozy apartment -Waterville Maine

Close to downtown #1

A Home away from Home.

Entire 3 BR apartment in Winslow
Private apartment rentals

Coastal Loft Apartment with Beach Access

Minutes to Colby

Charming + Spacious 2BR/1BA, Centrally Located

Upstairs apartment

Downtown 1BD | Sun-Filled | Spacious Apartment

Nice, Quiet & Comfortable Apartment.

Ashgrove Garden on the Ocean

The Gallery
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 | $116 | $88 | $88 | $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
Destinations to explore
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Laurentides Vacation rentals
- Halifax Vacation rentals
- Quebec City Area Vacation rentals
- Mont-Tremblant Vacation rentals
- Salem Vacation rentals
- Laval Vacation rentals
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Belgrade Lakes Golf Club
- Coastal Maine Botanical Gardens
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Fox Ridge Golf Club
- Black Mountain of Maine
- Sandy Point Beach
- Bear Island Beach
- Maine Maritime Museum
- Sugarloaf Golf Club
- Lighthouse Beach
- Eaton Mountain Ski Resort
- Brunswick Golf Club
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Farnsworth Art Museum
- Narrow Place Beach
- Spragues Beach
- Three Island Beach
- Driftwood Beach
- Lost Valley Ski Area
- Titcomb Mountain
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes