
Apartment vacation rentals in Winslow
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Top-rated apartment rentals in Winslow
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winslow apartment rentals
Weekly apartment rentals

The Little House
This clean and quiet cabin was really well appreciated. The morning coffee was perfect with cold cream in the fridge. Soft sheets and perfect pillows made for comfortable beds Judy is so hospitable and welcoming too!

Highfields Dahlia Farm
I couldn’t ask for another place to stay at for vacation, it was a nice neighborhood close to all the attractions nearby. Roger also gave us higher quality food and drink contents instead of the cheapest options. Welcoming us in full arms and asked if we ever needed anything. If I was to plan another trip to Maine I would wait and see if Roger’s AirBNB was available. Thank you Roger for the great stay!

Upstairs apartment
10-10 would recommend anytime great place to stay

LeCabrera apartments rentals A Gem in small town
Booked last minute for a work trip, and admit I did not look very closely at pictures when doing so. When I arrived, I was surprised to see such an adorable and perfect place. The decor is amazing, and the place is perfect. The kitchen and the bathroom are dream rooms, the shower is amazing and the kitchen is perfect and out of a magazine. Thank you for a wonderful stay, will def book again when traveling in Maine.

The Gallery
Super cool space, artistically decorated, and comfortable for the two of us and our senior dog. The kitchen has a great layout for a small space, and was really fun to cook in. We hope to return soon!

A Home away from Home.
Linda and Bruce were fabulous host. The walking path down to the trout pond was enjoyable. The views outside were spectacular and you also had a great view from inside. I would definitely stay there again and bring my husband the next time. Thank you Linda and Bruce

Valley View
Marks place had everything needed for a long term stay. He and his dog Luna were friendly and didn’t mind the company of another dog. There was an unexpected amount of lady bugs in the home but Mark explained they are a constant battle in Maine and made suggestions on how to reduce/eliminate them as they got in. Highly suggest the meadery up the street. They use locally sourced ingredients and release their weekend menu each Thursday.

Lakefront apartment near Western Maine mountains
We had a wonderful stay! Lisa is very responsive and so nice. We quickly made friends with Bella, the resident dog, and she is the sweetest pup. We were surprised with a Thanksgiving snow storm and the town lost power but there is a whole house generator, so we didn’t skip a beat or notice the power outage, which was so nice! There is a coffee pot on site (not a Keurig) and Lisa provided coffee grounds, which was amazing because we brought coffee pods. The bathroom is directly off the bedroom but there is no door, so if you need more privacy, I’d plan to tack up a blanket. The view of the lake is gorgeous and the property is peaceful. A gas station with a Dunkin is just a just a minute or two down the road and very convenient. We would definitely return.
Private apartment rentals

Private 1 BR Apt - 3 mi to town
It was a bit more than I like to pay, I’d probably have stayed a few more days, but I understand that it’s priced according to the market, and I’m sure she’ll get plenty more clients.

Unbeatable Views & Privacy at Blank Slate Farm
SPACIOUS! Everything you could need, lots of fresh clean towels, TWO bathrooms(!!!) nicely appointed kitchen, extra blankets for our chilly rainy day, comfy couch with recliners.... Beautiful beautiful views and a back deck we relaxed on and watched the sunset. Private location nestled in the hills of Paris. We had the invitation to park the car in the garage so this would be super helpful in the winter! Very very pleased with our stay!

Coastal Loft with Beach Access
We had a very relaxing and peaceful weekend at Andrew’s place! The interior was gorgeous and comfortable, the backyard and path down to the water were so pretty and private. Andrew was super responsive, kind, and helpful. Belfast is an adorable little town, we would definitely go back.

Penthouse Dynamic Water Views
We had a great stay at the Penthouse! It was a perfect launching point for our downeast adventures in Acadia and points beyond. There was a beautiful waterfront view in a charming small town. The space was cozy, clean, modern and very comfortable for our stay. Highly recommend it.

Lone Star Lodge - Newly Renovated Studio
Definitely book this apartment for a cozy, peaceful retreat! Just as the pictures indicate, everything was updated and immaculately clean. But there is much more not included in the posting or pictures. Samantha provides the softest towels money can buy, night lights, a very comfortable bed, luxury soaps and lotions, and little welcome gifts. She also shares personalized recommendations in advance of your visit based on your interests. If I were to make any suggestions, a few more dishes in the kitchen would be helpful if there are more than two guests. But overall, this was one of the nicest rentals we have experienced thru any website, and we highly recommend.

Downtown 1BD | Sun-Filled | Spacious Apartment
Easy-to-find location, beautifully designed apartment, squeaky clean kitchen, and a VERY comfortable bed. It is an older and creakier building, so you can hear the people above and around you, but it didn’t impact sleep. Heather was also accommodating to a last-minute late checkout, which was really appreciated. Highly, highly recommend.

Waterfront Condo at the Sheepscot
I can’t say enough about this cute condo right on the water! Easy to find and close to restaurants and historic sites, plus cute shops and art galleries. Audray was an amazing host and we will certainly be back!

Belgrade Lakes/Wings Hill Lakeview Suite/Apartment
It a great place. We enjoyed a lot and the lovely breakfast.
Apartment rentals with a hot tub

3 bed up apt with no cleaning fee or checklist
Great stay. Would stay again.

Quiet 2 bedroom apt close to beaches and town.
I loved staying here! It was close enough to everything but yet it was secluded. Seeing the wildlife every day when we would leave really lifted our spirits. I 100% would stay here again.

Falmouth 3br near Town landing
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

Sebago Retreat Suite
Susan’s place was the perfect spot for our getaway trip! The location and views were amazing and only a short trip to Portland. The space was spacious and exactly as pictured. We would stay here again.

Cozy hot tub haven
Wendy’s place was really nice and the hot tub is very private.. we definitely got our usage out of it… Wendy herself was extremely kind and open minded. She didn’t rush us out come check out, instead, she encouraged us to stay a little longer and enjoy the hot tub before our long journey back home.. she gave us good tips about golden gems only locals know about 🥰 She did have a cool book to share reviews but I didn’t have a pen.. also we left grape soda in the fridge from Canada for the next person to try!! Thanks again Wendy 5⭐️

Downtown Hideaway-Loft HotTub Modern Clean Private
Cute place! I enjoyed my stay. The hot tub was hot when I arrived, which I didn’t expect but highly appreciated!

*New Listing* Sugarloaf Ski In/Out Condo
Great place! Excellent location and not too far from the lift.

Water Views - Beach Getaway - Private Balcony
Perfect studio. Used the jetted tub, nice and relaxing. Lots of extras (new toiletries, coffee, filters, sugar, etc.) much appreciated and used. The view, esp at sunrise, was stunning. Quiet neighbors. The beach store (pizza, sandwiches, salads, coffee and more) was very good. Just down stairs and one building over. (get there early for their muffins) I would certainly stay here again.
Quick stats about apartment rentals in Winslow
Total rentals
40 properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
670 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
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- Pemaquid Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Samoset Resort
- Belgrade Lakes Golf Club
- Pemaquid Point Lighthouse
- Sugarloaf Golf Club
- Maine Maritime Museum
- Dragonfly Farm & Winery
- Hermon Mountain Ski Area
- Rockland Breakwater Light
- Eaton Mountain Ski Resort
- Pinnacle Park
- Spragues Beach
- Lost Valley Ski Area
- Pebble Beach
- Narrow Place Beach
- Bear Island Beach
- Three Island Beach
- Lighthouse Beach
- Black Mountain of Maine
- Farnsworth Art Museum
- The Camden Snow Bowl