
Apartment holiday 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.
Holiday rentals for every style
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Popular amenities for Winslow apartment rentals
Weekly apartment rentals

Romantic Harbour-side Studio - Sumr/Fall/W/Spring
Cozy apartment space which worked out well for the two of us for a four night stay. Location convenient to many fine restaurants, quaint towns, historic sights, shopping etc. All amenities were as described, host was very responsive and helpful. Would definitely stay here again.

Clarks Cove Farm - Orchard Apartment
We want to stay here now every time we go to Maine! The setting is so beautiful and peaceful and our suite was bright and airy and rustic. Tim was such a kind host and it felt like a home away from home. Checked so many boxes for beauty and escape. Don’t hesitate to stay here!!

Restful Brewer Rental
Hosts were quick to answer questions and offer advice. Easy parking and entry. Comfortable gathering area and plenty of kitchen items. Super clean. Great water pressure for shower and really hot water!

Apt above Ambition Brewing in Downtown Wilton
Cute place to stay when we needed to crash somewhat close to the ski mountain. The only hard part was finding the apartment door since the apartment is over a bar, but once we did everything was great!

Mercer Apartment in the Valley-Peaceful Country
I stayed there for two weeks and I would stay again. It was very quiet which is my number one need. Two it was clean. Three nice kitchen with all the appliances you need. Four Jeanmarie answered all questions quickly and clearly. Five lots of room in the house. Six it was nice and warm in the winter weather.

Professionals Downtown Den | Sleeps 3
Great location, quiet, comfortable, and has everything you need. Perfect!

Mount Battie Studio
This was our third stay at Pam’s place. Her place is clean, private and quiet. The bed is super comfortable and the apartment has everything you need for a pleasant stay. Pam is always responsive and available for questions.

A Home away from Home.
Lyn and Bruce are wonderful people..this is our 5th stay with them! Always helpful and an all around great hosts! Place is always clean, the view is beyond words of beautiful, the pictures don't do it justice! God willing, we will go back again next year, same time. same place!
Private apartment rentals

Private 1 BR Apt - 3 mi to town
Krista's place was perfect for us. It is beyond well appointed. Hooks where you want them, outlets where you need them, bedside tables on both sides of the bed, super comfy extra blankets and great lighting. The apartment is very clean and very private. The kitchen has all you would want, including multiple ways to make coffee! It is a small space, but not crowded and the layout has a nice flow. Krista was a great and helpful communicator. We hope we can stay there again!

Garden Level Apartment
We had a great stay. Steve was very responsive and accurate with his description of the listing.

Yellow Door Sunny New England House Apt STR25-31
Katie’s spot is sweet as can be. Super value during the off season time we visited. Excellent place to mix up dining out (great options nearby) and cooking at home as the kitchen is quite well equipped. Not many reviews mention the bathroom which is spacious, has a window and a clean stand up shower. It was lovely to wake to birdsong and not much else after sleeping with the windows open. In the summer I expect it would be too warm, but in Spring was perfect. Katie was a gracious host, very responsive offering recos and was very responsive in general. The bed is suuuuuper comfy with nice soft linens, comfy pillows and a pillow top that draws you in for a deep nights sleep. 😴

Single Room Suite Near Downtown
You can tell Kristina is very happy in this great lil'town and it really comes through on this great lil'spot she has so grab a night or 90..you wont regret it!..!,

141 Shore RD Apartment with a view
We had a wonderful stay here! It was clean, quiet, and cozy. I always looked forward to coming “home” because it was so peaceful and the ocean sunsets were so beautiful to watch. You can walk down to the water pretty easily, and the neighborhood is gorgeous as well. We loved it here!

423 French
Great stay close to everything you need in Bangor. Everything you need for a comfortable night, or multiple as was our case. Everything was as described. Thanks for everything!

Oceanview Escape near Maine Beaches
What a cozy, beautifully furnished and decorated space. A lot of thought went into making guests feel they’re staying somewhere very special. We certainly did. The second floor apartment with its spacious deck had a view of the ocean and some spectacular sunrises. This was our first visit to Maine and we wanted somewhere central on the coast, like Owl’s Head. It was a good base to explore from. And there was lots to do close by. We were especially pleased to discover the Bernard Langlais art preserve only a few miles away. Rockland is ten minutes away and has a lot of great places to eat.

Crosby Street Suite
Great location, beautiful place, awesome communication!
Apartment rentals with a hot tub

Family Friendly Studio Available For The Summer
Great stay. Just as advertised. Kids loved the bunk beds and being able to ski to the lift right out the back door. Added bonus that the pool was in the same building. Overall just what we expected.

Summit Haus - Golf & Liftside Penthouse!
We had a great stay here for a few days of skiing in March. We especially loved that we could walk quickly across a parking lot to the Snubber lift to get right on the slopes -- and it was easy to come back for lunch breaks on the colder days. The condo was clean, the bathroom was updated, and the kitchen was small but equipped for simple meals. There was plenty of room for four adults (and one small dog!) to comfortably hang in the living room after skiing. Note that there are lots of steps up to the condo -- we didn't mind, but prepare accordingly.

Quiet rural apartment in Phippsburg near Bath
Lorraine and David were super friendly, beds were comfortable, had lots of local recs -- was a nice place to stay for a wedding nearby.

Downtown Hideaway-Loft HotTub Modern Clean Private
Most amazing host that I’ve ever booked with Very kind very respectful Quick to respond Her place was a very nice getaway

Cozy hot tub haven
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.

Fresh Spring Suite & Hot Tub
Was a beautiful place to spend my birthday weekend with family and friends. The hot tub was a really nice additive and the bathroom had a speaker in the ceiling! Definitely great price and Cody was extremely communicative and had clear instructions!

*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
$16 AUD 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
Wi-Fi availability
30 properties include access to Wi-Fi
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- Wales Beach
- Lucia Beach
- Bakeman Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Samoset Resort
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Maine Maritime Museum
- Dragonfly Farm & Winery
- Pinnacle Park
- Spragues Beach
- Coastal Maine Botanical Gardens
- Sugarloaf Golf Club
- Narrow Place Beach
- Bear Island Beach
- Hermon Mountain Ski Area
- Black Mountain of Maine
- Lost Valley Ski Area
- Martindale Country Club
- The Camden Snow Bowl
- Titcomb Mountain
- Eaton Mountain Ski Resort