
Holiday rentals in Winslow
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Top-rated holiday rentals in Winslow
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Winslow
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Home in Waterville
4.9 out of 5 average rating, 136 reviewsSterling House
DeirdreRating, 5 stars2 weeks ago
Great location for activities at Colby College. The house had everything we needed.

Home in China
5 out of 5 average rating, 3 reviewsCharming Antique Cape
MichelleRating, 5 stars5 months ago
Dianna’s place was lovely offering lots of space - family room, bedrooms, bathrooms, extra rooms to spread out if you need some privacy. Very convenient with a full bath and laundry on the first floor, a bedroom and half bath on the second floor. Outside space for more than one car. Close to Augusta and other surrounding towns. Dianna was very responsive. We had a great few days.

Flat in Waterville
5 out of 5 average rating, 4 reviewsDeckBnB
William & AudraRating, 5 stars2 months ago
This is a very clean, nicely appointed place to visit Waterville or Colby College from. The place had the fun look you see in the pictures and had everything we needed. Comfy bed and comfy futon. We will likely be back.

Flat in Waterville
4.65 out of 5 average rating, 37 reviewsMinutes to Colby
WillRating, 5 stars3 months ago
Andriana's place suited my family of four perfectly. It is conveniently located almost smack dab between down town and the Quarry Road trails. It was perfect for that reason, as well as provided a nice comfortable place for us to relax, cook and sleep.

Cabin in Belgrade
4.57 out of 5 average rating, 183 reviewsMoon Country - Rustic Camp Sustainable Getaway
ChloeRating, 5 stars8 months ago
My husband and I had the most relaxing stay ! The home and land was beautiful. Very rural. I would consider it a glamping experience, which was exactly what we were looking for. We brought battery powered string lights to hang around the place which made it easy to see at night . The train ran once early evening and once in the morning , but was never an issue . It was fairly easy to bring a bucket of water to from the lake for the toilets. We will definitely come back!

Cabin in Fairfield
5 out of 5 average rating, 7 reviewsCabin In The Birches #2
LizRating, 5 stars8 months ago
The cabin was perfect for our stay. We made dinner and Misty was quick to deliver a baking sheet and olive oil when we asked if she had them. She was great to talk to and shared info about DoorDash and other amenities. Would def stay again.

Home in Waterville
5 out of 5 average rating, 3 reviewsNewly Remodeled Retreat
JoeRating, 5 stars2 weeks ago
Beautiful and comfortable home! The hosts were great! We enjoyed ourselves immensely. Thank you!

Flat in Waterville
4.67 out of 5 average rating, 36 reviewsCozy apartment -Waterville Maine
SandraRating, 5 stars6 days ago
This unit was very clean- sparkly clean floors, bedding, towels. Full kitchen, coffee maker, stove - everything needed to prepare a meal, had i stayed longer! Wifi was fast, roku tv worked well, was able to use my accounts for streaming. Even though it’s a lower level apartment, the dehumidifier kept it fresh, clean and dry. Highly recommend!
Quick stats about holiday rentals in Winslow
Total rentals
80 properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Pemaquid Beach
- Fox Ridge Golf Club
- Brunswick 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
- Eaton Mountain Ski Resort
- Pinnacle Park
- Rockland Breakwater Light
- Spragues Beach
- Lost Valley Ski Area
- Pebble Beach
- Narrow Place Beach
- Three Island Beach
- Bear Island Beach
- Lighthouse Beach
- Black Mountain of Maine
- Titcomb Mountain
- Martindale Country Club