Winslow Vacation Rentals

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Nov 22 - Nov 23
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Nov 23 - Nov 24
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Nov 28 - Nov 30
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Dec 5 - Dec 7

Vacation Rentals in Winslow

Fridge, microwave, oven, stovetop
Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min

2.0 star property
Oakland
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
The price is ￥14,710
￥41,265 total
includes taxes & fees
Dec 1 - Dec 2
Discover Oakland charm near Colby College 10 min
Living area
The heart of the Belgrade Lakes

The heart of the Belgrade Lakes

Oakland
9.0 out of 10, Wonderful, (9)
"Host was very accommodating "
United States
Maureen
The price is ￥12,591
￥29,921 total
includes taxes & fees
Nov 23 - Nov 24
The heart of the Belgrade Lakes
Terrace/patio
The Cabin Skowhegan

The Cabin Skowhegan

Skowhegan
9.8 out of 10, Exceptional, (50)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
The price is ￥15,641
￥32,904 total
includes taxes & fees
Nov 24 - Nov 25
The Cabin Skowhegan
Fridge, oven, stovetop, dishwasher
No bookings after 8/15/2024. Property sold. VRBO Thank you.

No bookings after 8/15/2024. Property sold. VRBO Thank you.

Searsmont
10.0 out of 10, Exceptional, (5)
"Love the cottage and very clean and quiet."
United States
Jeanne
The price is ￥15,485
￥21,993 total
includes taxes & fees
Nov 23 - Nov 24
No bookings after 8/15/2024. Property sold. VRBO Thank you.
Interior
Ice fishing, king size beds, dog friendly

Ice fishing, king size beds, dog friendly

Canaan
10.0 out of 10, Exceptional, (3)
"Awesome stay right on the water. "
United States
Timothy S.
The price is ￥13,472
￥46,054 total
includes taxes & fees
Nov 30 - Dec 1
Ice fishing, king size beds, dog friendly
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Oakland
10.0 out of 10, Exceptional, (43)
"The place was clean, very spacious and comfortable. Having the laundry was helpful, so I didn’t have to worry about doing laundry when I got home late (also, I spilled coffee on the way there, so I’m glad the stain was gone)."
United States
Keeko
The price is ￥16,423
￥38,530 total
includes taxes & fees
Nov 23 - Nov 24
Central Maine Apartment offering 4 Seasons of Fun.
Interior
High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

Hallowell
10.0 out of 10, Exceptional, (96)
"Such a great little space and town. Loved that it was walking distance to a little main street with shops and restaurants. Beautiful place. Great accomodations. "
United States
Kayla B.
The price is ￥18,613
￥33,416 total
includes taxes & fees
Nov 24 - Nov 25
High End Apartment in Downtown Hallowell
Fridge, microwave, oven, stovetop
Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment

Pittsfield
10.0 out of 10, Exceptional, (14)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
The price is ￥21,960
￥48,317 total
includes taxes & fees
Nov 23 - Nov 24
Angel Mist Retreat Garage Apartment
Outdoor dining
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Belgrade
10.0 out of 10, Exceptional, (48)
"The house was great, and the owners were very communicative and responsive. Would definitely recommend and stay again!"
United States
Jonathon R.
The price is ￥20,474
￥44,480 total
includes taxes & fees
Nov 23 - Nov 24
Ice Fishing, Dog Friendly, Lake Great Pond
Exterior
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Oakland
10.0 out of 10, Exceptional, (8)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is ￥18,863
￥35,733 total
includes taxes & fees
Nov 24 - Nov 25
Sister A-Frame in Woods B
Fridge, microwave, oven, stovetop
The Beach Bum | Modern Cabin on the Sand

The Beach Bum | Modern Cabin on the Sand

Burnham
10.0 out of 10, Exceptional, (2)
"Nice cottage. Perfect location. Everything you need for a quiet beach stay on Unity pond. "
United States
Albert
The price is ￥25,933
￥64,006 total
includes taxes & fees
Nov 23 - Nov 24
The Beach Bum | Modern Cabin on the Sand
Outdoor spa tub
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Whitefield
10.0 out of 10, Exceptional, (6)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
The price is ￥28,936
￥46,202 total
includes taxes & fees
Nov 25 - Nov 26
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Outdoor dining
Minutes to Colby

Minutes to Colby

Waterville
8.8 out of 10, Excellent, (22)
"Andriana was great with communication and allowing us to get in to the Vrbo an hour earlier. Great location, everything was right there. "
United States
Colleen W.
The price is ￥24,869
￥39,212 total
includes taxes & fees
Dec 1 - Dec 2
Minutes to Colby
Exterior
Charming Guest House on Farm - Pets Welcome

Charming Guest House on Farm - Pets Welcome

Oakland
10.0 out of 10, Exceptional, (7)
"It was that was said to be The host was very nice and helpful . I enjoyed my stay "
United States
Andrea C.
The price is ￥28,646
￥43,206 total
includes taxes & fees
Nov 23 - Nov 24
Charming Guest House on Farm - Pets Welcome
Microwave, oven, stovetop, dishwasher
The Cozy Home- New, Comfortable, Centrally located

The Cozy Home- New, Comfortable, Centrally located

2.0 star property
Pittsfield
The price is ￥15,015
￥32,563 total
includes taxes & fees
Nov 24 - Nov 25
The Cozy Home- New, Comfortable, Centrally located
Terrace/patio
Sunrise Cabin - Super Clean & Solar-powered

Sunrise Cabin - Super Clean & Solar-powered

2.0 star property
Jackson
The price is ￥20,333
￥34,268 total
includes taxes & fees
Dec 1 - Dec 2
Sunrise Cabin - Super Clean & Solar-powered
On the beach
The Getaway- A Cozy Lakeside Cabin

The Getaway- A Cozy Lakeside Cabin

Burnham
10.0 out of 10, Exceptional, (6)
"Such a great cabin and location. Super clean and a perfect getaway, we can’t wait to go back!"
United States
Sara D.
The price is ￥25,933
￥69,121 total
includes taxes & fees
Nov 23 - Nov 24
The Getaway- A Cozy Lakeside Cabin
Fridge, microwave, oven, stovetop
The Hideout Cabin | Steps to the Beach

The Hideout Cabin | Steps to the Beach

Burnham
10.0 out of 10, Exceptional, (9)
"Amenities were great. Property was clean and quiet. Perfect for teens. Great view of the lake. Updated kitchen and grill was great for making family meals. Enjoyed making s'mores in the fire pit. Kayaks were so much fun. "
United States
Jamie M.
The price is ￥25,933
￥69,121 total
includes taxes & fees
Nov 23 - Nov 24
The Hideout Cabin | Steps to the Beach
Property grounds
3350 Middle Road

3350 Middle Road

Sidney
8.0 out of 10, Very Good, (3)
"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"
United States
Pat D.
The price is ￥42,090
￥52,527 total
includes taxes & fees
Dec 1 - Dec 2
3350 Middle Road
Exterior
The Maine Lake House with an Amazing Sand Beach!

The Maine Lake House with an Amazing Sand Beach!

Burnham
8.8 out of 10, Excellent, (6)
"Great stay, property was a great fit for a few day stay to visit family."
United States
Amy M.
The price is ￥31,047
￥80,715 total
includes taxes & fees
Nov 26 - Nov 27
The Maine Lake House with an Amazing Sand Beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winslow Hotel Reviews

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

10/10 Excellent
"Room was clean and big. A little dated and the bathroom is small but that's ok. Staff was very nice and it was great having a full scale restaurant on site. Also, Walmart and a grocery store about a 3 minute walk away. Very convenient location right beside I-95. "
adam 1-night trip
Posted 2 days ago
Fireside Inn & Suites Waterville

Find out more about Winslow

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Frequently asked questions

Can I find a vacation rental in Winslow?

Yes, you can find vacation rentals near well known sights in Winslow, or you can select a more secluded option if you're looking for relaxation. Winslow is known for its riverfront.

What are some of the best vacation home rentals that Winslow has to offer?

Spacious Country Home w/ Hot Tub, near Colby/Thomas: This vacation home rental near Winslow is located in a rural location and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Winslow?

Explore the area and family-friendly sights such as Maine State Museum, or get out into nature at a spot like Kennebec River. Fort Halifax and Waterville Opera House are a couple of places you'll find in the larger area.

What’s a vacation rental in Winslow like?

Vacation rentals are private properties you can book for several days or longer in Winslow. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.