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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Winslow Vacation Homes

Family, Friends and Fun for all
Fridge, microwave, oven, stovetop

Family, Friends and Fun for all

2.0 star property
9.6 out of 10, Exceptional, (7)
"The property was very nice. Lots of rooms, fun environment, prompt communication. Worked great for our group."
The price is CA $190
CA $540 total
includes taxes & fees
Aug 24 - Aug 25
Family, Friends and Fun for all
Sister A-Frame in Woods B
Exterior

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (3)
"Great stay. Would stay here again if in the area."
The price is CA $167
CA $321 total
includes taxes & fees
Sep 2 - Sep 3
Sister A-Frame in Woods B
Little Landing Cottage-gorgeous View BBQ Wi-fi
Suite

Little Landing Cottage-gorgeous View BBQ Wi-fi

3.5 star property
10.0 out of 10, Exceptional, (1)
"I love this little cottage. I will definitely be staying again. Thank you.!!!!!"
The price is CA $521
CA $977 total
includes taxes & fees
Sep 1 - Sep 2
Little Landing Cottage-gorgeous View BBQ Wi-fi
Sunset Chalet-amazing Views Private hot tub
Suite

Sunset Chalet-amazing Views Private hot tub

3.0 star property
10.0 out of 10, Exceptional, (1)
"Easy to find, amenties were great for kitchen, bathroom, and game room. We look forward to going again but try one of the treehouses. "
The price is CA $521
CA $977 total
includes taxes & fees
Aug 26 - Aug 27
Sunset Chalet-amazing Views Private hot tub
The Beach Bum | Modern Cabin on the Sand
Fridge, microwave, oven, stovetop

The Beach Bum | Modern Cabin on the Sand

10.0 out of 10, Exceptional, (2)
"Nice cottage. Perfect location. Everything you need for a quiet beach stay on Unity pond. "
The price is CA $346
CA $769 total
includes taxes & fees
Aug 24 - Aug 25
The Beach Bum | Modern Cabin on the Sand
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Fridge, microwave, stovetop, coffee/tea maker

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

The price is CA $216
CA $433 total
includes taxes & fees
Aug 22 - Aug 23
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan
1 bedroom, WiFi, bed sheets

Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan

8.0 out of 10, Very good, (1)
The price is CA $173
CA $249 total
includes taxes & fees
Sep 2 - Sep 3
Cozy unique studio with Sauna, WiFi and AC and in peaceful Skowhegan
Charming Guest House on Farm - Near lakes and trails
TV

Charming Guest House on Farm - Near lakes and trails

10.0 out of 10, Exceptional, (4)
"Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! "
The price is CA $287
CA $477 total
includes taxes & fees
Sep 2 - Sep 3
Charming Guest House on Farm - Near lakes and trails
Modern lake front home
Fridge, microwave, oven, stovetop

Modern lake front home

9.2 out of 10, Wonderful, (10)
"Great location to stay if you're wanting to check out Portland to Bar Harbor. We loved the hot tub and the access to the water with views of wildlife and stars. The haystack trail right across the street was a great start to the day as well. "
Modern lake front home
Cozy Keyes Cottage-family-friendly Amazing Views
Suite

Cozy Keyes Cottage-family-friendly Amazing Views

3.5 star property
The price is CA $596
CA $1,058 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Keyes Cottage-family-friendly Amazing Views
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Interior

Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly

10.0 out of 10, Exceptional, (2)
"This is the PERFECT place to truly disconnect and relax! The house is clean, spacious, and has everything you need! Being steps away from the lake was very convenient and having the kayaks available for use was awesome. Being able to wake up to a sunrise, and hang in the porch watching the sunset was amazing. "
The price is CA $199
CA $507 total
includes taxes & fees
Aug 31 - Sep 1
Zeus's Landing at Cottages of Maine Gradual beachfront, King Beds, Dog Friendly
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Smart TV, books

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

The price is CA $222
CA $488 total
includes taxes & fees
Aug 28 - Aug 29
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Red Cedar Haven in Sidney
House

Red Cedar Haven in Sidney

2.0 star property
The price is CA $920
CA $1,491 total
includes taxes & fees
Sep 3 - Sep 4
Red Cedar Haven in Sidney
The Maine Lake House with an Amazing Sand Beach!
Beach

The Maine Lake House with an Amazing Sand Beach!

8.8 out of 10, Excellent, (6)
"Great stay, property was a great fit for a few day stay to visit family."
The price is CA $509
CA $1,003 total
includes taxes & fees
Aug 24 - Aug 25
The Maine Lake House with an Amazing Sand Beach!
Little Landing Cottage | Lakefront · Dock · Kayaks
Terrace/patio

Little Landing Cottage | Lakefront · Dock · Kayaks

9.8 out of 10, Exceptional, (9)
"Great location! "
The price is CA $509
CA $1,066 total
includes taxes & fees
Sep 1 - Sep 2
Little Landing Cottage | Lakefront · Dock · Kayaks
The Maine Experience: Where expansive nature meets modern comfort...
Property grounds

The Maine Experience: Where expansive nature meets modern comfort...

The price is CA $413
CA $515 total
includes taxes & fees
Sep 3 - Sep 4
The Maine Experience: Where expansive nature meets modern comfort...
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
Terrace/patio

Charming Lakefront Home: Big Porches, Kayaks & Room to Gather

9.6 out of 10, Exceptional, (4)
"Wonderful stay! This is the third year in a row our group of "mature" fishermen have stayed at this lake. This was by far the best place we stayed at. Views and setting are all that we could ask for. We'll be back again."
The price is CA $406
CA $938 total
includes taxes & fees
Aug 31 - Sep 1
Charming Lakefront Home: Big Porches, Kayaks & Room to Gather
SkyView Treehouse Lakefront Private Hot Tub
Interior

SkyView Treehouse Lakefront Private Hot Tub

10.0 out of 10, Exceptional, (5)
"We had a fantastic stay at the sky view treehouse. It was beautiful and very clean. Feras’ attention to detail was amazing and it made our stay better than any hotel."
The price is CA $654
CA $1,247 total
includes taxes & fees
Sep 2 - Sep 3
SkyView Treehouse Lakefront Private Hot Tub
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
Terrace/patio

Cozy Keyes Cottage | Lakefront • Dock • Kayaks

10.0 out of 10, Exceptional, (13)
"We loved your house. You made our stay amazing. We will certainly be back in '24."
The price is CA $581
CA $1,155 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Keyes Cottage | Lakefront • Dock • Kayaks
Red Cedar Haven Lakefront Dock Kayaks
Exterior

Red Cedar Haven Lakefront Dock Kayaks

10.0 out of 10, Exceptional, (10)
"Great setting. Family respite much appreciated Loons. Osprey and eagle. Water time also. "
The price is CA $800
CA $1,514 total
includes taxes & fees
Sep 3 - Sep 4
Red Cedar Haven Lakefront Dock Kayaks
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

Fairfield Inn & Suites by Marriott Augusta

Fairfield Inn & Suites by Marriott Augusta

10/10 Excellent
"Nice stay good breakfast"
Birgit 1-night trip
Posted 1 day ago
Fairfield Inn & Suites by Marriott Augusta