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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 118 Vacation Homes in Winslow with updated reviews, rates, and availability.

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Fridge, microwave, oven, dishwasher

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Private and Calming Waterfront to the Rescue!
Property grounds

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (77)
"This is a very nice home and was clean upon arrival. Very responsive owner as well."
Private and Calming Waterfront to the Rescue!
Idyllic Washington Retreat w/ Fire Pit & Yard
TV, fireplace

Idyllic Washington Retreat w/ Fire Pit & Yard

9.2 out of 10, Wonderful, (12)
"We stayed here because it was outside of Augusta and centered between the coast line, Moosehead Lake, and the scenic NatIonal Park."
Idyllic Washington Retreat w/ Fire Pit & Yard
The Modern Maine Retreat
Property grounds

The Modern Maine Retreat

9.0 out of 10, Wonderful, (4)
"Worked out perfectly for our needs. Owner responded immediately to assist us with minor issue. We would, and most likely will, rent this home again. Location was great for our purpose. Plenty of room."
The Modern Maine Retreat
Brand New Waterfront Lake House (completed July 2021)
Fridge, microwave, oven, stovetop

Brand New Waterfront Lake House (completed July 2021)

10.0 out of 10, Exceptional, (22)
"We had an amazing week at this property. House was spacious, clean and had everything that we needed. We plan to stay here again next summer! "
Brand New Waterfront Lake House (completed July 2021)
Charming 4-bedroom log home with WiFi and AC in pleasant Liberty
Microwave, oven, stovetop, dishwasher

Charming 4-bedroom log home with WiFi and AC in pleasant Liberty

Charming 4-bedroom log home with WiFi and AC in pleasant Liberty
Cozy House in the heart of Waterville Maine.
TV

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (39)
"Charming interior design, modern conveniences and super clean!"
Cozy House in the heart of Waterville Maine.
Spectacular Location Reasonably Priced
Exterior

Spectacular Location Reasonably Priced

9.6 out of 10, Exceptional, (29)
"Peaceful and scenic location"
Spectacular Location Reasonably Priced
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Fridge, microwave, oven, stovetop

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

8.2 out of 10, Very Good, (16)
"Great place to stay for a few days to collect the beautiful Togus Pond Beautiful view."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.
Exterior

Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.

10.0 out of 10, Exceptional, (56)
"Super cozy place. Use a silver popper on the pond"
Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.
Cozy Long Pond Cottage: private mooring & shared dock
Terrace/patio

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (13)
"Very good stay."
Cozy Long Pond Cottage: private mooring & shared dock
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Property grounds

Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME

10.0 out of 10, Exceptional, (16)
"Property was exactly as described and just as beautiful as the pictures. Amazing location right on the lake. My friends and I really enjoyed our stay and would definitely stay here again."
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Outdoor spa tub

Spacious Country Home w/ Hot Tub, near Colby/Thomas

9.8 out of 10, Exceptional, (18)
"This house has everything for a weekend family vacay; you can spend the whole weekend enjoying the house & amenities such as the hot tub!"
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock
Terrace/patio

Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very quiet with a nice view of the stream. House was very nice with everything you need."
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock
Perfect Maine Getaway in a Recently Renovated Cabin!
Fridge, stovetop, dishwasher, coffee/tea maker

Perfect Maine Getaway in a Recently Renovated Cabin!

9.6 out of 10, Exceptional, (14)
"Had a great time at the cabin, just steps from town. Would recommend if you want to close to everything."
Perfect Maine Getaway in a Recently Renovated Cabin!
Find Your Bliss at this Private and Captivating Lakeside Retreat
Smart TV, video games, foosball, table tennis

Find Your Bliss at this Private and Captivating Lakeside Retreat

10.0 out of 10, Exceptional, (20)
"This place was great! Large, private, right on the water. Filled with nature vibes. We had a larger group and felt there was plenty of space- Dan the property manager was super helpful! "
Find Your Bliss at this Private and Captivating Lakeside Retreat
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
4 bedrooms, iron/ironing board, travel crib, Internet

Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

8.8 out of 10, Excellent, (19)
"A perfect spot to relax and spend some quiet time. A great location with perfect access to Greater Augusta and surrounding areas. Enjoyed our stay….the Fall foliage provided a great background for an extended weekend."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
Fridge, microwave, oven, stovetop

Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly

9.2 out of 10, Wonderful, (19)
"Location is beautiful and private"
Lakefront home on Long Pond with private dock, firepit & woodstove- dog-friendly
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME
Exterior

3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

9.8 out of 10, Exceptional, (81)
"Great property, third tine here, excellent stocked kitchen"
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME
Great Pond Waterfront: Dog-friendly Home Near Colby College
Exterior

Great Pond Waterfront: Dog-friendly Home Near Colby College

9.6 out of 10, Exceptional, (30)
"Thanks again for sharing your cottage with us! Everything was as described and the location was perfect. We’re looking forward to returning in the future."
Great Pond Waterfront: Dog-friendly Home Near Colby College
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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Other property types in Winslow

The Cabin Skowhegan
Terrace/patio

The Cabin Skowhegan

9.8 out of 10, Exceptional, (39)
"The location was great! Close enough to town to be convenient and far enough out to have a remote country feeling. We most likely will return. The cabin was rustic, which had it's charm."
The price is AED 367
AED 681 total
includes taxes & fees
27 Apr - 28 Apr
The Cabin Skowhegan
Downtown! Views! Dining! King & Queen beds!
Fridge, microwave, oven, stovetop

Downtown! Views! Dining! King & Queen beds!

2.0 star property
10.0 out of 10, Exceptional, (8)
"My daughter and I came to Maine for my birthday. The VRBO rental located on Water Street was flawless and exceeded our expectations. Beautifully appointed, Spotlessly clean, cozy and wonderful beds, bedding and pillows. Fun being right on the main street and walkable to most everything. The hosts were so accommodating, wish they had places all over the world. One recommendation is a tv on the kitchen level, I like tv. But the tv area upstairs is simply wonderful, so cozy. Views are delightful...
Downtown! Views! Dining! King & Queen beds!
April Special, Lake Great Pond, Dog Friendly
Exterior

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (36)
"Really enjoyed our stay, will come back. "
The price is AED 560
AED 1,155 total
includes taxes & fees
27 Apr - 28 Apr
April Special, Lake Great Pond, Dog Friendly
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.