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Check prices for these dates

Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar
In one month
14 Mar - 16 Mar
In two months
11 Apr - 13 Apr

Compare 102 Vacation Homes in Winslow with updated reviews, rates, and availability.

Cozy House in the heart of Waterville Maine.
Living area

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (37)
"A lovely cozy house, well situated close to downtown and easy access to stores. The house was very clean and tidy. Cozy and felt like home, and worked out well for our Thanksgiving break with our college students. Would use againnif dates worked out."
Cozy House in the heart of Waterville Maine.
Luxurious lakefront home with 750' of spectacular frontage on Great Pond
Property grounds

Luxurious lakefront home with 750' of spectacular frontage on Great Pond

10.0 out of 10, Exceptional, (3)
"Property was exactly as listed - view of the lake from the deck and living rooms was beautiful. Host was very available and responsive. We had a wonderful time - there were 3 generations of our family with up to 14 members staying at the home. We also hosted a larger family get-together with an additional 10 people for an afternoon with permission from the host. Everyone was impressed with the house, property, lake views, deck and dock. Four of our young adult cousins stayed in the log cabin...
Luxurious lakefront home with 750' of spectacular frontage on Great Pond
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Spacious dining room for your meals, game night, or remote office. (1)

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

9.8 out of 10, Exceptional, (17)
"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
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

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
Cozy Long Pond Cottage: private mooring & shared dock
Come enjoy this warm cottage!

Cozy Long Pond Cottage: private mooring & shared dock

9.8 out of 10, Exceptional, (11)
"Very good stay."
Cozy Long Pond Cottage: private mooring & shared dock
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock
Beautiful view of Belgrade Stream from the private dock.

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very nice property that is clean and well managed "
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock
Private and Calming Waterfront to the Rescue!
40 foot dock for boating, fishing and swimming

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (76)
"We stayed at the property for a trade show with our team and enjoyed a comfortable clean and amazing overall stay. The house was clean kept and the owner was easy to deal with would highly recommend "
Private and Calming Waterfront to the Rescue!
Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME
Exterior

Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME

2.0 star property
10.0 out of 10, Exceptional, (2)
"We were just there for the weekend but if I could have stayed longer I would have . The house was clean and had plenty of space for everyone it was just my husband and me and our two grandkids but we had so much room and we did not even use the one room or the loft . The kitchen had everything you needed and then some I enjoyed the mint tea the owner had left for everyone. . They have soaps, bags,, spices, it all the little touches that make this place special. Can’t wait to go back."
Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME
Spacious 5-bedroom waterfront house in lovely Sidney with WiFi, AC
Property grounds

Spacious 5-bedroom waterfront house in lovely Sidney with WiFi, AC

Spacious 5-bedroom waterfront house in lovely Sidney with WiFi, AC
Cozy Keyes Cottage- Rare Lakefront Getaway

Cozy Keyes Cottage- Rare Lakefront Getaway

10.0 out of 10, Exceptional, (9)
"A perfect 5 weeks! Owner was always available and very quick to respond to all requests.a perfect experience in all ways!"
The price is AED 1,983
AED 3,615 total
includes taxes & fees
16 Feb - 17 Feb
Cozy Keyes Cottage- Rare Lakefront Getaway
Small cottage house, centered on 100 acres surround by hills, lake, and cattle.
Exterior

Small cottage house, centered on 100 acres surround by hills, lake, and cattle.

2.0 star property
10.0 out of 10, Exceptional, (2)
"We only stayed for one night. Basically just slept and showered in the morning so I can not speak on how well stocked the kitchen is. However, there were plenty of pillows, blankets, and towels. Beautiful views, no trouble finding the location and the house was very clean. "
The price is AED 1,653
AED 2,046 total
includes taxes & fees
16 Feb - 17 Feb
Small cottage house, centered on 100 acres surround by hills, lake, and cattle.
Lake Front with Amazing Sunsets on McGrath Pond
Enjoy beautiful sunsets every night.

Lake Front with Amazing Sunsets on McGrath Pond

10.0 out of 10, Exceptional, (17)
"Very clean, cute lake house. Owner responsive, everything you need for a rental home. Lake and lake toys were so great! We really enjoyed our stay. Thank you!!! "
Lake Front with Amazing Sunsets on McGrath Pond
Relaxing Log Cabin on Quantabacook Lake House<br>*** 11+ years of renting ***
Screened in porch

Relaxing Log Cabin on Quantabacook Lake House<br>*** 11+ years of renting ***

9.6 out of 10, Exceptional, (7)
"Great place for a relaxing quiet vacation. Plenty of amenities inside the cabin. There was no mention in the listing of no AC but most cabins don’t have them anyway. Plenty of fans available and the evenings were cool. We would definitely recommend this place to others."
Relaxing Log Cabin on Quantabacook Lake House<br>*** 11+ years of renting ***
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Beautiful Minnehonk Lake in winter, a hotspot for ice fishing.

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

10.0 out of 10, Exceptional, (15)
"We booked the house to celebrate the holidays with family from Maine. The house was perfect! Super clean, fully stocked kitchen with everything we needed and the right amount ofspace for 4 adults and two pre teens. The space was cozy and gave us the quintessential Maine LakE house vibe we Desired. The owners communication was amazing throughput the entire stay and after. We will surely rebook again, and again! "
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

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

8.8 out of 10, Excellent, (19)
"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

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

8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
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.
Luxury Family Home / Retreat Center on Great Pond
Lake

Luxury Family Home / Retreat Center on Great Pond

10.0 out of 10, Exceptional, (55)
"This was our first experience of VRBO and we were very happy across the board. "
Luxury Family Home / Retreat Center on Great Pond
Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK

Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK

4.0 out of 10, (2)
"The property had enough room for 10 adults to spread out comfortably. The view was beautiful. The larger house is much nicer than smaller cabin. The smaller cabin is very rustic and smells like an old camp. The listing had a fire pit listed but none was provided. The property is steep in some parts and those with limited mobility may have a hard time accessing some of the property."
Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK
Find Your Bliss at this Private and Captivating Lakeside Retreat
Exterior

Find Your Bliss at this Private and Captivating Lakeside Retreat

10.0 out of 10, Exceptional, (20)
"We decided to book this beautiful property to bring our family together for a long weekend to celebrate Thanksgiving together for our first holiday since the passing of our father. This was the perfect spot! The house accommodated all 12 of us easily with plenty of space for more! The hope décor is perfection and the views are priceless! The days we spent there with filled with tears and laughter and reliving fond memories while making new memories. Dan was absolutely wonderful to deal with...
Find Your Bliss at this Private and Captivating Lakeside Retreat
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

High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

10.0 out of 10, Exceptional, (74)
"Property was very clean. Great location between Augustus and Gardner. Will definitely be staying there again when I go back."
The price is AED 386
AED 721 total
includes taxes & fees
27 Feb - 28 Feb
High End Apartment in Downtown Hallowell
March Special, Ice Fishing, Dog Friendly
Outdoor entertaining

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (31)
"Good space for 3 adults and two kids to stay, 25 min commute to Colby college and Quarry Road trails. Couch was comfy and nice for gathering. Beds also comfy and the double bunks were helpful for our group. Plow came quickly after snowstorm. We didn’t get out on the lake due to cold but nice to have it close by. "
The price is AED 516
AED 1,071 total
includes taxes & fees
18 Feb - 19 Feb
March Special, Ice Fishing, Dog Friendly
The Cabin Skowhegan
Terrace/patio

The Cabin Skowhegan

9.8 out of 10, Exceptional, (38)
"In an age of "Live Laugh Love" vacation rentals -- every property a generic flip, done up in neutral tones and mass-manufactured message art -- it was so refreshing to enter the Cabin Skowhegan, where everything seemed like a real live person had put it there. The photos of local sites, sometimes captioned. The worn-in but sturdy and inviting furniture, arranged for comfort. The quirky mug collection, clearly someone's pride and joy, hanging around the dining area. Supplies and provisions...
The price is AED 367
AED 681 total
includes taxes & fees
8 Mar - 9 Mar
The Cabin Skowhegan
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.