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Compare 103 Vacation Homes in Winslow with updated reviews, rates, and availability.

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.

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!

Cozy Long Pond Cottage: private mooring & shared dock

9.6 out of 10, Exceptional, (10)
"We headed up north to ring in the new year with friends who live in the area. We had an excellent stay. Enough space for all of the kids to visit and play and the adults to catch up! Lots of games and toys kept everyone busy and happy. Only negative is we didn’t get any snow…I love snow !! . Would definitely stay again. Owner just a text away for any questions/concerns very responsive. "
Cozy Long Pond Cottage: private mooring & shared dock

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

9.8 out of 10, Exceptional, (16)
"The house was great in every way. "
Spacious Country Home w/ Hot Tub, near Colby/Thomas

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

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

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
13 Jan - 14 Jan
Small cottage house, centered on 100 acres surround by hills, lake, and cattle.

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our family stayed at Wildwood Haven to ring in the New Year and it made for the perfect winter retreat and start of our year. Everything was so thoughtfully laid out at the cottage, making our stay feel immediately like home. The kitchen is stocked with anything you might need and the hosts even laid out the sweetest tea station. The bedrooms were so comfortable and we had a great time relaxing with the games and puzzles they had. The hosts were so communicative throughout check-in and our stay,...
Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME

Charming 2-bedroom house with AC, WiFi in enchanting Skowhegan

2.0 star property
10.0 out of 10, Exceptional, (2)
"This house was perfect for our stay. We could host our family for meals and meetings. We could enjoy quiet evenings by ourselves and Walmart and grocery were close enough to walk to. "
Charming 2-bedroom house with AC, WiFi in enchanting Skowhegan

Red Cedar Haven: Lakeside Tranquility

10.0 out of 10, Exceptional, (7)
"This is a lovely spot with expansive views of a gorgeous lake location. We enjoyed the house, the grounds, the upper and lower decks, the kayaks and SUPs provided, and dock with access to the lake. Everything was spotless and highly functional with thoughtful host details like coffee and soaps provided. A great place for family. We’d love to return. "
The price is AED 2,387
AED 4,073 total
includes taxes & fees
22 Jan - 23 Jan
Red Cedar Haven: Lakeside Tranquility

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"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

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

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

9.0 out of 10, Wonderful, (18)
"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

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.

Groups Welcome! Sleeps 16, HotTub, Skiing, Boating, Theatre Room, ITS Trails

Groups Welcome! Sleeps 16, HotTub, Skiing, Boating, Theatre Room, ITS Trails

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

MoonLight Treehouse- Luxury Waterfront Escape

10.0 out of 10, Exceptional, (17)
"This is a lovely spot to relax and recharge. Just steps away from the stream, which was gorgeous in the fall. Feras and family were excellent hosts. The Moonlight treehouse was thoughtfully decorated; we wish wexould have stayed longer. Excellent proactive communication. We will be going back in the future!"
The price is AED 1,983
AED 3,578 total
includes taxes & fees
22 Jan - 23 Jan
MoonLight Treehouse- Luxury Waterfront Escape

SkyView Treehouse- Luxury Waterfront Retreat

10.0 out of 10, Exceptional, (3)
"Absolutely stunning home and location. From all the little details in the house and the host always made sure we had everything we needed and that he was just a text away if we needed anything at all. We had use of the kayaks and I would definitely suggest that because the scenery is just beautiful. Feras and his family are great hosts and I highly recommend them. "
The price is AED 1,833
AED 3,392 total
includes taxes & fees
22 Jan - 23 Jan
SkyView Treehouse- Luxury Waterfront Retreat

Perfect Maine Getaway in a Newly 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 Newly Renovated Cabin!

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

9.2 out of 10, Wonderful, (18)
"Absolutely beautiful house on the lake. Enjoyed this with my husband and cousins. Just as described. Responsive host."
Lakefront home on Long Pond with private dock, firepit & woodstove- 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.
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Other property types in Winslow

The Cabin Skowhegan

9.8 out of 10, Exceptional, (38)
"Larry hosted us for a week with our dogs while we were on a house-hunting expedition. Larry was a perfect host; very attentive but allowed us our space. The Cabin is very cozy and while there is no kitchen sink, the property details disclose this so we were prepared. It was a wonderful stay!"
The Cabin Skowhegan

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (30)
"Accurate listing, great location (easy drive to Augusta for dinner), really peaceful and quiet. GPS had a minor problem right at the end trying to send us through a neighbor's trailer, but we figured it out (the external pictures helped). Loved our stay there, even though it was just overnight on the way to somewhere else. Next time, we'll stay for a week."
The price is AED 427
AED 965 total
includes taxes & fees
12 Jan - 13 Jan
March Special, Ice Fishing, Dog Friendly

Lighthouse Lane

10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
The price is AED 1,469
AED 1,946 total
includes taxes & fees
7 Feb - 8 Feb
Lighthouse Lane
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.