Winslow Vacation Rentals

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Check prices for these dates

Tonight
Jun 30 - Jul 1
Tomorrow
Jul 1 - Jul 2
This weekend
Jul 4 - Jul 6
Next weekend
Jul 11 - Jul 13

Vacation Rentals in Winslow

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Exterior

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.6 out of 10, Exceptional, (53)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Maine Cabin Masters Camp completely redone waiting for a Lake loving family !
Property grounds

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

2.0 star property
10.0 out of 10, Exceptional, (3)
"Wonderful hosts, they thought of everything we might need including many nice extra touches! Beautiful quiet spot with the opportunity to paddle boat, kayak, canoe, swim, fish, enjoy campfires, outdoor grilling, observe wildlife (Osprey, Bald Eagle, Deer)"
Maine Cabin Masters Camp completely redone waiting for a Lake loving family !
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
Outdoor dining

Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks

10.0 out of 10, Exceptional, (38)
"Very clean and comfortable."
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
The Modern Maine Retreat
4 bedrooms, iron/ironing board, travel crib, free WiFi

The Modern Maine Retreat

9.0 out of 10, Wonderful, (4)
"Multi generation family in town to visit other family. Kitchen adequate for meal prep, "
The Modern Maine Retreat
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Exterior

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

9.8 out of 10, Exceptional, (27)
"This place was perfect for our 3-night stay. Inside, it hits the sweet spot between well-equipped but uncluttered. The bird-watching overlooking the water was fantastic - from huge bald eagles to petite hummingbirds. "
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (5)
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Fridge, microwave, oven, stovetop

Large Secluded Cabin on the Lake - NOW SLEEPS 10

10.0 out of 10, Exceptional, (52)
"Only slept there and very comfortable"
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views
Miscellaneous

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views

Charming 3-bedroom waterfront cottage with AC, WiFi and spectacular sunset views
Lakefront Escape w/ Dock, Fire Pit & Views
Interior

Lakefront Escape w/ Dock, Fire Pit & Views

Lakefront Escape w/ Dock, Fire Pit & Views
Private Dock & Deck: Tranquil Dam Pond Cottage!
Fridge, microwave, stovetop, coffee/tea maker

Private Dock & Deck: Tranquil Dam Pond Cottage!

10.0 out of 10, Exceptional, (3)
"Restful retreat with everything you need. From the sound of the loons, the comfortable accommodations, accessibility to so many great spots, and wonderful hosts you can't beat it. Can't wait to come back. "
Private Dock & Deck: Tranquil Dam Pond Cottage!
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Exterior

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

9.2 out of 10, Wonderful, (20)
"We are repeat customers. A quiet, clean, scenic, winter getaway. A great place to unplug and recharge. We will continue to be repeat customers! "
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Large New Lakeside Cottage Central Air
Exterior detail

Large New Lakeside Cottage Central Air

8.2 out of 10, Very Good, (32)
"Classic Maine lake property - great as a home base for lake activities. House held our 8 people nicely and was as advertised with a responsive host."
Large New Lakeside Cottage Central Air
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Property grounds

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

9.2 out of 10, Wonderful, (12)
"Such a nice little spot to relax on the lake."
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Serene Cabin with Lakefront Access, Cozy Fire Pit, and Bunk House
Property grounds

Serene Cabin with Lakefront Access, Cozy Fire Pit, and Bunk House

8.0 out of 10, Very Good, (2)
"My husband and his good friend stayed there and absolutely loved everything about the house, location and the host. "
Serene Cabin with Lakefront Access, Cozy Fire Pit, and Bunk House
Private Dock on Messalonskee Lake: Cozy Cottage!
TV, fireplace, books

Private Dock on Messalonskee Lake: Cozy Cottage!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great spot right on the lake, True to what was listed. The beds weren’t very comfortable but otherwise everything was great."
Private Dock on Messalonskee Lake: Cozy Cottage!
Lakefront Maine House ~ 4 Mi to Colby College
Microwave, stovetop, dishwasher, coffee/tea maker

Lakefront Maine House ~ 4 Mi to Colby College

8.0 out of 10, Very Good, (2)
"Convenient very clean but we were hardly there except to sleep. Thank you"
Lakefront Maine House ~ 4 Mi to Colby College
Mountainside cabin "Sasquatch Haven"
2 bedrooms, WiFi, bed sheets

Mountainside cabin "Sasquatch Haven"

9.4 out of 10, Exceptional, (18)
"Wonderful stay!"
Mountainside cabin "Sasquatch Haven"
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

8.0 out of 10, Very Good, (18)
"Great location! Very nice place"
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Miscellaneous

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.6 out of 10, Exceptional, (11)
"Great location and wonderful hosts!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!
Exterior

Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!

9.0 out of 10, Wonderful, (19)
"We had an amazing week. This is the perfect lake cabin… swimming, boating, tubing, campfires at night… we even used a projector to do an outdoor movie night. The owners are very responsive and helpful. We would definitely stay here again."
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!
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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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?

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting: This vacation home rental near Winslow is located on a lake and has a fireplace, a patio, and a barbecue grill 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Winslow?

Explore the area and family-friendly sights such as Samantha Smith, 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.