Compare Winslow Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Winslow

2 bedroom cottage house at Pond Hill Farms

2 bedroom cottage house at Pond Hill Farms

Brooks ME
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Belgrade ME
$269 nightly
The price is $293 total per night
$293 total
Apr 8 - Apr 9
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills. Transportation is made easy with limo/town car service.
Kitchen
Washer
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

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

Rome ME
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Lighthouse Lane

Lighthouse Lane

Manchester ME
$385 nightly
The price is $420 total per night
$420 total
Apr 7 - Apr 8
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

Mt Vernon ME
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Beachfront Cottage Nestled in a Cove

Beachfront Cottage Nestled in a Cove

Palermo ME
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Cozy 3 Bedroom • Office • Sauna • Near Downtown Augusta and Maine General

Cozy 3 Bedroom • Office • Sauna • Near Downtown Augusta and Maine General

Augusta ME
Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden.
Kitchen
Washer
Lakefront cabin on North Pond with private beach

Lakefront cabin on North Pond with private beach

Smithfield ME
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Lakefront Maine House ~ 4 Mi to Colby College

Lakefront Maine House ~ 4 Mi to Colby College

3 out of 5
Oakland ME
Guests of this cottage have access to free WiFi in public areas. If you drive, put free parking to good use.
Kitchen
Parking included
Don't see what you're looking for?
See all available properties in Winslow
View all properties
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.

Hotel Options in Winslow

    Maine Evergreen Hotel, an Ascend Collection Hotel

    Maine Evergreen Hotel, an Ascend Collection Hotel

    65 Whitten Rd Augusta ME
    $127 nightly
    The price is $138 total per night from Apr 13 to Apr 14
    $138 total
    Apr 13 - Apr 14
    Total with taxes and fees
    9.2/10 Wonderful! (1,003 reviews)
    Senator Inn & Spa

    Senator Inn & Spa

    284 Western Ave Augusta ME
    $109 nightly
    The price is $119 total per night from Apr 12 to Apr 13
    $119 total
    Apr 12 - Apr 13
    Total with taxes and fees
    7.8/10 Good! (1,000 reviews)
    Holiday Inn Express & Suites Waterville - North by IHG

    Holiday Inn Express & Suites Waterville - North by IHG

    332 Main St Waterville ME
    $96 nightly
    The price is $105 total per night from Apr 26 to Apr 27
    $105 total
    Apr 26 - Apr 27
    Total with taxes and fees
    8.6/10 Excellent! (890 reviews)

Cottages

Book a cottage in Winslow
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Winslow. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Winslow better.

Cottage apartments in Winslow range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Winslow
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Winslow and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Winslow cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Winslow. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Winslow Cottages essential information

Accommodation
62 Cottages
Lowest Price
$105
Highest Price
$420
Popular accommodation
2 bedroom cottage house at Pond Hill Farms, Ice Fishing, Dog Friendly, Lake Great Pond, Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College, Lighthouse Lane, One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge, Beachfront Cottage Nestled in a Cove, Cozy 3 Bedroom • Office • Sauna • Near Downtown Augusta and Maine General, Lakefront cabin on North Pond with private beach, Lakefront Maine House ~ 4 Mi to Colby College

More to Explore