Holiday Rentals in Winslow

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Holiday Rentals in Winslow

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, (51)
"The property was just as described and we enjoyed the peace and quiet. The cabin is beautiful and very well appointed. I would definitely recommend it to friends."
Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.
Three waterfront cottages with private sandy beach - Family Getaway
On the beach
Three waterfront cottages with private sandy beach - Family Getaway
10.0 out of 10, Exceptional, (20)
"WE HAD AN AMAZING STAY! MOST ENJOYABLE AND BEAUTIFUL PROPERTY"
Three waterfront cottages with private sandy beach - Family Getaway
Sunset Chalet- Stylish Waterfront Gem
Fridge, microwave, stovetop, coffee/tea maker
Sunset Chalet- Stylish Waterfront Gem
10.0 out of 10, Exceptional, (20)
"This is by far one of the best places we’ve stayed. From the beautiful decor, exposed wood and cozy fireplace. It was the attention to detail and small little extras that made this an extra special visit. The serene music playing as you enter the home to the specialized note and picnic basket! They are very accommodating to any situation that may arise and communicate on a five star level. An amazing stay and will be visiting again!"
The price is €852
per night
2 Jun - 3 Jun
Sunset Chalet- Stylish Waterfront Gem
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Quintessential Maine cabin w/ private waterfront
Interior
Quintessential Maine cabin w/ private waterfront
10.0 out of 10, Exceptional, (4)
"The place was exactly as described but even more beautiful than the photos show. It served as a perfect home base to explore different parts of Maine and we can’t wait to be back."
Quintessential Maine cabin w/ private waterfront
High End Apartment in Downtown Hallowell
Interior
High End Apartment in Downtown Hallowell
10.0 out of 10, Exceptional, (59)
"Beautifully renovated/decorated upstairs apartment. Convenient off-street parking. Clean, comfortable place with plenty of room for one or two people. Just one block off Water street with the cute shops, restaurants, and next to the river. Looking forward to my next visit!!"
High End Apartment in Downtown Hallowell
Cozy Lake House on Cobbosseeconte Lake
Outdoor dining
Cozy Lake House on Cobbosseeconte Lake
10.0 out of 10, Exceptional, (38)
"Despite our travel plans getting interrupted the host was great emito work with looking forward to next year"
The price is €441
per night
9 May - 10 May
Cozy Lake House on Cobbosseeconte Lake
Lakefront Cottage - sleeps 6 - 2 baths
Property grounds
Lakefront Cottage - sleeps 6 - 2 baths
10.0 out of 10, Exceptional, (2)
"Great size, very clean. The posted pictures do not do this camp justice! Lots of upgrades and Beth is very responsive. Beautiful cove with little traffic. Sounds of loons day and night. Great bass fishing too! There is a wonderful dock but be sure to bring your own water toys. Great place for children with neighbors that encourage lots of kid play, exploring/adventuring, and boisterous fun."
Lakefront Cottage - sleeps 6 - 2 baths
Lake Great Pond, Dog Friendly, Close to Waterville
Terrace/patio
Lake Great Pond, Dog Friendly, Close to Waterville
10.0 out of 10, Exceptional, (22)
"Everything you could possibly need for a short to medium term stay in a VERY good location for the region."
The price is €310
per night
7 May - 8 May
Lake Great Pond, Dog Friendly, Close to Waterville
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, (2)
"We spent a lovely long weekend in this beautiful spot on the lake. Even with snow outside it was cozy and comfy and the perfect spot to relax between our Maine adventures. The hosts were great about keeping us up to date on weather conditions and other updates. Would highly recommend!"
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
Pool
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
10.0 out of 10, Exceptional, (16)
"It was a great place to be Private and quiet except for the trafic noise. Wonderful vacation"
Unique Maine Log Cabin w/ Trout Ponds & Sauna!
The Hideout - Just Steps to the Beach!
1 bedroom, iron/ironing board, travel cot, free WiFi
The Hideout - Just Steps to the Beach!
10.0 out of 10, Exceptional, (4)
"Let me start with the view: oh what is it beautiful! A little regret that we came when the temperatures were still chilly, so we only took it in from the windows. But still! Just a lovely setting! The house was simple, but so well maintained. The kitchen had even more gear than I expected. Everything about it was comfortable. My college daughter liked having “her space” in the loft. The property owners were very responsive. For an individual, a couple or a small family looking for peace and...
The price is €394
per night
4 May - 5 May
The Hideout - Just Steps to the Beach!
5 BED HOUSE + HOT TUB, SAUNA AND 600’ OF PRIVATE SHORELINE.
Property grounds
5 BED HOUSE + HOT TUB, SAUNA AND 600’ OF PRIVATE SHORELINE.
10.0 out of 10, Exceptional, (2)
"We spent our stay in awe of their clean, peaceful atmosphere. Whether we were sitting by the fireplace, playing endless rounds of pool, relaxing in the hot tub or enjoying the private, spacious yard, it was exactly what we needed for a spring getaway! We had everything we needed, and then some. A great stay for anyone lucky enough to snag it."
5 BED HOUSE + HOT TUB, SAUNA AND 600’ OF PRIVATE SHORELINE.
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Exterior
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
9.8 out of 10, Exceptional, (18)
"We very much enjoyed staying in your cabin! Your attention to detail was amazing and greatly appreciated. We have rented numerous in Maine and yours is by far the best! We had a snow/ice storm and we were nice and warm and cozy! No problems getting in and out thanks to your prompt removal. We are looking forward to coming back!"
The price is €152
per night
11 May - 12 May
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Spacious Country Home, Hot Tub, near Colby/Thomas
Property grounds
Spacious Country Home, Hot Tub, near Colby/Thomas
9.8 out of 10, Exceptional, (13)
"We had a great time meeting up with family. The house was well stocked, plenty of stores nearby for shopping. The hot tub was a hit! The property is beautiful and the host was very helpful. They came and dug us out from a snow storm!"
Spacious Country Home, Hot Tub, near Colby/Thomas
Belgrade Lakes getaway with private swim dock, outdoor living, & canoe/kayaks
Fridge, microwave, oven, stovetop
Belgrade Lakes getaway with private swim dock, outdoor living, & canoe/kayaks
9.8 out of 10, Exceptional, (7)
"The cabin was very nice and comfortable. Nicely decorated and very serene. Had all amenities that were needed. We enjoyed the peacefulness."
Belgrade Lakes getaway with private swim dock, outdoor living, & canoe/kayaks
The Cabin - Skowhegan
Property grounds
The Cabin - Skowhegan
9.6 out of 10, Exceptional, (24)
"Such a lovely property and the host was very kind and professional "
The price is €162
per night
9 May - 10 May
The Cabin - Skowhegan
NEW TO MARKET, NEWLY RENOVATED!!
Property grounds
NEW TO MARKET, NEWLY RENOVATED!!
9.4 out of 10, Exceptional, (11)
"Itvstarted with a 24 hour notice due to our original house being flooded for the storm. They fot us in a day later to this smaller yet spacious lakehouse with many little surprises! We enjoyed the large master suite with the clawfoot tub. The outside sauna was a blessing and the wood stove! The the renovations were lovely. We were comfortable and relaxed for pur elipse little get away! Thank.ypu SO MUCH for having us in such short notice and sharing this lovely little cabin!"
NEW TO MARKET, NEWLY RENOVATED!!
Mountainside cabin "Sasquatch Haven"
2 bedrooms, WiFi, bed sheets
Mountainside cabin "Sasquatch Haven"
9.4 out of 10, Exceptional, (17)
"The view was AMAZING. The cabin was very neat and tidy, had everything that we needed. We received a nice email with all the information necessary a few days in advance. Check-in was super easy. The location is quiet and secluded which was just what we were looking for. Already thinking about going back."
Mountainside cabin "Sasquatch Haven"
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Aerial view
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
9.4 out of 10, Exceptional, (12)
"House was very comfortable and had everything needed for our stay."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK
TV
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK
9.4 out of 10, Exceptional, (3)
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK
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See all available properties in Winslow
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.

Other types of properties in Winslow you may be interested in

Maine Evergreen Hotel, Ascend Hotel Collection
Exterior
Maine Evergreen Hotel, Ascend Hotel Collection
2.5 star property
9.2 out of 10, Wonderful, (1002)
"Great hotel complete with everything comfortable and extra clean great attention to détail and outstanding customer service, good breakfast and convenient location definitely the best hotel in Augusta. Thank you for making out stay great. Staff went out of their way to take us to a rental car company since no Uber were available."
The price is €172
per night
5 May - 6 May
Maine Evergreen Hotel, Ascend Hotel Collection
The Elmwood
Desk, laptop workspace, free WiFi, bed sheets
The Elmwood
2.5 star property
8.8 out of 10, Excellent, (257)
"great!"
The price is €151
per night
9 May - 10 May
The Elmwood
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
Exterior
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
2.5 star property
8.6 out of 10, Excellent, (583)
"Good value for the price we paid."
The price is €146
per night
27 May - 28 May
Holiday Inn Express & Suites Waterville - North, an IHG Hotel
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.

Everything you need to know about Winslow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winslow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winslow holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winslow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winslow. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winslow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winslow holiday rentals we have selected for you start as low as €152 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winslow rentals

At Expedia, we put the best Winslow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winslow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winslow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winslow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winslow?

Yes, there are holiday rentals close to the most popular sights in Winslow, or you can select a more secluded option if you're looking for a relaxing stay. Winslow is known for its riverfront.

What are some of the best holiday rentals that Winslow has to offer?

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak: This holiday home rental outside of Winslow is located on a lake, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Winslow?

Explore the area and family-friendly sights such as Maine State Museum, 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 wider area.

What’s a holiday rental in Winslow like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winslow. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for families.

Recent reviews of Winslow properties
Expedia verified reviews

Hampton Inn Augusta

Hampton Inn Augusta

5/5 Excellent
"Good customer service"
A verified traveller stayed at Hampton Inn Augusta
Posted 2 days ago
Hampton Inn Augusta