Winslow Vacation Rentals

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Vacation Rentals in Winslow

Free private parking, for multiple vehicles.
9.6 out of 10, Exceptional, 25 reviews
"Larry was a wonderful host. This cabin housed us 5 women for night comfortably. Looking forward to coming back next year."
The price is ¥15,764
¥26,633 total
includes taxes & fees
Jun 23 - Jun 24
Free private parking, for multiple vehicles.
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.4 out of 10, Very Good, 6 reviews
"Myself and 4 friends booked this home on the water for an annual super bowl ice fishing trip. The house was just as described, spacious and comfortable. The pond is beautiful and the fishing was outstanding, we caught fish all day long. Location is good as well, with plenty of restaurants and downtown Augusta within 10 to 15 minutes. Great home for the price."
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
7.8 out of 10, Good, 10 reviews
"The house and surrounding were very nice. Exactly as described and had some nice touches left by the management company- extra soap, laundry pods, doggie poop bags. The only concerns were that the keypad on the door was temperamental and didn’t work our entire visit (thankfully there was a key in a lockbox so we could get inside when it was cold and raining) and there were several dishes put away dirty. Overall it was a great property that we hope to return to in warmer weather and enjoy the...
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok
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High End Apartment in Downtown Hallowell
10.0 out of 10, Exceptional, 60 reviews
"The property was as described and exactly what we needed. Downtown was a block away. Several restaurants and shops. We are originally from the area and selected this location because it was near downtown and central to places in Augusta and Gardiner that we wanted to visit. The house is a wonderfully updated old home."
High End Apartment in Downtown Hallowell
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
9.8 out of 10, Exceptional, 20 reviews
"I was offered Stella which is a beautiful little apartment due to a mistake I made when applying to stay in Roxie. I didn't realize Roxie was solar and I really needed electricity for this stay. It was a more a business trip not a camping trip.Sherri very graciously let me stay in Stella which was wonderful . Very clean, bright , everything you could need . I would definitely stay there again.."
The price is ¥14,976
¥24,915 total
includes taxes & fees
Jun 2 - Jun 3
Tiny House on 100 Acres Kayaks/Canoes/Paddleboards
Three waterfront cottages with private sandy beach - Family Getaway
10.0 out of 10, Exceptional, 20 reviews
"WE HAD AN AMAZING STAY! MOST ENJOYABLE AND BEAUTIFUL PROPERTY"
Three waterfront cottages with private sandy beach - Family Getaway
Sunset Chalet- Stylish Waterfront Gem
10.0 out of 10, Exceptional, 20 reviews
"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 ¥75,313
¥141,288 total
includes taxes & fees
Jun 4 - Jun 5
Sunset Chalet- Stylish Waterfront Gem
Mountainside cabin "Sasquatch Haven"
9.4 out of 10, Exceptional, 17 reviews
"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"
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME
9.8 out of 10, Exceptional, 71 reviews
"Beautiful property, nice common spaces and 3 great bedrooms. We would love to rent here again!"
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME
The Hideout - Just Steps to the Beach!
10.0 out of 10, Exceptional, 5 reviews
"So, rarely are properties listed accurately. It’s something the renter must face once the car is loaded up and everything is planned. This property is the exception! When the listing says on the beach it means it. If I gingerly tossed a stone out the front door it would hit sand. Sand mind you, we are not talking about the rocky shorelines we have grown to love. The beach sprawls a good 100 yards and is well kept. Leading out a god ways waist high so the water is fair. The cabin is a new...
The price is ¥24,228
¥65,605 total
includes taxes & fees
Jun 4 - Jun 5
The Hideout - Just Steps to the Beach!
MoonLight Treehouse- Luxury Waterfront Escape
10.0 out of 10, Exceptional, 10 reviews
"My husband and I have 4 kids together and 7 pets, to say we needed this little trip is an understatement. It was peaceful, beautiful and so relaxing."
The price is ¥68,100
¥132,477 total
includes taxes & fees
Jun 2 - Jun 3
MoonLight Treehouse- Luxury Waterfront Escape
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
9.6 out of 10, Exceptional, 42 reviews
"The picture you show was the owners 1st property and we could not access the property with my elderly family. When I called the owner, he offered me a second option of another property. That is the property I rated. It was very kind of the owner to accomodate us. It was a lit more driving than we intended but the accommodstions were much better for us."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.
10.0 out of 10, Exceptional, 51 reviews
"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.
Large Secluded Cabin on the Lake - NOW SLEEPS 10
10.0 out of 10, Exceptional, 32 reviews
"This home is fully furnished and lacks nothing. The beds are comfortable, linens and towels clean and not worn/frayed/stained. Kitchenware was in newer condition. The lake is a beautiful setting. Although it is in a wooded area, the property is sprayed early in season and was not an issue. GPS took us right to address. Amy was a terrific host. I actually left my personal salt and pepper mill behind as another guest tucked it away in a cupboard and I missed it when packing. Amy was prompt to...
Large Secluded Cabin on the Lake - NOW SLEEPS 10
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
7.6 out of 10, Good, 22 reviews
"The location of King’s Kastle on Salmon Lake is excellent. The lake is wide at that point and offers great views of the sunrise, particularly from the upstairs master bedroom suite. The lake has less development than others where we have stayed in Maine. We enjoyed seeing loons, eagles, and osprey which are abundant. We went in the latter part of August when the kids’ summer camps had closed, which reduced boat traffic. The cottage is roomy and has a long list of amenities. All appliances were...
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
5 BED HOUSE + HOT TUB, SAUNA AND 600’ OF PRIVATE SHORELINE.
10.0 out of 10, Exceptional, 2 reviews
"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.
Cozy Lake House on Cobbosseeconte Lake
10.0 out of 10, Exceptional, 39 reviews
"The almost permanent view of the lake was magnificent. Since the lake is west of the property, the sunsets are also wonderful. I even took one of the kayaks out to the Lighthouse. Even though it looks far away but it only took about 10 minutes of easy paddling. Great place for a peaceful vacation. Bar Harbour was close enough for quick day trip and then the Loop at Acadia Nat'l Park provided great panoramic views."
The price is ¥63,056
¥82,993 total
includes taxes & fees
Jun 1 - Jun 2
Cozy Lake House on Cobbosseeconte Lake
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
9.0 out of 10, Wonderful, 14 reviews
"House was clean and cozy. We stayed for a yearly ice fishing trip, caught fish and enjoyed the experience."
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Central Maine Apartment offering 4 Seasons of Fun.
9.8 out of 10, Exceptional, 25 reviews
"This was such an awesome place To stay. They had snacks and coffee. Enjoyed all the special touches!"
The price is ¥18,129
¥41,239 total
includes taxes & fees
May 31 - Jun 1
Central Maine Apartment offering 4 Seasons of Fun.
Lake Great Pond, Dog Friendly, Close to Augusta
10.0 out of 10, Exceptional, 23 reviews
"Me and two of my friends booked this property for an annual fishing trip to Belgrade. The property was perfect. Not only was it exactly as advertised but it totally exceeded our expectation. Communication from Alayna awesome. We can not wait to book it again. This is now our go to property. Thank you, thank you!!"
The price is ¥33,893
¥61,858 total
includes taxes & fees
Jun 17 - Jun 18
Lake Great Pond, Dog Friendly, Close to Augusta
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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

Senator Inn & Spa
3.0 star property
7.8 out of 10, Good, 1,001 reviews
"Look the breakfast "
The price is ¥30,895
¥35,393 total
includes taxes & fees
Jun 2 - Jun 3
Senator Inn & Spa
Maine Evergreen Hotel, Ascend Hotel Collection
2.5 star property
9.2 out of 10, Wonderful, 1,002 reviews
"We enjoyed the quaintness of the inn. It was fun yo view sll of the artwork. . Everyone who worked there that we encountered was great!"
The price is ¥26,011
¥28,352 total
includes taxes & fees
Jun 2 - Jun 3
Maine Evergreen Hotel, Ascend Hotel Collection
Best Western Plus Waterville Grand Hotel
3.0 star property
7.4 out of 10, Good, 847 reviews
"This is our favorite hotel for our annual trip to Waterville. The breakfast voucher is everything. "
The price is ¥25,678
¥27,989 total
includes taxes & fees
Jun 12 - Jun 13
Best Western Plus Waterville Grand 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.

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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?

Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok: This vacation home rental near Winslow is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection 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 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.

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