Winthrop Holiday Rentals from €203: Search Short-Term Rentals

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Holiday Rentals in Winthrop

"Awesome cabin on Dexter Pond! Rick and LouAnne were terrific hosts! We loved drinking coffee on porch overlooking the pond, watching sunset and kayaking. Saw family of loons and bald eagle on the large pond. Classic Maine cabin! Not big but comfortable. Hosts were very responsive if we had any questions. Make sure to try their farm fresh eggs and honey!! Hope to visit again!! "

Kitchen with gas stove, microwave, and sink, featuring a central island and window above the sink.

"Well kept with all the right amenities. Beautiful views."

Enjoy al fresco dining with a barbecue grill and comfortable seating for six.

"Check in and check out was super easy. Photos are super accurate and the property is beautiful. Thank you for sharing your beautiful with us!"

includes taxes & fees

3 Sept - 4 Sept

Kitchen features a stove, microwave, sink, and dishwasher, with a window offering a view of the outdoors.

"Daughter lives in area it suited us just fine."

Relax on the deck with a sofa and chair, surrounded by a tree and serene lake views.

"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)"

Relax on the dock with a serene view of the lake.

"Great little getaway, sitting right by the water. We loved our time there. Alarice is a great hot and responded quickly to any needs or questions."

includes taxes & fees

17 Aug - 18 Aug

"Cozy cottage by the lake. Great scenery and wildlife. Great communication with host. "

Cozy cabin with a dining table, kitchen area, and lofted sleeping space.

"Great view, clean, central a/c, even the ppl using powerboats (4th of July!) were respectful. Exactly the getaway I needed!"

Situated in a wooded area, this cabin features a cozy porch with a chair and a wooden deck.

"Great stay. Would stay here again if in the area."

includes taxes & fees

11 Aug - 12 Aug

Overlooking the serene water, this cabin offers a peaceful retreat with a large window and comfortable seating on the porch.

"We had an amazing time and will definitely book again."

"My husband and his good friend stayed there and absolutely loved everything about the house, location and the host. "

Enjoy cooking in this well-appointed kitchen with a central island, oven, and modern appliances.

Enjoy cooking in this well-equipped kitchen with a central island, microwave, toaster, coffee maker, and oven.

"We enjoyed this place and will definitely come back again."

"Great place for a relaxing weekend on the lake."

Cozy cabin-style kitchen with a central island, sink, and dining area.

"Very nice quiet location. Loved the game room. Relaxing stay."

includes taxes & fees

10 Aug - 11 Aug

Cozy cabin with a comfortable sofa, dining table, and well-equipped kitchen.

"Great spot right on the lake, True to what was listed. The beds weren’t very comfortable but otherwise everything was great."

Relax on the deck surrounded by mature trees, with Adirondack chairs, a table, and fire pit.

"The listing stated there were upstairs tenants. Long story short, on Thanksgiving when they arrived home to me enjoying an outdoor fire, the accused me of using their firewood, I had brought my own. Then another night I left to do an activity with my kids and returned to not being able to park, due to them taking up three spaces with their truck. They were noisy every night until midnight and up every morning by 7a. In have no living family besides my kids and I was looking for a relaxing...

Escape to a serene forest retreat with a cozy cabin nestled among tall trees and a nearby body of water.

"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."

Relax in a serene hot tub surrounded by a deck and lounge chairs.

"Had another great fishing trip with this as our home base! Always clean and comfortable! "

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Top Winthrop Hotel Reviews

Maine Evergreen Hotel, Ascend Hotel Collection

10/10 Excellent

"Nice place when I stayed there the Maine legislature was in session and around 10 o’clock at night many state reps checked into the hotel. Nothing fancy but clean and great staff perfect for business travel. "

Senator Inn & Spa

10/10 Excellent

"Hotel is peaceful, room very quiet and very clean. Staff is excellent and love working there. The Staff is happy, helpful and friendly. Spa area beautiful and clean! Restaurant excellent! Great location in Augusta Maine! I liked, my room was accessible from the street and the hotel that was convenient! "

Find out more about Winthrop

Everything you need to know about Winthrop 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 Winthrop 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 Winthrop holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winthrop holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winthrop. 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 Winthrop 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 Winthrop holiday rentals we have selected for you start as low as €203 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winthrop rentals

At Expedia, we put the best Winthrop 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 Winthrop 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 Winthrop 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 Winthrop. 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 Winthrop?

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

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

Cozy Home Away From Home! Right Outside of the City! Dog Friendly! : This holiday home rental outside of Winthrop offers a fireplace, a patio and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Winthrop?

Expedia has 14 holiday rentals for your stay in Winthrop.

What can I see and do in Winthrop?

Maranacook Lake and Cobbosseecontee Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Annabessacook Lake and Wilson Pond are other places worth a visit.

What are holiday rentals like in Winthrop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winthrop. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.

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Holiday Rentals in Winthrop

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Holiday Rentals in Winthrop

Escape to our cozy Winthrop cabin on Dexter Pond

Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit

Lighthouse Lane

Cozy Home Away From Home! Right Outside of the City! Dog Friendly!

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

Cozy Cottage on water's edge of Lake Cobbosseecontee

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

Belgrade Lake house with Dock!

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Sister A-Frame in Woods B

Every window has a spectacular lake view Low fees

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

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

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Rustic lakefront cabin w/gas grill, firepit, kayaks, one canoe, A/C - 2 dogs OK

Sunset Chalet Lakefront Hot Tub Game Room

Private Dock on Messalonskee Lake: Cozy Cottage!

Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit

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

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

Top Winthrop Hotel Reviews

Maine Evergreen Hotel, Ascend Hotel Collection

Hampton Inn Waterville

Escape to our cozy Winthrop cabin on Dexter Pond

SureStay Hotel by Best Western Lewiston

Days Inn by Wyndham Augusta

Homewood Suites by Hilton Augusta

Senator Inn & Spa

Residence Inn by Marriott Auburn

Hampton Inn Augusta

Find out more about Winthrop

Frequently asked questions