Winthrop Holiday Rentals from €155: Search Short-Term Rentals

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Holiday Rentals in Winthrop

"Incredible location, perfect choice for a small group to spend a little time on the lake shore."

"The renter is not worth coming about the fact that her home is on a very steep hill. I told her I was a senior and had foot and ankle and knee surgeries and had a hard time walking. I saved up to rent a place all year. When I got there I had to call her to find out how to get to the lake. It is so steep I couldn't find an entrance to the lake, I finally found a foot wide muddy, slippery path which was 90 degrees straight up and down. I only took a few steps and realized I would break my neck if...

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

"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."

"The property was as advertised! For a family with little kids, this was a great place to stay. David was helpful and very responsive!"

"We had a great time staying at sunfish cove! Very spacious home with great views of the water! Really enjoyed the fire pit and the outdoor amenities!"

"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "

"I can't explain the ease and how helpful the host was. We were traveling from a long distance for this. The host was helpful with late check in. The house was well maintained and clean everywhere. You get everything you need. The wifi is also fast. I wish they did provide some body wash and some extra stuff. No complaints at all. It was a memorable stay"

"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."

"Super cozy place. Use a silver popper on the pond"

"We were traveling through New England and were looking forward to spending some time exploring the pond. We’d already been at the coast and were headed to more mountains and hiking inland over the rest of the week. We arrived and found they had put the paddleboards and kayaks away for the season. The neighbors on the cove still had lots of water toys set up. When we called, we were told that they put the Paddleboards and kayaks away October 1st. There was no mention of that in the listing and...

"Roxie was a cozy tiny cabin! It was absolutely perfect for the one night passing through with the dog. My only regret was not having more time to make it a longer stay. The cabin has everything you need for a stay! The wood stove did a great job heating it, and it stayed pretty warm all night. GPS took me right there, no issue finding the road. And while no WiFi, cell service was fine and could stream playoff baseball before bed. Would 10/10 stay again and for longer if back in the area! "

includes taxes & fees

4 Dec - 5 Dec

"The house had a lot of room. This would be a great family getaway place. The host was available and very attentive. I would recommend this house. "

"We only had a couple of hiccups with the heat upon arrival and a small electrical issue, but the host communicated quickly and all was resolved without further inconvenience to our family. Clean. Beds were very comfortable. Kitchen was well stocked. Overall we had a great stay, would stay again, and recommend to others! "

"We stayed at the property for a trade show with our team and enjoyed a comfortable clean and amazing overall stay. The house was clean kept and the owner was easy to deal with would highly recommend "

"We loved the Sunset Chalet! Very comfortable and all of the welcoming goodies & fresh flowers! We enjoyed our short but sweet stay! Beautiful view of the stream surrounded by the best smelling pine trees! The host was wonderful & very welcoming! Cant wait to visit again! sweet stay! "

includes taxes & fees

24 Nov - 25 Nov

"This clean, spacious, comfortable place was just what we needed for our time spent in Maine. Gary and Irma thought of everything! "

includes taxes & fees

25 Nov - 26 Nov

"Third time staying at this location, works out great for my yearly 10 day visit to this area."

includes taxes & fees

4 Dec - 5 Dec

"Amazing property! "

"This was just what we needed. Right on the water, quiet surroundings and the neighbors were so nice they brought us fresh vegetables."

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Other types of properties in Winthrop you may be interested in

"The renter is not worth coming about the fact that her home is on a very steep hill. I told her I was a senior and had foot and ankle and knee surgeries and had a hard time walking. I saved up to rent a place all year. When I got there I had to call her to find out how to get to the lake. It is so steep I couldn't find an entrance to the lake, I finally found a foot wide muddy, slippery path which was 90 degrees straight up and down. I only took a few steps and realized I would break my neck if...

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

"Incredible location, perfect choice for a small group to spend a little time on the lake shore."

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 €155 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.

Recent reviews of Winthrop properties

5/5 Excellent

"Great- clean, friendly staff, great breakfast. "

A verified traveller stayed at Hampton Inn Augusta

Posted 4 days ago

Maine Evergreen Hotel, Ascend Hotel Collection

5/5 Excellent

Very nice and beautiful little hotel

"Not a luxury hotel but nicer than the hotels in the area. Rooms were clean, staff very friendly and accommodating. Continental breakfast was great, and the area was kept clean."

A verified traveller stayed at Maine Evergreen Hotel, Ascend Hotel Collection

Posted 5 days ago

5/5 Excellent

SureStay of Lewiston, Maine

"Our room was clean and spacious with a king size bed, small refrigerator and microwave, along with a coffee maker. There was also a large flat screen TV. The hotel is older, but appears to have been renovated recently. A continental breakfast is offered. Friendly staff at the front desk and housekeeping was top notch. Easy access from the Maine Turnpike. "

A verified traveller stayed at SureStay Hotel by Best Western Lewiston

Posted 8 days ago

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?

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak: This holiday home rental outside of Winthrop 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.

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

Check Winthrop holiday rental availability

Holiday Rentals in Winthrop

Cottage on Cobbosseecontee Lake. Dates available.

Dog Friendly Cabin Right On The Water!!!

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

Lakefront Cottage - sleeps 6 - 2 baths

Peaceful Fisherman's Paradise w/ Deck + Fire Pit!

Sunfish Cove is the perfect year round getaway.

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

Lakeside retreat in Central Maine

Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.

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

Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

5BED HOUSE-HOT TUB, SAUNA, POOL TABLE, FIRE PIT, 3+ LG TV, PRIVATE LAKE FRONTAGE

Year-Round Lakeside Retreat

Private and Calming Waterfront to the Rescue!

Sunset Chalet- Stylish Waterfront Gem

Central Maine Apartment offering 4 Seasons of Fun.

An Authentic Clean & Cozy Maine Homestay

Nature lovers Paradise your own island

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

Other types of properties in Winthrop you may be interested in

Dog Friendly Cabin Right On The Water!!!

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

Cottage on Cobbosseecontee Lake. Dates available.

Find out more about Winthrop

Recent reviews of Winthrop properties

Hampton Inn Augusta

Hampton Inn Lewiston-Auburn

Maine Evergreen Hotel, Ascend Hotel Collection

The Elmwood

Hilton Garden Inn Auburn Riverwatch

SureStay Hotel by Best Western Lewiston

Senator Inn & Spa

Days Inn by Wyndham Augusta

Residence Inn by Marriott Auburn

Frequently asked questions