Best Villas in Winthrop 2026

A wooden signpost with 'WINTHROP' written on it, surrounded by greenery and trees.

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Recommended hotels in Winthrop

A covered porch with wicker furniture, a white door, and a welcome mat.

1. Cozy cottage in the Winthrop Lakes Area

Winthrop

Treseanne A.

includes taxes & fees

1 Nov - 2 Nov

A spacious room with a wooden floor, a striped rug, a black chair, and a dining table.

2. Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

Winthrop

Laura M.

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a red roof, located by a lake surrounded by dense green trees.

3. July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

Winthrop

Michael Y.

includes taxes & fees

6 Oct - 7 Oct

A Hampton Inn hotel with a brick facade, a covered entrance, and a well-maintained lawn.

4. Hampton Inn Augusta

Augusta

Jonathan

includes taxes & fees

1 Nov - 2 Nov

5. Maine Evergreen Hotel, an Ascend Collection Hotel

Augusta

Brian

includes taxes & fees

1 Nov - 2 Nov

A hotel with a stone facade, multiple floors, and a central entrance with a canopy.

6. Homewood Suites by Hilton Augusta

Augusta

Johnny

includes taxes & fees

18 Oct - 19 Oct

A Best Western Plus hotel entrance with a covered walkway, a landscaped area with small trees, and a clear sky.

7. Best Western Plus Augusta Civic Center Inn

Augusta

Jim

includes taxes & fees

1 Nov - 2 Nov

A large building with multiple windows and a patio area with outdoor furniture.

8. Senator Inn & Spa

Augusta

Donald

includes taxes & fees

1 Nov - 2 Nov

A wooden porch with rocking chairs and a table with drinks and cookies.

9. Maple Hill Farm Inn

Hallowell

Shawn

includes taxes & fees

28 Oct - 29 Oct

A motel with a single-story structure, a covered front porch, and a parking lot.

10. Super 8 by Wyndham Augusta

Augusta

Dorothy

includes taxes & fees

1 Nov - 2 Nov

A Fairfield Inn & Suites Marriott hotel with a modern facade, large entrance, and well-lit exterior.

11. Fairfield Inn & Suites by Marriott Augusta

Augusta

Russell

includes taxes & fees

30 Oct - 31 Oct

A multi-story building with a red and yellow facade, multiple windows, and a snow-covered ground.

12. Days Inn by Wyndham Augusta

Augusta

Thomas

includes taxes & fees

1 Nov - 2 Nov

A Comfort Inn hotel with a covered entrance, multiple windows, and a brick facade.

13. Comfort Inn Augusta

Augusta

Edith

includes taxes & fees

1 Nov - 2 Nov

A wooden cabin with a porch, a rocking chair, and a table with a lantern.

14. Naughty Dog Private Island Log Cabin

Monmouth

"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....

Peter O.

includes taxes & fees

5 Oct - 6 Oct

A wooden pathway leading to a body of water, surrounded by dense greenery.

15. Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

Monmouth

Jeremy F.

includes taxes & fees

7 Oct - 8 Oct

A houseboat with a small deck and a covered area, surrounded by water and trees.

16. Floating Island Cabin

Monmouth

Carissa P.

includes taxes & fees

4 Oct - 5 Oct

A treehouse named Oak Treehouse surrounded by a forest.

17. Island Tree House Glamping

Monmouth

Desiree L.

includes taxes & fees

28 Oct - 29 Oct

A cabin interior with a wooden interior, a kitchen area with a sink and cabinets, a television mounted above the counter, and a large window providing a view of the outdoors.

18. Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.

Monmouth

bill w.

A wooden dock extending into calm water, surrounded by dense green foliage.

19. Floating Island Dome - Pet-Friendly Lake Retreat

Monmouth

includes taxes & fees

12 Oct - 13 Oct

A houseboat with a wooden exterior, windows, and a dock.

20. Glamping in the Lake - Ovah to Camp!

Manchester

includes taxes & fees

2 Oct - 3 Oct

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Top Winthrop Hotel Reviews

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent

"The front desk folks were helpful and personable.The bartender was fun.The breakfast and coffee was great.The room had everything that we needed."

Senator Inn & Spa

8/10 Good

"The room was large with an amazing comfortable bed, beautiful shower and plenty of space for your belongings with a breakfast bar and fridge. The spa area with the pool was a bit far for our hip problems. Jess at the front desk was very friendly and gave us some tips for exploring the area from the Capital down Western Ave to the lakes and ponds in Winthrop."

Super 8 by Wyndham Augusta

8/10 Good

"A reasonable road-stop motel when making a long drive from Canada or from the south. Good dining in the Augusta area and closely located to the motel. 'Continental' breakfast clearly referred to some continent that man is not aware of. Otherwise, rooms are clean and functional with some minor maintenance issues that would be expected of an older property."

SureStay by Best Western Lewiston Auburn Area

10/10 Excellent

"I’m an in-state traveler from Bangor who was traveling to Lewiston to visit a friend, and I chose this hotel for my overnight stay. I was very impressed from the moment I arrived. The hotel was extremely clean, comfortable, and well maintained, and everything about my stay was easy and pleasant. I also brought my two dogs with me, and I really appreciated that the hotel is pet-friendly. There is a pet fee per dog, which I completely understand, especially when you’re traveling with pets. I felt very comfortable having my dogs with me, and the pet-friendly policy was a big plus. Overall, I was extremely pleased with my stay. It’s clear that the staff takes pride in keeping the property clean and welcoming. I would definitely stay here again the next time I’m in the Lewiston area, and I’d happily recommend this hotel to others—especially fellow travelers with pets!"

Escape to our cozy Winthrop cabin on Dexter Pond

10/10 Excellent

"It was the most serene place that I have been to in a long time. The cabin was cozy, and everything that could have been thought of to make our stay more comfortable was there. We loved the little statues hidden throughout the cabin, and we even left a memento of our own. I loved being able to wake up to the call of loons, and go to sleep to the hoot of owls. All in all, I will absolutely be booking this for another visit, hopefully longer the next time. Thank you so much Lou-Anne and Rick!"

Find out more about Winthrop

Winthrop Villas information

Number of reviews	4,241
Accommodation	1 Villas
Lowest Price	£66
Highest Price	£676

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Winthrop

1. Cozy cottage in the Winthrop Lakes Area

2. Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters