Winthrop Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Winthrop vacation rentals

TV

Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (83 reviews)
"Great apartment, close to town, very clean, comfortable beds. Loved the little extras too.. coffee, creamer, etc! Will definitely stay again. "
United States
Rebekah B.
The price is ￥19,795
￥37,207 total
includes taxes & fees
Mar 6 - Mar 7
Two bedroom Mid Century Modern apartment in Downtown Hallowell
Exterior

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is ￥18,820
￥35,652 total
includes taxes & fees
Mar 4 - Mar 5
Sister A-Frame in Woods B
2 bedrooms, WiFi, bed sheets

The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (9 reviews)
"Host was very accommodating "
United States
Maureen
The heart of the Belgrade Lakes
Fridge, microwave, oven, stovetop

Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage
West Gardiner
9.8 out of 10, Exceptional, (16 reviews)
"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."
United States
Bruce J.
The price is ￥26,654
￥55,897 total
includes taxes & fees
Mar 11 - Mar 12
Waterfront 2br/2ba cottage
Property grounds

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (43 reviews)
"Great hiking - nice views."
United States
Norbert A.
The price is ￥16,385
￥38,441 total
includes taxes & fees
Mar 1 - Mar 2
Central Maine Apartment offering 4 Seasons of Fun.
Exterior

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfy. A pleasure to stay there. "
United States
Vicki W.
The price is ￥13,888
￥39,094 total
includes taxes & fees
Mar 9 - Mar 10
Discover Oakland charm near Colby College 10 min
Property grounds

Every window has a spectacular lake view Low fees

Every window has a spectacular lake view Low fees
Wayne
9.8 out of 10, Exceptional, (45 reviews)
"Tina was great and very informative with places to visit and place to eat. Will definitely be checking in again "
United States
Nancy
The price is ￥24,550
￥49,866 total
includes taxes & fees
Mar 2 - Mar 3
Every window has a spectacular lake view Low fees
Terrace/patio

Family's Paradise: 3BR/2BA,Game Room & Lake Access

Family's Paradise: 3BR/2BA,Game Room & Lake Access
Belgrade
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay."
United States
Tyson W.
The price is ￥29,493
￥127,060 total
includes taxes & fees
Mar 1 - Mar 2
Family's Paradise: 3BR/2BA,Game Room & Lake Access
Property grounds

Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee
Manchester
8.8 out of 10, Excellent, (19 reviews)
"Very quiet spot right on the lake, relatively easy to get to, close to town. Cabin is small, which was perfect for the two of us. "
United States
Stephanie P.
The price is ￥22,601
￥52,498 total
includes taxes & fees
Mar 2 - Mar 3
Cozy Cottage on water's edge of Lake Cobbosseecontee
Outdoor dining

Lighthouse Lane

Lighthouse Lane
Manchester
10.0 out of 10, Exceptional, (72 reviews)
"Very nice stay Beautiful lake views "
United States
Karen G.
The price is ￥35,071
￥48,591 total
includes taxes & fees
Mar 2 - Mar 3
Lighthouse Lane
3 bedrooms, desk, iron/ironing board, free WiFi

An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (65 reviews)
"Very nice and comfortable house, clean and quiet. The hosts were very responsive. We had a great stay."
United States
Jessica Stebbins B.
The price is ￥19,359
￥31,975 total
includes taxes & fees
Mar 4 - Mar 5
An Authentic Clean & Cozy Maine Homestay
Outdoor spa tub

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Whitefield
10.0 out of 10, Exceptional, (6 reviews)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
The price is ￥28,089
￥42,183 total
includes taxes & fees
Mar 10 - Mar 11
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
WiFi, bed sheets

Quaint 1-bedroom apartment with AC in charming Lewiston

Quaint 1-bedroom apartment with AC in charming Lewiston
Lewiston
The price is ￥15,587
￥37,378 total
includes taxes & fees
Mar 9 - Mar 10
Quaint 1-bedroom apartment with AC in charming Lewiston
Exterior detail

Peaceful Home in Central Maine

Peaceful Home in Central Maine
Sidney
8.4 out of 10, Very Good, (5 reviews)
"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"
United States
Pat D.
The price is ￥45,779
￥65,699 total
includes taxes & fees
Mar 10 - Mar 11
Peaceful Home in Central Maine
Exterior

Cozy getaway: farmhouse with wood stove & jacuzzi tub

Cozy getaway: farmhouse with wood stove & jacuzzi tub
Oakland
10.0 out of 10, Exceptional, (10 reviews)
"It was that was said to be The host was very nice and helpful . I enjoyed my stay "
United States
Andrea C.
The price is ￥30,395
￥55,683 total
includes taxes & fees
Mar 8 - Mar 9
Cozy getaway: farmhouse with wood stove & jacuzzi tub
Interior

Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment

Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
Auburn
9.6 out of 10, Exceptional, (8 reviews)
"Nice condo"
United States
lara g.
The price is ￥19,864
￥56,141 total
includes taxes & fees
Mar 9 - Mar 10
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
Interior

Fully Furnished 1st Floor Retreat, Comfort Awaits

Fully Furnished 1st Floor Retreat, Comfort Awaits
Lewiston
10.0 out of 10, Exceptional, (3 reviews)
"Everything was excellent "
United States
Rafael M.
The price is ￥31,174
￥63,137 total
includes taxes & fees
Mar 9 - Mar 10
Fully Furnished 1st Floor Retreat, Comfort Awaits
Interior

Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (12 reviews)
"Booked this property for a girls trip and this property was stunning! Wish we would’ve booked for more days! Ample space for everyone, views were amazing, and the house was gorgeous! Already considering booking again next year! "
United States
Emma B.
The price is ￥35,071
￥42,135 total
includes taxes & fees
Mar 11 - Mar 12
Camp Lintonia on Tacoma Lakes
Living area

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smithfield
The price is ￥25,748
￥39,462 total
includes taxes & fees
Mar 2 - Mar 3
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Interior

A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
New Sharon
10.0 out of 10, Exceptional, (30 reviews)
"Loved the cabin and the view!! Had a great stay, thank you to our host!! Would love to stay again "
United States
Matt W.
The price is ￥40,027
￥65,742 total
includes taxes & fees
Mar 1 - Mar 2
A soul soothing escape. Artistically built and lovingly maintained.
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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Top Winthrop Hotel Reviews

Discover your retreat - 3-bedroom cottage in Winthrop

Discover your retreat - 3-bedroom cottage in Winthrop

10/10 Excellent
"Great host - we got a pretty big snow storm the host was making sure everything was ok. 2nd time staying here and won’t be our last. House is very clean and the host is great "
Dan G. 4-night trip
Posted 4 days ago
Discover your retreat - 3-bedroom cottage in Winthrop

Find out more about Winthrop

Search for holiday rentals in Winthrop on Expedia! You can easily find your home rentals, villas, holiday apartments in Winthrop using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Winthrop?

Yes, we offer vacation rentals close to popular sights in Winthrop, or you can choose a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Winthrop?

Spacious 5-bedroom lakefront home on pristine Lower Narrows Pond in Winthrop: Visitors like this Winthrop vacation home rental. It offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Winthrop?

Expedia has 14 vacation rentals for your stay in Winthrop.

What can I see and do in Winthrop?

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

What are vacation rentals like in Winthrop?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Winthrop. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.