Winthrop Holiday Rentals

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Check prices for these dates

Tonight
12 Jan - 13 Jan
Tomorrow
13 Jan - 14 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Winthrop holiday rentals

Interior
Beautifully appointed new construction 2 bedroom unit in duplex.

Beautifully appointed new construction 2 bedroom unit in duplex.

Beautifully appointed new construction 2 bedroom unit in duplex.
2.0 star property
Winthrop
The price is HK$1,091
HK$1,793 total
includes taxes & fees
13 Jan - 14 Jan
Beautifully appointed new construction 2 bedroom unit in duplex.
Exterior
Cozy getaway: farmhouse with wood stove & jacuzzi tub

Cozy getaway: farmhouse with wood stove & jacuzzi tub

Cozy getaway: farmhouse with wood stove & jacuzzi tub
Oakland
10.0 out of 10, Exceptional, (8 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 HK$1,442
HK$2,764 total
includes taxes & fees
13 Jan - 14 Jan
Cozy getaway: farmhouse with wood stove & jacuzzi tub
Exterior detail
Peaceful Home in Central Maine

Peaceful Home in Central Maine

Peaceful Home in Central Maine
Sidney
8.0 out of 10, Very good, (3 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 HK$2,112
HK$2,633 total
includes taxes & fees
14 Jan - 15 Jan
Peaceful Home in Central Maine
Exterior
Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
2.0 star property
Oakland
10.0 out of 10, Exceptional, (6 reviews)
"New, clean and had everything we needed. "
United States
Lara B.
The price is HK$733
HK$2,048 total
includes taxes & fees
13 Jan - 14 Jan
Discover Oakland charm near Colby College 10 min
Property grounds
Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee
Manchester
8.6 out of 10, Excellent, (18 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 HK$1,130
HK$2,617 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Cottage on water's edge of Lake Cobbosseecontee
Interior
Fully Furnished 1st Floor Retreat, Comfort Awaits

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 HK$1,559
HK$3,242 total
includes taxes & fees
13 Jan - 14 Jan
Fully Furnished 1st Floor Retreat, Comfort Awaits
Property grounds
Every window has a spectacular lake view Low fees

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 HK$1,382
HK$2,670 total
includes taxes & fees
13 Jan - 14 Jan
Every window has a spectacular lake view Low fees
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

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 HK$787
HK$1,878 total
includes taxes & fees
13 Jan - 14 Jan
Central Maine Apartment offering 4 Seasons of Fun.
Interior
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond
Belgrade
10.0 out of 10, Exceptional, (49 reviews)
"Great place for us to get in 2 days of golf and 2 days of fishing. House was clean and communication with host prior to arrival and during our stay was excellent. "
United States
Thomas B.
The price is HK$866
HK$2,261 total
includes taxes & fees
13 Jan - 14 Jan
Ice Fishing, Dog Friendly, Lake Great Pond
Interior
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment

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)
"10 out of 10. Would highly recommend! Hosts are amazing, apartment is amazing and location is great."
United States
Lora L.
The price is HK$951
HK$2,821 total
includes taxes & fees
14 Jan - 15 Jan
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
Terrace/patio
Family's Paradise: 3BR/2BA,Game Room & Lake Access

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

Family's Paradise: 3BR/2BA,Game Room & Lake Access
2.0 star property
Belgrade
9.8 out of 10, Exceptional, (8 reviews)
"We enjoyed our stay."
United States
Tyson W.
The price is HK$1,637
HK$6,270 total
includes taxes & fees
13 Jan - 14 Jan
Family's Paradise: 3BR/2BA,Game Room & Lake Access
Interior
High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (97 reviews)
"Beautiful place to stay. Having coffee with all the fixings already there along with snacks was great! Would definitely stay here again!"
United States
John H.
The price is HK$873
HK$1,606 total
includes taxes & fees
13 Jan - 14 Jan
High End Apartment in Downtown Hallowell
2 bedrooms, WiFi, bed sheets
The heart of the Belgrade Lakes

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 price is HK$896
HK$1,835 total
includes taxes & fees
1 Feb - 2 Feb
The heart of the Belgrade Lakes
TV
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Oakland
The price is HK$1,122
HK$2,285 total
includes taxes & fees
13 Jan - 14 Jan
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Interior
Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (11 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 HK$1,754
HK$2,150 total
includes taxes & fees
13 Jan - 14 Jan
Camp Lintonia on Tacoma Lakes
3 bedrooms, desk, iron/ironing board, free WiFi
An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay

An Authentic Clean & Cozy Maine Homestay
Buckfield
9.8 out of 10, Exceptional, (64 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 HK$968
HK$1,599 total
includes taxes & fees
13 Jan - 14 Jan
An Authentic Clean & Cozy Maine Homestay
Outdoor dining
Lighthouse Lane

Lighthouse Lane

Lighthouse Lane
Manchester
10.0 out of 10, Exceptional, (70 reviews)
"Very nice stay Beautiful lake views "
United States
Karen G.
The price is HK$1,754
HK$2,430 total
includes taxes & fees
13 Jan - 14 Jan
Lighthouse Lane
Fridge, microwave, oven, stovetop
Waterfront 2br/2ba cottage

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 HK$1,333
HK$2,829 total
includes taxes & fees
19 Jan - 20 Jan
Waterfront 2br/2ba cottage
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

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 HK$1,442
HK$2,285 total
includes taxes & fees
18 Jan - 19 Jan
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
TV, books, offices, printers
Lakefront Log Home on Huge Lake in Private Cove

Lakefront Log Home on Huge Lake in Private Cove

Lakefront Log Home on Huge Lake in Private Cove
2.0 star property
Wayne
The price is HK$3,313
HK$8,063 total
includes taxes & fees
13 Jan - 14 Jan
Lakefront Log Home on Huge Lake in Private Cove
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

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"polite staff, clean all around, love the art and such nice place"
Christopher 1-night trip
Posted 1 day ago
Maine Evergreen Hotel, an Ascend Collection Hotel

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:

  • View our selection of featured holiday rentals in Winthrop
  • Use the map to find apartments and other holiday homes in the Winthrop neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winthrop while they last

Look no further and take a look at our great range of rental properties in Winthrop!

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?

Located directly in central downtown and beach area, fish or kayak from backyard: This highly rated holiday home rental in Winthrop is located on a lake, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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.