Winthrop Vacation Rentals

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Jan 7 - Jan 8
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Jan 8 - Jan 9
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Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Winthrop vacation rentals

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)
"It was that was said to be The host was very nice and helpful . I enjoyed my stay "
United States
Andrea C.
$380 nightly
The price is $405
Jan 11 - Jan 12
Total with taxes and fees
Cozy getaway: farmhouse with wood stove & jacuzzi tub
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)
"New, clean and had everything we needed. "
United States
Lara B.
$231 nightly
The price is $252
Jan 8 - Jan 9
Total with taxes and fees
Discover Oakland charm near Colby College 10 min
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)
"Host was very accommodating "
United States
Maureen
$215 nightly
The price is $234
Feb 1 - Feb 2
Total with taxes and fees
The heart of the Belgrade Lakes
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)
"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.
$333 nightly
The price is $363
Jan 19 - Jan 20
Total with taxes and fees
Waterfront 2br/2ba cottage
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, (48)
"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.
$299 nightly
The price is $326
Jan 11 - Jan 12
Total with taxes and fees
Ice Fishing, Dog Friendly, Lake Great Pond
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)
"Great hiking - nice views."
United States
Norbert A.
$221 nightly
The price is $241
Jan 8 - Jan 9
Total with taxes and fees
Central Maine Apartment offering 4 Seasons of Fun.
TV
Two bedroom Mid Century Modern apartment in Downtown Hallowell

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, (81)
"Great location and excellent accommodations. Just what we needed for this quick stay. We would definitely stay here again!"
United States
J K.
$211 nightly
The price is $230
Feb 1 - Feb 2
Total with taxes and fees
Two bedroom Mid Century Modern apartment in Downtown Hallowell
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)
"We enjoyed our stay."
United States
Tyson W.
$738 nightly
The price is $804
Jan 8 - Jan 9
Total with taxes and fees
Family's Paradise: 3BR/2BA,Game Room & Lake Access
Outdoor dining
Lighthouse Lane

Lighthouse Lane

Lighthouse Lane
Manchester
10.0 out of 10, Exceptional, (70)
"Great location. Large comfy house and beds!! The back patio with bar seating ingenious! "
United States
Barbara C.
$286 nightly
The price is $312
Jan 8 - Jan 9
Total with taxes and fees
Lighthouse Lane
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)
"Very nice and comfortable house, clean and quiet. The hosts were very responsive. We had a great stay."
United States
Jessica Stebbins B.
$188 nightly
The price is $205
Jan 8 - Jan 9
Total with taxes and fees
An Authentic Clean & Cozy Maine Homestay
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)
"10 out of 10. Would highly recommend! Hosts are amazing, apartment is amazing and location is great."
United States
Lora L.
$338 nightly
The price is $368
Jan 8 - Jan 9
Total with taxes and fees
Rustic Charm Meets Modern Luxury: Stylish 2BR, 1BA Apartment
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)
"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.
$309 nightly
The price is $337
Jan 8 - Jan 9
Total with taxes and fees
Cozy Cottage on water's edge of Lake Cobbosseecontee
Exterior detail
3350 Middle Road

3350 Middle Road

3350 Middle Road
Sidney
8.0 out of 10, Very Good, (3)
"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.
$310 nightly
The price is $338
Jan 11 - Jan 12
Total with taxes and fees
3350 Middle Road
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
$270 nightly
The price is $294
Jan 8 - Jan 9
Total with taxes and fees
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
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)
"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.
$271 nightly
The price is $295
Jan 18 - Jan 19
Total with taxes and fees
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
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)
"Tina was great and very informative with places to visit and place to eat. Will definitely be checking in again "
United States
Nancy
$345 nightly
The price is $376
Jan 8 - Jan 9
Total with taxes and fees
Every window has a spectacular lake view Low fees
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)
"Everything was excellent "
United States
Rafael M.
$395 nightly
The price is $417
Jan 8 - Jan 9
Total with taxes and fees
Fully Furnished 1st Floor Retreat, Comfort Awaits
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)
"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.
$189 nightly
The price is $206
Jan 9 - Jan 10
Total with taxes and fees
High End Apartment in Downtown Hallowell
Interior
Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (11)
"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.
$254 nightly
The price is $277
Jan 8 - Jan 9
Total with taxes and fees
Camp Lintonia on Tacoma Lakes
Interior
A soul soothing escape. Artistically built and lovingly maintained.

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)
"This is the nicest place we have ever stayed in as a couple. "
United States
Orran K.
$366 nightly
The price is $398
Jan 8 - Jan 9
Total with taxes and fees
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

Hampton Inn Augusta

Hampton Inn Augusta

10/10 Excellent
"Clean, comfortable, courteous staff, great breakfast. Our stay was great!"
Vickie 4-night trip
Posted 2 days ago
Hampton Inn Augusta

Find out more about Winthrop

Everything you need to know about Winthrop vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winthrop vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winthrop in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $277 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winthrop rentals

At Expedia, we put the best Winthrop vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 Country Home w/ Hot Tub, near Colby/Thomas: Visitors like this Winthrop vacation home rental. It is located in a rural location and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 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?

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 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.