Winthrop holiday homes

We found 182 holiday rentals — enter your dates for availability
Discover a selection of 14 homes and other holiday rentals in Winthrop that are perfect for your trip. Whether you're staying in a holiday rental with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Winthrop

Showing deals for:18 Dec - 25 Dec

Living area
Property grounds
Exterior
Interior
Exceptional
(32 reviews)

Find Your Bliss at this Private and Captivating Lakeside Retreat

Manchester

12% off
NZ$16,182
for 7 nights, 1 home
NZ$2,312 per night
includes taxes & fees
Find Your Bliss at this Private and Captivating Lakeside Retreat
Living Room area
Outdoor dining
Pleasant Pond cottage from parking area
Property grounds
Exceptional
(51 reviews)

2 Bedroom, 1 & 1/2 bath Waterfront Cottage on Pleasant Pond

Richmond

22% off
NZ$2,379
for 7 nights, 1 cottage
NZ$340 per night
includes taxes & fees
2 Bedroom, 1 & 1/2 bath Waterfront Cottage on Pleasant Pond
Private kitchen
Living room & kitchen
Window seat & Loft Bedroom #2 access ladder
Exterior
Exceptional
(14 reviews)

Thainy House, 6-Acre Retreat: Gardiner, ME

Gardiner

7% off
NZ$2,267
for 7 nights, 1 cottage
NZ$324 per night
includes taxes & fees
Thainy House, 6-Acre Retreat: Gardiner, ME
Back Door
Living area
Master Bedroom
Private kitchen
Exceptional
(7 reviews)

Freshly Renovated 2 Bed 1.5 Bath near Downtown Augusta

Augusta

7% off
NZ$2,497
for 7 nights, 1 apartment
NZ$357 per night
includes taxes & fees
Freshly Renovated 2 Bed 1.5 Bath near Downtown Augusta
Amazing porch for games, have your morning coffee as the sun rises or hang out.
Interior
Living area
Exterior
Exceptional
(65 reviews)

Sunfish Cove is the perfect year round getaway.

Monmouth

8% off
NZ$8,487
for 7 nights, 1 home
NZ$1,212 per night
includes taxes & fees
Sunfish Cove is the perfect year round getaway.
Living Room
Screened in Balcony over the lake
Exterior
Exterior
Exceptional
(15 reviews)

Camp Lintonia on Tacoma Lakes

Litchfield

9% off
NZ$4,162
for 7 nights, 1 home
NZ$595 per night
includes taxes & fees
Camp Lintonia on Tacoma Lakes

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Winthrop getaway

Learn about the unique charm of Winthrop with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Winthrop

Do you want to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Winthrop a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Augusta Country Club (5 mi / 8.1 km)
  • Belgrade Lakes Golf (15.5 mi / 24.9 km)
  • Spruce Mountain Jay (16.4 mi / 26.4 km)
  • Cobbossee Colony Golf Course (6.2 mi / 10 km)
  • Natanis Golf Course (16.9 mi / 27.3 km)

Exploring the natural landscape of Winthrop

Whether you're looking for adventure or just want to take in the scenery, Winthrop is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Maranacook Lake (2.7 mi / 4.4 km)
  • Cobbosseecontee Lake (4 mi / 6.4 km)
  • Androscoggin Lake (5.2 mi / 8.4 km)
  • Echo Lake (9.5 mi / 15.3 km)
  • Belgrade Lakes Chain (16.1 mi / 25.8 km)
  • China Lake (22.6 mi / 36.3 km)

Transport to and around Winthrop

The nearest airport is in Augusta, ME (AUG-Augusta State), located 9.1 mi (14.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Waterville, ME (WVL-Robert Lafleur), which is 21.5 mi (34.6 km) away.

Frequently asked questions

What is the best area to stay in Winthrop when booking a holiday rental?
When considering a holiday rental in Winthrop, Maine, the area around Lake Maranacook is an excellent choice. This picturesque neighbourhood offers a tranquil setting with stunning views of the lake, making it great for those looking to enjoy nature and outdoor activities. The lake is a hub for fishing, kayaking, and swimming, allowing visitors to fully embrace the Maine summer experience.Another appealing area is the vicinity of Main Street, where you can find charming local shops and cafes. This part of Winthrop offers easy access to nearby attractions, including the Winthrop Historical Society and the scenic walking trails that weave through the surrounding landscapes.With a variety of properties available in these areas, ranging from cosy cabins to family-sized homes, you're sure to find a rental that suits your needs.
Where are the best areas for renting a beach house in Winthrop?
For renting a beach house in Winthrop, consider the scenic area along the shores of Maranacook Lake, where properties provide stunning waterfront views and easy access to swimming and kayaking. Many of the rental homes in this vicinity are equipped with amenities such as spacious decks, outdoor grills, and fire pits, making them superb for families or groups looking to enjoy lakeside activities and evening gatherings under the stars.Additionally, the nearby Winthrop Town Beach offers a more community-oriented experience, with sandy shores and picnic areas. Here, you can find charming cottages that often come with modern conveniences like fully equipped kitchens, comfortable living areas, and sometimes even kayaks or paddleboards for guests to use. The local area is also home to walking trails and parks, allowing for enjoyable strolls or hikes in the surrounding natural beauty.For those looking for a bit of local culture, the town centre of Winthrop features quaint shops and eateries, which add to the charm of the stay.
Where are the best Winthrop ski resort rentals?
For the best ski resort rentals near Winthrop, Maine, travellers should focus on the vicinity of the nearby ski areas such as the Big Rock Mountain. In the Winthrop area, you can find a range of accommodations from cosy cabins to spacious lodges that cater to both families and groups. Many of these properties come with amenities such as fully equipped kitchens, wood-burning stoves, and outdoor decks, ideal for enjoying the tranquil mountain surroundings after a day on the slopes.The area around Winthrop is also known for its picturesque landscapes and access to various outdoor activities. Rentals often feature rustic charm, with some offering additional perks like hot tubs, fire pits, and game rooms, superb for unwinding in the evenings. Moreover, the close-knit community provides a warm atmosphere, with local shops and restaurants just a short drive away for convenience.For those interested in exploring beyond skiing, the surrounding region is rich in opportunities for snowshoeing, snowmobiling, and even ice fishing.
What is the most popular type of holiday rental accomodation in Winthrop?
In Winthrop, holiday houses are the most popular type of holiday rental, with around 39 available in the area. These properties often feature spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor areas, making them ideal for families or groups looking to enjoy the natural beauty of Maine. Alongside these, there are approximately 24 cottages and 18 cabins, which provide a cozier, rustic experience, typically set in serene locations close to lakes and forests. While there are several apartments and villas available, the majority of visitors tend to favour the larger holiday houses and cabins for their ample space and home-like amenities.
Are there any family house rentals in Winthrop?
In Winthrop, Maine, there are numerous family-friendly house rentals available, with around 23 options throughout the area. This charming town has an inviting space for families, featuring spacious homes that often include fully equipped kitchens, comfortable living areas, and outdoor spaces for children to enjoy. Many properties are situated near local attractions, such as the scenic Maranacook Lake, superb for swimming and picnicking.Visitors can also discover nearby parks that provide playgrounds and ample space for outdoor activities. With the added conveniences of Wi-Fi and air conditioning commonly found in these homes, families can easily unwind after a day of exploration.
Are there pet-friendly house rentals in Winthrop?
In Winthrop, there are several pet-friendly house rentals available, offering a comfortable stay for travellers with furry companions. The area features diverse properties, ranging from charming lakeside cottages to spacious family homes, many of which come equipped with amenities such as fully equipped kitchens, outdoor spaces, and laundry facilities. These rentals typically provide a friendly space for families or groups, with cosy living areas and sometimes even fenced yards for pets to enjoy.Winthrop is close to beautiful natural surroundings, including the scenic Maranacook Lake, which offers opportunities for outdoor activities such as hiking and fishing. This lake area often has trails and picnic spots that are great for enjoying with pets. Additionally, the nearby conservation areas provide more options for exploring the outdoors, ensuring that both guests and their pets have plenty of space to roam and enjoy the fresh air.
Are there any remote work holiday rentals in Winthrop?
In Winthrop, Maine, there are numerous options for remote work holiday rentals, with around 87 available throughout the area. These properties are well-suited for those looking to combine work and leisure, often equipped with reliable internet access through third-party services and Wi-Fi available in both rooms and public areas. Many accommodations provide comfortable workspaces, allowing for productivity during your stay.The charming town of Winthrop is surrounded by beautiful natural scenery, making it an ideal setting for remote work. You can expect amenities such as fully equipped kitchens for preparing meals, spacious living areas for relaxation after work, and sometimes outdoor spaces to enjoy the fresh air. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Winthrop?
In Winthrop, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals, along with coffee and tea makers for a warm beverage to start the day. Many properties feature decks or patios, providing a lovely outdoor space to relax and enjoy the surroundings. Onsite parking is commonly available, making it convenient for travellers with vehicles.
When is the best time to visit Winthrop for a holiday rental?
The best time to visit Winthrop for a holiday rental is during the peak season from June to August, with July standing out as the most popular month. This vibrant period attracts families and outdoor enthusiasts who are eager to partake in various activities, such as hiking, fishing, and exploring the beautiful scenery of the surrounding area.During these summer months, temperatures typically range from 15 to 25 degrees Celsius, providing a comfortable climate for sightseeing and outdoor adventures. Visitors can enjoy the charm of Winthrop's picturesque Main Street, with its unique shops and local eateries, all while soaking in the stunning natural beauty that defines this region.For those looking for a more budget-friendly option, consider planning your trip in December. While this is the low season, it offers a magical winter wonderland atmosphere, superb for cosy getaways and enjoying the peaceful surroundings.
What are the top attractions in Winthrop?
In Winthrop, Maine, visitors can enjoy a range of attractions that showcase the area's natural beauty and local charm. The picturesque Maranacook Lake is a central feature, offering opportunities for swimming, kayaking, and fishing during the warmer months, while in winter, it transforms into a popular spot for ice fishing and snowmobiling.The nearby Mount Pisgah provides hiking trails with stunning views of the surrounding landscape, making it a favourite for outdoor enthusiasts. For those interested in local history, the Winthrop Historical Society offers insights into the region's heritage, and the quaint downtown area features charming shops and eateries, superb for leisurely strolls.Additionally, the annual Winthrop Lakes Region Chamber of Commerce events, including the Winthrop Summer Festival, highlight local arts, crafts, and food, drawing in both locals and visitors alike.
Are all fees included in the Winthrop holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Winthrop holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Winthrop with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Winthrop holiday homes?
You can find great discounts on holiday homes in Winthrop on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Winthrop holiday home booking on Bookabach?
To find Winthrop holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Winthrop?
A long-stay holiday home in Winthrop is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Winthrop holiday home?
Book your Winthrop holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Winthrop?
Prices for holiday homes in Winthrop vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Winthrop to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.