Winthrop holiday lettings

We found 171 holiday rentals — enter your dates for availability

Discover a selection of 16 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:24 Apr - 1 May

Image gallery for One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

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10 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

Mt Vernon

8% off
Price is £2,475
for 7 nights, 1 cottage
£354 per night
includes taxes & fees
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

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Why visit Winthrop

  • Scenic Lakes: Enjoy the tranquil beauty of local lakes, perfect for swimming, kayaking, or picnicking.
  • Winthrop Park: Relax in this urban park, featuring picturesque walking paths and recreational facilities.
  • Winthrop Beach: Experience a charming beach atmosphere, ideal for sunbathing and leisurely strolls.
  • Historic Civic Buildings: Explore the town's rich history through its well-preserved civic architecture.
  • Charming Accommodations: Choose from cosy cottages, rustic cabins, or spacious apartments for a delightful stay.

Popular types of accommodation in Winthrop

Discover an array of charming accommodation options in Winthrop, including houses, cosy cottages, and rustic cabins. Whether you're seeking spacious apartments in Winthrop or inviting holiday rentals, we have something to suit every traveller's needs. Our platform ensures transparency, allowing you to find the perfect Winthrop rentals for your getaway, whether it's a family holiday or a romantic retreat.

  • Houses: The top choice for visitors to Winthrop, offering spacious and comfortable settings ideal for families or groups.
  • Cottages: A delightful option for those seeking a quaint and charming atmosphere, perfect for a relaxing getaway.
  • Cabins: A popular selection for nature enthusiasts, providing a rustic escape surrounded by beautiful scenery.
  • Apartments: Conveniently located, these options are great for couples or solo travellers wanting a homely feel.
  • Condos: A modern choice that combines comfort and amenities, perfect for a leisurely stay.**

Top attractions near Winthrop

Winthrop, Maine, is perfect for outdoor enthusiasts and those seeking a romantic getaway. Explore the scenic beauty of local lakes, historic civic buildings, and urban parks. Notable attractions include Winthrop Park and Winthrop Beach, offering a delightful blend of culture and natural beauty. Whether you're travelling with family, friends, or a partner, Winthrop promises a memorable experience amidst its charming landscapes.

  • Cobbosseecontee Lake: A serene lake perfect for outdoor activities, offering stunning scenery and a romantic atmosphere. Enjoy swimming, picnicking, or simply relaxing on the beach while taking in the breathtaking views.
  • Augusta Civic Center: This versatile event and conference venue hosts a variety of business events and performances, making it a hub of activity and networking opportunities in the region.
  • Maine State House: A beautiful historic building that showcases Maine's rich culture and history. Take a guided tour to explore its stunning architecture and learn about the state's governance.

Things to do recommended for couples

For a romantic getaway in Winthrop, consider skiing at Lost Valley Ski Resort or Spruce Mountain Jay, both offering thrilling slopes just 19 and 9.9km away, respectively. Embrace the snowy landscapes together, creating unforgettable memories while enjoying the invigorating sports vibes of the area.

Things to do recommended for families

Families visiting Winthrop can enjoy a delightful time at the Kennebec Ice Arena, located 5.0km away. This ice skating venue offers a fun-filled atmosphere with sports and adventure, making it a perfect spot for a family day out.

Things to do recommended for groups

Enjoy a round of golf at Augusta Country Club, only 3.1km from Winthrop, or immerse yourselves in culture at the Theatre at Monmouth, also 3.1km away. For adventure, explore the scenic Kennebec River Rail Trail, situated 6.2km from town.

What do I need to keep in mind when booking a vacation in 'Winthrop

Whether you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's important to filter your options based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Winthrop with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to Winthrop with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
  • Taking your pets with you to Winthrop: For many families, a holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Winthrop: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Winthrop

Winthrop, Maine, offers a delightful blend of outdoor adventures and serene landscapes, perfect for a romantic getaway or a relaxing family holiday. Explore the charming town's friendly atmosphere, where excursions abound, and culture thrives. Venture into nearby regions to uncover stunning houses and vibrant neighbourhoods. Whether you're enjoying tranquil lakes or the lively local scene, Winthrop invites you to immerse yourself in its natural beauty and warm community spirit.

  • North Monmouth: North Monmouth is a charming town located a mere 1.9km from Winthrop. Renowned for its scenic beauty, this destination is perfect for those seeking outdoor adventures and romantic getaways. Visitors can enjoy a variety of recreational activities amid its picturesque landscapes, featuring serene lakes and inviting beaches. The area is ideal for leisurely strolls, picnics, and water-based fun, making it a splendid choice for families and couples alike. With its tranquil atmosphere, North Monmouth provides a refreshing escape into nature.
  • Manchester: Situated 3.7km from Winthrop, Manchester invites travellers to indulge in its delightful outdoor offerings. This lovely city is popular among golf enthusiasts, boasting several golf courses and country clubs that cater to players of all skill levels. Beyond golf, visitors can relish the stunning scenery and enjoy the family-friendly beaches and lakes. The town's welcoming vibe and picturesque surroundings make it a favourite spot for those looking to unwind and connect with nature while enjoying some recreational activities.
  • Wayne: Located 3.1km from Winthrop, Wayne is a picturesque town that captivates visitors with its outdoor allure. Known for its skiing facilities and recreational areas, Wayne is perfect for adventure seekers, especially in winter when the ski resorts come alive. The proximity to beautiful lakes and family-friendly beaches further enhances the charm of this destination. Whether you're hitting the slopes or enjoying a relaxing day by the water, Wayne offers a delightful blend of scenic beauty and outdoor activities for all ages.

Best time to go to Winthrop

If you're planning a trip to Winthrop, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.8°F (-6.2°C)Light RainMostly SunnyLowSlightly Low
February22.5°F (-5.3°C)Light RainMostly CloudyAverageAverage
March30.4°F (-0.9°C)Light RainMostly CloudyAverageSlightly Low
April42.4°F (5.8°C)Light RainMostly CloudyAverageSlightly Low
May54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
June62.1°F (16.7°C)Light RainMostly SunnyHighSlightly High
July69.1°F (20.6°C)Light RainMostly SunnyHighSlightly High
August68.0°F (20.0°C)Light RainMostly SunnyHighSlightly High
September61.0°F (16.1°C)Light RainMostly SunnyAverageAverage
October49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
November37.6°F (3.1°C)Light RainMostly SunnyLowAverage
December28.2°F (-2.1°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo accommodation that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's innovative Trip Board offers you a dedicated area to plan new trips, pick up from where you left off, or review and organise your travel arrangements. You can easily find the properties you’ve previously saved and booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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)
  • Cobbossee Colony Golf Course (6.2 mi / 10 km)
  • Belgrade Lakes Golf (15.5 mi / 24.9 km)
  • Spruce Mountain Jay (16.4 mi / 26.4 km)
  • Samantha Smith (9.9 mi / 16 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)
  • Echo Lake (9.5 mi / 15.3 km)
  • Capitol Park (9.8 mi / 15.8 km)
  • Kennebec River Rail Trail (10 mi / 16.1 km)
  • Belgrade Lakes Chain (16.1 mi / 25.8 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 most appealing area to stay in is the vicinity surrounding Lake Maranacook. This picturesque neighbourhood offers a serene lakeside experience, great for those looking to immerse themselves in nature and outdoor activities. With a variety of properties available, you can find charming cabins and cosy homes that provide stunning views of the lake, making it an ideal spot for families and couples alike.

In addition to the natural beauty, Lake Maranacook is home to numerous recreational opportunities. Visitors can enjoy fishing, kayaking, or simply lounging by the water's edge. The nearby Maranacook Lake Park is a delightful spot for picnics and leisurely walks, providing a great setting for relaxation and family gatherings.

Another excellent area to consider is the town centre of Winthrop, where you will find a blend of local shops, restaurants, and cultural attractions. Staying here puts you within easy reach of the Winthrop Historical Society, which offers fascinating insights into the town's rich history. The variety of properties in this area caters to different preferences, from quaint cottages to more modern accommodations, ensuring that you can find something that suits your needs.
How much does it cost to rent a holiday home in Winthrop?
Prices for holiday rentals 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Winthrop to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Winthrop holiday house rentals?
You can find great discounts on house rentals in Winthrop on Vrbo, 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.
Where are the best areas for renting a beach house in Winthrop?
For renting a beach house in Winthrop, Maine, travellers should focus on the picturesque waterfront along Lake Maranacook, which offers a variety of holiday rentals with easy access to sandy beaches and serene views of the water. The area around the public beach features charming cottages and family homes that often come equipped with amenities such as private docks, outdoor grilling areas, and spacious decks, making them ideal for family gatherings or relaxing getaways.

Additionally, the northern shore of the lake near the town centre provides convenient access to local shops, eateries, and recreational activities. Many properties in this area have features like fully equipped kitchens, allowing guests to prepare meals with local produce, and some even include kayaks or canoes for exploring the lake.
Where are the best Winthrop ski resort rentals?
For ski resort rentals near Winthrop, Maine, travellers should focus on the nearby area of Sugarloaf Mountain, which is known for its extensive skiing opportunities. The charming town of Carrabassett Valley, located just a short drive from Sugarloaf, offers a variety of rental options, including lodges and chalets that cater to different group sizes. Many of these properties come equipped with amenities such as fully stocked kitchens, spacious living areas, and sometimes even hot tubs or saunas, great for relaxing after a day on the slopes.

In addition to Carrabassett Valley, nearby Stratton Village provides a mix of ski-in/ski-out properties, which are ideal for those looking for convenience. These rentals often feature modern finishes, fireplaces, and access to community facilities like fitness centres and heated pools. The village atmosphere is vibrant, with shops and eateries within walking distance, making it easy for guests to enjoy après-ski activities.
What is the most popular type of holiday rental accomodation in Winthrop?
In Winthrop, holiday houses are the most popular type of accommodation, with around 14 available throughout the area. These properties typically offer spacious layouts, multiple bedrooms, and amenities such as fully equipped kitchens and outdoor spaces, making them ideal for families or groups looking to enjoy the natural beauty of Maine. Additionally, there are several cottages and cabins that provide a more rustic experience, often featuring charming interiors and proximity to local lakes and outdoor activities. Apartments and villas are also available, suiting those who prefer a more compact or luxurious stay.
Are there any family house rentals in Winthrop?
In Winthrop, Maine, there are around 25 family-friendly house rentals available, making it a wonderful destination for groups and families. The town is located near the picturesque Maranacook Lake, providing plenty of opportunities for outdoor activities. Many of the homes feature spacious living areas, full kitchens ideal for preparing meals together, and outdoor spaces for children to enjoy.
Can I find long-stay holiday rentals in Winthrop?
A long-stay holiday rental 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Winthrop?
In Winthrop, there are several pet-friendly house rentals available, with a total of sixteen options for travellers to consider. Many of these properties offer amenities that cater to both human and pet guests, such as spacious yards for play, outdoor patios, and fully equipped kitchens for convenient self-catering during your stay.
Are there any remote work holiday rentals in Winthrop?
In Winthrop, Maine, there are numerous remote work-friendly holiday rentals available, with around 32 options to choose from. This charming town, situated by the scenic Maranacook Lake, offers a peaceful environment for those looking to blend work and leisure. Many properties come equipped with amenities tailored for productivity, including dedicated office spaces, desks, ergonomic chairs, and reliable Wi-Fi, ensuring a comfortable and efficient work setup. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winthrop holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals 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 on Vrbo 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.
What are popular rental amenities in Winthrop?
In Winthrop, popular holiday rental amenities typically include fully equipped kitchens, which are essential for travellers looking to prepare their own meals. Rentals often feature essential appliances such as microwaves, refrigerators, and stovetops, alongside cookware, dishware, and utensils to facilitate cooking. These amenities provide guests with the convenience of home cooking while enjoying their stay in this charming area.
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 summer months, particularly in July, when the area comes alive with vibrant outdoor activities and stunning natural beauty. This peak season runs from June to August and is great for those seeking adventure and relaxation amidst picturesque landscapes.

During July, temperatures typically hover in the mid-teens to low 20s Celsius, providing an inviting climate for hiking, kayaking, and exploring the charming local shops and restaurants. The warm weather makes it ideal for outdoor enthusiasts to enjoy the scenic trails and nearby lakes, ensuring plenty of opportunities for memorable experiences in the great outdoors.

If you're looking for a more budget-friendly option, consider planning your visit in December. While this month is quieter in terms of tourist activity, it offers a unique charm with wintertime scenery and the potential for snow-related activities, great for those who appreciate a serene escape.
How early should I book a Winthrop holiday rental?
Book your Winthrop holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Winthrop?
In Winthrop, Maine, visitors can enjoy a variety of attractions that showcase the area's natural beauty and local charm. The picturesque Maranacook Lake offers opportunities for swimming, fishing, and kayaking, with several spots along the shore ideal for a peaceful day out. For those interested in hiking, the nearby Mount Pisgah provides trails with stunning views of the surrounding landscape.
Can I change or cancel my Winthrop home rental booking on Vrbo?
To find Winthrop holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Winthrop holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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