Winthrop vacation rentals

We found 165 vacation rentals — enter your dates for availability

Discover a selection of 15 homes and other vacation rentals in Winthrop that are perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll have the amenities you expect and more, including WiFi and parking. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Winthrop

Showing deals for:May 8 - May 15

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

9% off
Price is $434
$3,037 for 7 nights
All fees included
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

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Find out more about Winthrop

Why visit Winthrop

  • Outdoor Adventures: Winthrop offers a range of activities for nature lovers, including hiking, fishing, and kayaking on its stunning lakes.
  • Scenic Beauty: Experience breathtaking landscapes and peaceful retreats, perfect for relaxation and romantic getaways.
  • Charming Downtown: Explore a welcoming atmosphere with family-friendly activities, local shops, and historic civic buildings.
  • Cultural Experiences: Discover nearby cultural excursions that enrich your visit with local history and art.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cottages and charming cabins.

Popular types of accommodation in Winthrop

If you're planning a getaway to Winthrop, you'll find a variety of fantastic vacation rentals to suit your needs. Our most popular options include houses, cozy cottages, and charming cabins. Whether you're searching for house rentals or the inviting Winthrop Inn, we've got you covered with transparent information and great savings. Explore the best vacation rentals in Winthrop for a memorable stay.

  • Houses: These spacious homes are the top choice for visitors, offering the comfort and amenities of a home away from home, perfect for families or groups.
  • Cottages: Quaint and charming, cottages provide a cozy retreat, ideal for couples or small families seeking a peaceful getaway.
  • Cabins: Nestled in nature, cabins offer a rustic experience, perfect for those looking to enjoy outdoor adventures.
  • Apartments: Convenient and modern, apartments are great for travelers seeking a central location with essential amenities.
  • Condos: Offering a blend of comfort and community, condos are popular for those wanting a resort-like experience.**

Top attractions near Winthrop

Winthrop, Maine, offers a perfect blend of outdoor adventures and scenic beauty, making it an ideal destination for romantic getaways. Visitors can explore the area's stunning lakes, historic civic buildings, and urban parks. Whether you're seeking cultural experiences, outdoor activities, or a relaxing beach atmosphere, Winthrop has something for everyone to enjoy during their stay.

  • Cobbosseecontee Lake: A picturesque lake located 4 miles from Winthrop, offering beautiful beach areas and stunning scenery. It's perfect for outdoor activities like swimming, fishing, and kayaking, making it an ideal romantic getaway.
  • Augusta Civic Center: Situated 9 miles away, this event venue hosts various conferences and business events, providing a professional atmosphere for networking and gatherings.
  • University of Maine at Augusta: Also 9 miles from Winthrop, this modern college exudes vibrant city vibes, featuring a contemporary campus and opportunities for educational enrichment.

Things to do recommended for couples

For a romantic getaway in Winthrop, venture to Spruce Mountain Jay, just 16 miles away, for skiing and scenic views. Alternatively, enjoy the thrill at Lost Valley Ski Resort, located 19 miles from town, where you can share exciting moments on the slopes together.

Things to do recommended for families

Your family will have a blast at the Kennebec Ice Arena, just 8 miles from Winthrop, where you can enjoy ice skating in a fun and vibrant atmosphere filled with sports and adventure.

Things to do recommended for groups

Experience a round of golf at Augusta Country Club, just 5 miles from Winthrop, or enjoy a captivating performance at the Theatre at Monmouth. For adventure seekers, the Kennebec River Rail Trail offers stunning scenery and outdoor fun, located 10 miles away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When traveling with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Winthrop with a group: Think about how many bedrooms you'll require and any additional features you might want, like a complete kitchen or outdoor area for gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Winthrop with young kids: Traveling with young kids can be a bit tough. It’s important to prioritize their comfort and safety, along with amenities suitable for their age, like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winthrop: For many, a family vacation isn’t truly enjoyable without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winthrop: If you're searching for vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, 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 as well.

Where to stay near Winthrop

Winthrop, Maine, is a charming destination perfect for outdoor enthusiasts and those seeking a romantic getaway. Explore downtown Winthrop, where family-friendly activities and a welcoming atmosphere abound. Nearby, you can discover breathtaking scenery and cultural excursions. For the adventurous at heart, the Winthrop experience offers great locations to indulge in nature and relaxation. Whether you're looking for an exciting adventure or a peaceful retreat, Winthrop has something special for every traveler.

  • Augusta: Augusta is the vibrant capital city of Maine, located 10 miles away from Winthrop. Known for its picturesque outdoor scenery, Augusta offers a romantic experience for visitors. Outdoor enthusiasts can explore nearby lakes and beaches, perfect for family outings or serene moments by the water. The city is also home to shopping centers and a ski field, making it a versatile destination for both relaxation and adventure. Key attractions include educational venues that celebrate the city’s history and culture, ensuring a well-rounded travel experience.
  • North Monmouth: Situated only 3 miles from Winthrop, North Monmouth is a charming city that beckons travelers with its stunning outdoor landscapes and recreational areas. This quaint destination is ideal for those seeking natural beauty and romance. Visitors can enjoy activities such as hiking around beautiful lakes and relaxing by local beaches. The area also boasts various water features that enhance the scenic experience, providing perfect spots for picnics or quiet reflection. North Monmouth’s close-knit community adds to its allure, offering a welcoming atmosphere.
  • Manchester: Located 6 miles from Winthrop, Manchester is a delightful city known for its outdoor activities and beautiful scenery. Golf enthusiasts will appreciate the local golf courses and private country clubs that cater to all skill levels. The area features stunning lakes and family-friendly beaches, making it an excellent choice for a day outdoors. The combination of lush landscapes and recreational opportunities ensures that visitors can enjoy both relaxation and adventure, all within a picturesque setting that feels like a getaway.

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 vacation? Consider being flexible with your travel dates, as prices can fluctuate. Also, booking an extended stay can result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

Plan your group getaway by booking an eligible Vrbo and earn OneKeyCash on your total reservation. Being the planner truly has its rewards. When you enroll in our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, or review and organize your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Winthrop getaway

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

Winthrop's unique local attractions

Winthrop has a unique claim to fame: it's home to the only active inland waters lighthouse in Maine. The Ladies Delight Light is a small lighthouse in the North Bay of Lake Cobbosseecontee. Dating back to 1908, and just 25 feet tall, the tower is maintained by Cobbosseecontee Yacht Club. A 10-minute drive from a Winthrop vacation rental, Cobbosseecontee has many miles of shoreline, dotted with pretty coves and little islands. It's a popular family-friendly destination for sailing, swimming, picnicking, sunbathing, water skiing and canoeing. There's also a small golf course nearby.

Lakeside fun in Winthrop

The village of Winthrop sits between the beautiful lakes of Annabessacook and Maranacook. With a historic library, bustling shops and historic mill buildings, downtown Winthrop has a pleasant village feel and can be explored by foot. But, if you want more shopping and dining choices, you're just a 20-minute drive from downtown Augusta. The village also boasts a small but pristine public beach on the southern banks of Maranacook Lake. It's an idyllic spot for lake swimming and kayaking. In summer, this is the location for fun, family-friendly events and concerts or, come winter, ice-fishing and cross-country skiing.

Enjoy seasonal color in Winthrop

Winthrop vacation rentals are a short drive from the Androscoggin, Maine's 3rd largest river. Along the green miles of its riverbank, the Androscoggin Riverlands State Park attracts skiers and snowmobilers in winter. In lake spring and summer, you can hike, kayak, canoe, drive ATVs and horseback ride along its many trails. Strolling through the woodlands in the fall is a glorious way to enjoy the autumnal color, although the park is also a popular hunting destination, so be sure to stay visible by wearing bright orange if hiking during the season.

Winthrop's great outdoors

A Winthrop vacation rental is a great choice for birders – the nearby lakes provide opportunities to spot bald eagles, ospreys and loons. Anglers will be in heaven too: fish for bass and perch on Wilson Pond, or head to Androscoggin Lake to try your luck with bass and trout. Many hiking, biking and horseback riding trails cut through the local area. From your Winthrop vacation rental, one of the closest is the Mount Pisgah Fire Trail, a short but rewarding walk through woodland, wild flowers and blueberry bushes to an old observation tower with panoramic views over the sparkling local lakes and gently rolling acres of forest.

Transportation to and around Winthrop

The nearest airport is in Augusta, ME (AUG-Augusta State), located 9.1 mi (14.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly 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 vacation rental?
When planning a vacation in Winthrop, Maine, one of the best areas to consider for a rental is the charming waterfront along Lake Maranacook. This scenic location not only offers beautiful views but also provides easy access to various outdoor activities. Here, you can enjoy swimming, fishing, and kayaking, making it great for those who appreciate a lakeside retreat. The area has a good number of vacation rental properties, suiting various group sizes and preferences.

Another great neighborhood to explore is the Historic District of Winthrop. Staying here allows you to immerse yourself in the town's rich history, with its quaint streets lined with well-preserved architecture and local shops. You'll also be close to the Winthrop Center for the Arts, which hosts events and exhibits, offering a glimpse into the local culture.
How much does it cost to rent a vacation home in Winthrop?
Prices for vacation 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 vacation 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, the area around Maranacook Lake and the nearby Winthrop Town Beach is ideal. This location offers a picturesque setting with easy access to sandy shores and tranquil waters superb for swimming and kayaking. Many beach houses in this area come equipped with amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully stocked kitchens to facilitate family meals.

Additionally, the lakeside cabins often feature private docks, allowing for direct access to water activities like fishing and boating. Some properties provide recreational equipment, such as kayaks and paddleboards, enhancing the beach experience for travelers.

Nearby attractions include the scenic trails of the nearby Kennebec Highlands, ideal for hiking and exploring the local flora and fauna. Rentals in this region may also come with amenities such as cozy fireplaces for cooler evenings and outdoor grills for summer barbecues, making it a superb getaway for families and friends looking to enjoy a lakeside retreat.
Where are the best Winthrop ski resort rentals?
For ski resort rentals near Winthrop, Maine, travelers should look towards the nearby area of Sugarloaf, which is about a 30-minute drive away. Winthrop itself is a picturesque town that offers a range of accommodations, including cozy cabins and lodges that cater to winter sports enthusiasts. Many rental properties in the Winthrop area feature amenities such as wood-burning stoves or fireplaces, ideal for warming up after a day on the slopes.

In the vicinity of Sugarloaf, visitors can find a variety of ski-in/ski-out condos and chalets, which provide direct access to the ski lifts and trails. These accommodations often come with modern conveniences like fully equipped kitchens, spacious living areas, and some even include private hot tubs or saunas for relaxation.

Additionally, the surrounding region is rich in outdoor activities, with opportunities for snowshoeing and snowmobiling. Accommodations near the Carrabassett Valley area also provide close proximity to local dining options and shops, enhancing the overall experience for travelers looking to enjoy both skiing and the charming local culture of Maine.
What is the most popular type of vacation rental accomodation in Winthrop?
In Winthrop, vacation houses are the most popular rental option, with about 15 available throughout the area. These houses often feature multiple bedrooms, fully equipped kitchens, and spacious living areas, providing a comfortable environment for families or groups. Many also come with outdoor spaces such as decks or patios, superb for enjoying the serene surroundings. Additionally, there are several cottages and cabins that offer a more rustic experience, typically located in nature and providing cozy interiors and proximity to local lakes and trails. Apartment and villa options are also available, enhancing the choice for travelers seeking different types of accommodations in this charming Maine town.
Are there any family house rentals in Winthrop?
In Winthrop, Maine, families will find a variety of vacation homes available, with around 26 options to choose from. The charming town has a friendly setting, superb for gatherings and family fun. Many of these properties come equipped with spacious living areas, full kitchens for preparing meals together, and outdoor spaces where children can play and explore. Common amenities include Wi-Fi, air conditioning, and sometimes even game rooms or access to nearby lakes for swimming and fishing.

This area is close to beautiful spots like Maranacook Lake, which is ideal for a day of swimming or boating, and the scenic trails at nearby parks that are superb for hiking and biking.
Can I find long-stay vacation rentals in Winthrop?
A long-stay vacation rental in Winthrop is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Winthrop?
In Winthrop, there are several pet-friendly house rentals available, providing a welcoming environment for travelers accompanied by their furry friends. Many of these vacation rentals come equipped with essential amenities such as fully stocked kitchens, spacious living rooms, and outdoor spaces where pets can enjoy the fresh air. Some properties may even feature fenced yards, making it easier for pets to roam freely while their owners relax.

The town is surrounded by picturesque lakes and scenic views, offering ample opportunities for outdoor activities. Nearby, the Kennebec Highlands and its trails provide great spots for hiking and exploring nature with pets. Additionally, the local parks in the area often welcome pets on leashes, allowing for enjoyable strolls and picnics.
Are there any remote work vacation rentals in Winthrop?
In Winthrop, Maine, there are plenty of options for remote work vacation rentals, with around 29 properties available. This charming town, situated near the picturesque Lake Maranacook and surrounded by beautiful natural landscapes, provides a serene environment ideal for productivity. Travelers can expect rentals that come equipped with essential amenities for remote work, including Wi-Fi, dedicated desk spaces, and comfortable office chairs. Many properties also feature cozy living areas and fully equipped kitchens, making it easy to unwind after a day of work.

Winthrop is known for its outdoor recreational activities, so you'll also find opportunities for hiking, fishing, and enjoying the tranquil lakeside scenery during breaks. The town's welcoming atmosphere and access to local cafes can provide additional spots for a change of scenery while working remotely. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Winthrop vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Winthrop with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, kitchens, patios, coffee and tea makers, and waterfront locations. Many rentals are situated near the picturesque lakes, offering guests a serene atmosphere for relaxation. The inclusion of a kitchen allows travelers to prepare their meals, while patios provide a superb spot to enjoy the natural surroundings.
When is the best time to visit Winthrop for a vacation rental?
The best time to book a vacation rental in Winthrop is during the peak season of June to August, with July being particularly popular among travelers. These summer months draw nature enthusiasts and outdoor adventurers, eager to explore the stunning landscapes and partake in activities like hiking, kayaking, and fishing in the pristine waters of the region.

During this period, temperatures typically range from the mid-50s to the mid-80s Fahrenheit, creating ideal conditions for outdoor pursuits and sightseeing. Visitors can enjoy the beautiful scenery of the surrounding mountains, charming local shops, and the vibrant community events that make Winthrop so inviting.

If you're looking for a more budget-friendly option, consider visiting in December. While this month may be quieter, it offers a unique charm with winter activities such as snowshoeing and cross-country skiing, along with the beauty of a snow-covered landscape. The festive atmosphere during the holidays can also add a special touch to your experience.

Ultimately, your ideal time to visit Winthrop will depend on your preference for lively summer activities or the peacefulness of winter's embrace.
How early should I book a Winthrop vacation rental?
Book your Winthrop vacation 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 vacation 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 range of attractions centered around its beautiful lakes and outdoor activities. The area around Maranacook Lake is popular for swimming, fishing, and kayaking, with several vacation rentals offering easy access to the water. The town's charming downtown features local shops and eateries, where travelers can experience the community's welcoming atmosphere.

Nearby, the Winthrop Lakes Region offers opportunities for hiking and exploring nature trails, making it ideal for outdoor enthusiasts. For those interested in winter sports, the surrounding areas provide access to cross-country skiing and snowshoeing trails.
Can I change or cancel my Winthrop home rental booking on Vrbo?
To find Winthrop vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, 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 organizing 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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