Winthrop vacation rentals

We found vacation rentals — enter your dates for availability

Discover a selection of 14 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.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Winthrop

Find out more about Winthrop

Why visit Winthrop

  1. Outdoor Adventures: Winthrop is a paradise for nature lovers, offering activities like hiking, kayaking, and fishing in its beautiful lakes.
  2. Charming Historic Downtown: Explore the welcoming atmosphere and unique shops in the historic downtown area.
  3. Scenic Views: Enjoy breathtaking landscapes throughout Western Maine, perfect for a romantic getaway or family excursions.
  4. Diverse Accommodations: Choose from cozy apartments, spacious condos, and charming vacation homes tailored to every traveler's needs.
  5. Rich Cultural Experience: Engage with friendly locals and savor local cuisine, enhancing your vacation experience.

Popular types of accommodation in Winthrop

If you're considering a getaway to Winthrop, you’ll find a variety of appealing vacation rental options to suit your needs. Our most popular accommodations include cozy apartments, inviting houses, and charming cottages. Whether you're searching for bedroom rentals in Winthrop or spacious houses in Augusta, you're sure to find the perfect place to relax and enjoy your stay.

  • Apartments: The top choice for visitors in Winthrop, offering comfortable living spaces ideal for solo travelers or families.
  • Houses: A favored option for those seeking a home-like atmosphere, perfect for groups or families wanting privacy.
  • Cottages: Quaint and cozy, these rentals provide a charming atmosphere for a peaceful getaway.
  • Cabins: Perfect for nature enthusiasts, these rustic retreats offer a unique escape in the woods.
  • Condos: A popular choice that combines convenience with amenities for a relaxed stay.**

Top attractions in Winthrop

Winthrop, Maine, is perfect for outdoor enthusiasts and those seeking scenic romance. Visitors can explore local attractions like beautiful lakes, historic colleges, and modern universities. The area offers a rich cultural experience, ideal for adventure seekers and nature lovers. Don't miss out on activities such as Maine adventures, summer camps, and scenic view houses to enhance your visit and create lasting memories.

  1. Cobbosseecontee Lake: A serene destination just 4 miles from Winthrop, offering romantic beach vibes, stunning outdoor scenery, and activities like kayaking and fishing amid beautiful landscapes.
  2. Augusta Civic Center: Located 9 miles away, this event venue hosts a variety of conferences and business events, making it a hub for professional gatherings and community activities.
  3. Maine State House: A historic civic building 10 miles from Winthrop, it showcases Maine's rich culture and government history, with beautiful architecture and guided tours available.

Things to do recommended for couples

For a romantic getaway in Winthrop, enjoy skiing together at Lost Valley Ski Resort, located 19 miles away, or Spruce Mountain Jay, just 16 miles away. Embrace the thrill of the slopes and warm up with cozy evenings by the fire, creating unforgettable memories together.

Things to do recommended for families

In Winthrop, families can enjoy ice skating at Kennebec Ice Arena, unwind at the tranquil Martin Point recreation park, and catch a thrilling event at Androscoggin Bank Colisee. Each spot offers a unique blend of fun, relaxation, and sports for all ages.

Things to do recommended for groups

Experience a round of golf at the Augusta Country Club, enjoy a captivating performance at the Theatre at Monmouth, or shop for unique finds at Turnpike Mall. These activities, all within a short drive from Winthrop, promise fun and memorable moments for your group!

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Winthrop with a group: Think about how many bedrooms you’ll require, as well as any additional features like a fully-equipped kitchen or outdoor areas for group activities. Thankfully, you can easily refine your search for these options and more on Vrbo.
  • Traveling to Winthrop with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winthrop: For many families, a trip wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Winthrop: If you’re in search of vacation 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 in Winthrop

Winthrop, Maine, offers a charming blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or family-friendly excursions. Explore the historic downtown, where friendly locals enhance the welcoming atmosphere. Nearby, discover the wonders of Western Maine, with its picturesque landscapes and vibrant communities. Whether you're hiking, relaxing by the water, or enjoying local cuisine, Winthrop promises a memorable vacation experience filled with tranquility and exploration.

  • Brunswick: Located 27 miles from Winthrop, Brunswick is a charming city known for its stunning outdoor scenery and romantic ambiance. Visitors can explore the historic Bowdoin College campus, which features beautiful architecture and manicured grounds. The nearby beaches and lakes provide perfect spots for relaxation and water activities. Outdoor enthusiasts can enjoy hiking and biking trails, while shoppers can peruse local boutiques and a shopping mall center. Brunswick's vibrant arts scene and cozy cafés make it a delightful destination for both adventure seekers and those looking for a peaceful retreat.
  • Waterville: Just 24 miles from Winthrop, Waterville is a city that thrives on outdoor adventure and breathtaking scenery. Known for its picturesque hiking trails and proximity to national state parks, visitors can immerse themselves in nature through various recreational activities. The historic Colby College adds a cultural touch, with art exhibits and performances available to the public. For winter sports enthusiasts, the nearby ski fields provide exciting opportunities for skiing and snowboarding. Whether you're looking for thrilling adventures or serene landscapes, Waterville has something for everyone.
  • Lewiston: Situated 18 miles from Winthrop, Lewiston is a vibrant city that offers a perfect blend of outdoor experiences and romantic settings. The area boasts beautiful lakes and modern college universities, enhancing its educational and recreational appeal. Outdoor activities abound, with ski fields and resorts catering to winter sports lovers. Visitors can also enjoy leisurely walks along the scenic waterfront or relax at local beaches. Lewiston's rich cultural heritage, combined with its array of attractions, makes it a must-visit for those exploring the region.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 SunnyHighAverage
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 SunnyLowSlightly High
December28.2°F (-2.1°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Keeping your travel dates flexible can help, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on your total booking amount. Being the planner truly has its rewards! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on qualifying reservations. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform where you can plan new trips, resume previous ones, or organize your travel plans. You can easily access the properties you've saved or booked, categorized as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

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 most popular type of vacation rental accommodation in Winthrop?
Cabins are the most popular type of vacation rental in Winthrop, according to our data. Even if you’ve got a different idea about what you want, Vrbo has vacation homes in a variety of sizes and shapes. Take a look at our options to find your perfect Winthrop pad.
How much does it cost to rent a vacation rental in Winthrop?
Length of stay, season and property type are some things that can determine the price of a vacation home. Simply click on your dates of travel to find your ideal match. From comfy cabins to expansive luxury villas, all Vrbo vacation rentals offer incredible value.
How much does it cost to rent a beach house in Winthrop?
When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Put in your Winthrop travel dates to view your available options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to select the amenities and features you want in your rental.
Are there pet-friendly vacation rentals in Winthrop?
Happily, yes. You can pick from 17 vacation homes that welcome pets in Winthrop on Vrbo. Our furry kids need to get away from it all too, so simply use our search function for pet-friendly vacation rentals to find a property where your pooch can get in on the family fun.
What are popular rental amenities in Winthrop?
When it comes to rental amenities that people look for in Winthrop, a sauna, a nearby river and a water view are the most popular. With Vrbo vacation homes, you’ll find options to suit your style and taste, whether you’re going on a vacation with family members, friends or even pets.
Are there large group vacation rentals in Winthrop?
With three vacation rentals that can sleep 10 guests or more in Winthrop, there’s no need to hold back on your invites. From family vacations to special events like birthday parties and weddings, Vrbo can help you find a large group rental to match the occasion.
Are there vacation rentals in Winthrop that welcome kids?
Winthrop has 17 family-friendly vacation homes. And securing a stay that welcomes children is a breeze with Vrbo’s “Properties good for families” filter. Besides having the entire place to yourselves, you’ll have access to perks and conveniences like dining rooms, yards and private pools.
Are there one-bedroom vacation rentals in Winthrop?
Yes, there are two one-bedroom properties in Winthrop to select from. A one-bedroom vacation home is a wonderful choice if it’s just the two of you or if you’re flying solo. Throw in more convenience, space and privacy compared to a standard hotel, and you’re sure to have an unforgettable trip.
Can I find two-bedroom vacation rentals in Winthrop?
Winthrop has eight two-bedroom vacation properties for you to select from. Discover a vacation home with all the space and comfort you need at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Winthrop?
Whether you want to keep up with the latest headlines, write a few emails or update your social media, there are eight vacation homes with WiFi in Winthrop. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Winthrop?
Decide on your travel dates and then use our filters to find vacation rentals with ac in Winthrop on Vrbo. With 12 air-conditioned properties available here, you can enjoy a comfy and cool stay.
How old do you have to be to rent a vacation rental in Winthrop?
You’ll have to check with the Winthrop vacation rental you’re considering on Vrbo as the age limit varies. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Winthrop for?
The amount of time you can book a Winthrop vacation rental for depends on each property. Just tap in your preferred travel dates to view options offering extended stays. They have the things you need to make your extended break more convenient and comfortable, such as kitchens and air conditioning. Some Vrbo vacation properties may also offer weekly or monthly discounts, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Winthrop?
On Vrbo, we’ve got some fabulous discounts and deals for Winthrop. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re looking for a weekend getaway or a longer stay, Vrbo offers a variety of options for every style and budget.

More Vacation Rentals ideas

People also search for