Winthrop holiday lettings

We found 173 holiday rentals — enter your dates for availability

Discover a selection of 15 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 Oct - 31 Oct

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)
  • Belgrade Lakes Golf (15.5 mi / 24.9 km)
  • Spruce Mountain Jay (16.4 mi / 26.4 km)
  • Natanis Golf Course (16.9 mi / 27.3 km)
  • Cobbossee Colony Golf Course (6.2 mi / 10 km)
  • Samantha Smith (9.9 mi / 16 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)
  • 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)
  • Kennebec River (24.3 mi / 39.1 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 most popular type of holiday rental accommodation in Winthrop?
The most desirable types of holiday rentals in Winthrop are houses. Hoping for something different? Vrbo has many options to match our guests' unique requirements, so you'll see properties in all shapes and sizes. The perfect home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday rental in Winthrop?
The average price for a holiday rental in Winthrop depends on a number of factors, such as length of stay, season and property type. Whether you're thinking about a sprawling house with room for friends and family or a quaint cabin that's perfect for two, just enter your dates of travel to find stays with great value.
How much does it cost to rent a beach house in Winthrop?
The average price for a holiday rental close to the beach in Winthrop will depend on when you're going and the style and size of property you want. You can find prices easily and quickly on Vrbo by entering your destination and travel dates. Then use the filters to select the number of bedrooms and amenities essential to you, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday rentals in Winthrop?
You're in luck. There are. You can choose from 16 stays that roll out the welcome mat in Winthrop on Vrbo. Our furry best friends deserve a break too, so simply use our search function for pet-friendly holiday rentals to book a property where your puppy dog can be near his favourite humans.
What are popular rental amenities in Winthrop?
Some of the most popular rental amenities guests are looking for in Winthrop are a garden, a nearby river and a lake view. Whether you're travelling with family, your besties or even pets, Vrbo holiday rentals have the best amenities for starting a new adventure with the people closest to you.
Are there large group holiday rentals in Winthrop?
With seven Winthrop properties that can accommodate five or more people, you can bring a few extra pals or family members along. Whether you're planning an informal get-together or a special celebration, we'll help you find a comfortable space to fit the occasion.
Are there holiday rentals in Winthrop that welcome kids?
With 16 family-friendly holiday rentals available in Winthrop, now is a great time to introduce your little ones to the excitement of travel. Click on our "Properties good for families" filter to discover stays that come with amenities ideal for travelling families, such as full kitchens, pools, entertainment units and bunk beds.
What are the top attractions for families in Winthrop?
Keeping the kids happy during your stay in Winthrop is child's play with these cool family-friendly attractions:

  • Cobbosseecontee Lake
  • Maranacook Lake
  • Kennebec Ice Arena

Are there one-bedroom holiday rentals in Winthrop?
Yes, there are two one-bedroom properties in Winthrop to select from. A one-bedroom holiday home is a wonderful choice if it's just you and your partner or if you're holidaying solo. Add in more privacy, convenience and space compared to a regular hotel, and you'll be sure to have an unforgettable break.
Can I find two-bedroom holiday rentals in Winthrop?
Choose from eight two-bedroom rentals in Winthrop. Give the kids the second room or fill it with a couple of your favourite people. There's space for whoever's lucky enough to be coming along for the ride.
Are there holiday rentals with WiFi in Winthrop?
Winthrop has six holiday rentals with WiFi, so you can stay connected while you're on holiday. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to catching up on social media, these Vrbo homes make it a breeze to get online.
How can I find holiday rentals with air conditioning in Winthrop?
Winthrop has 12 holiday rentals where you can chill out in air-conditioned comfort. To find a property on Vrbo that has this amenity, choose your travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Winthrop?
The minimum age permitted can vary across properties on Vrbo, so look at the rules of the holiday home in Winthrop you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in Winthrop for?
It's down to the Winthrop property. To view all available options offering extended stays, just enter your travel dates and number of guests into Vrbo. You can look forward to having the entire place to yourself, along with the comforts of home like a fully-equipped kitchen and an outdoor space to play in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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