Chester vacation rentals

Why visit Chester

1. Outdoor Adventures: Chester, Maine, is perfect for nature lovers, offering breathtaking landscapes ideal for hiking, fishing, and exploring.
2. Charming Accommodations: Choose from cozy log cabins or quaint cottages for a comfortable and unique stay in this picturesque village.
3. Scenic Strolls: Enjoy leisurely walks through the charming city centre, soaking in the local culture and beautiful surroundings.
4. Engaging Museums: Discover the area’s history and culture at various museums that highlight the rich heritage of Chester.
5. Serene Escape: Chester provides a peaceful getaway, ideal for romantic retreats or quiet family vacations.

Popular types of accommodation in Chester

Discover the charm of Chester with our diverse selection of vacation rentals. Whether you're seeking cozy cabins, spacious houses, or quaint cottages, you'll find the perfect retreat for your getaway. Explore our range of Chester cabins, lodges, and vacation rentals that cater to every traveler's needs. Experience the beauty of this picturesque destination while enjoying the comfort and reassurance of your chosen accommodation.

• Cabins: The top choice for vacationers in Chester, offering a cozy and rustic experience amidst nature.
• Houses: Ideal for families or groups, these homes provide comfort and privacy during your stay.
• Cottages: A charming option, these quaint dwellings reflect the local character and provide a serene getaway.
• Apartments: Convenient and often centrally located, these rentals are perfect for solo travellers or couples.
• Chalets: A wonderful blend of style and comfort, these mountain-style lodgings offer a unique experience in Chester.**

Top attractions in Chester

Chester, Maine, is a fantastic destination for those seeking outdoor adventures, picturesque scenery, and a romantic getaway. Visitors can explore a variety of points of interest, including beautiful lakes, local libraries, and engaging museums. These attractions provide a perfect blend of culture and nature, ensuring a memorable experience for all travellers looking to immerse themselves in the charm of this quaint area.

1. Lincoln Memorial Library: A charming library located 4.8km from Chester, it offers a warm, family-friendly atmosphere and a rich cultural vibe, perfect for those looking to immerse themselves in local literature and history.
2. Mt. Jefferson: Situated 17.7km away, this mountain provides thrilling outdoor adventures with stunning scenic views, making it ideal for hiking enthusiasts and nature lovers seeking breathtaking landscapes.
3. Schoodic Lake: Located 33.8km from Chester, this picturesque lake is perfect for a romantic getaway, featuring beautiful scenery, outdoor activities, and serene beach vibes for a relaxing day by the water.

Things to do recommended for couples

For a romantic getaway in Chester, Maine, visit Hillcrest Golf Club, a luxurious private club located 32.2km away. Enjoy a round of golf together amidst beautiful scenery, or indulge in a peaceful picnic on the grounds for a memorable couple's experience.

Things to do recommended for groups

Enjoy a day of golfing at Jato Highlands Golf Course, located a mile from Chester. This scenic course offers a fantastic outdoor atmosphere, perfect for group bonding while enjoying the sport.

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

When planning your trip—be it with family, friends, pets, or for an extended stay—it's important to prioritise your needs during your search. Here are some helpful booking tips for Vrbo to enhance your experience.

• Traveling to Chester with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
• Traveling to Chester with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Chester: For many families, a getaway isn't truly fulfilling without their furry companions by their side. If you can relate, explore Vrbo properties that welcome pets. The majority of pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that all members of your family feel comfortable and at home.
• Planning for a long term stay visiting Chester: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Chester

Chester, Maine, offers a picturesque escape ideal for outdoor enthusiasts and romantic getaways. Explore the stunning Cheshire countryside, where you can find beautiful log cabins for a cozy stay. The village’s charm extends to the city centre, perfect for leisurely strolls. With a focus on adventure and sports, Chester invites you to experience its scenic beauty and embark on unforgettable holidays in this serene destination.

• Winn: Located 14.5km from Chester, Winn offers a picturesque escape for those seeking outdoor adventures and romantic getaways. The city's scenic beauty is highlighted by its proximity to serene lakes and the expansive national state park. Visitors can enjoy a variety of recreational activities, including golfing at the local course or spending a day at the recreational area. The enchanting landscapes make it an ideal spot for picnics and nature walks, providing a perfect backdrop for memorable moments.
• Lee: Lee is situated 17.7km away from Chester and is a haven for outdoor enthusiasts. The city is known for its stunning scenery, with lush hiking trails and tranquil lakes nearby. The national park, along with the national state park, is a major draw for visitors looking to immerse themselves in nature. Whether you’re hiking, golfing, or simply enjoying the breathtaking views, Lee promises a delightful experience that blends adventure with romance.
• Mattawamkeag: Just 16.1km from Chester, Mattawamkeag is renowned for its natural beauty and outdoor activities. This charming city features hiking trails that cater to all skill levels, along with recreational areas and campgrounds perfect for family outings. The nearby lake and river offer opportunities for fishing and kayaking, making it a great spot for water sports enthusiasts. The vibrant landscapes and tranquil settings provide the perfect backdrop for a romantic getaway or a family camping adventure.

Best time to go to Chester

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	18.7°F (-7.4°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
February	19.9°F (-6.7°C)	Light Rain	Mostly Cloudy	Average	Slightly High
March	28.2°F (-2.1°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
April	40.8°F (4.9°C)	Light Rain	Mostly Cloudy	Low	Average
May	53.4°F (11.9°C)	Light Rain	Mostly Cloudy	Average	Average
June	61.5°F (16.4°C)	Light Rain	Mostly Cloudy	Average	Average
July	68.5°F (20.3°C)	Light Rain	Mostly Sunny	High	Slightly High
August	67.3°F (19.6°C)	Light Rain	Mostly Sunny	High	Slightly High
September	59.7°F (15.4°C)	Light Rain	Mostly Sunny	High	Average
October	48.4°F (9.1°C)	Light Rain	Mostly Sunny	Average	Average
November	35.8°F (2.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	26.1°F (-3.3°C)	Light Rain	Mostly Cloudy	Average	Average

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your getaway!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient space to plan new adventures, manage your ongoing arrangements, or review and organize your reservations. The properties you’ve saved or booked are now neatly categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.