The Boothbay Playhouse Rentals by Owner

|
10.0 (1 Review)
House
  • Pet Friendly
  • Wheelchair Accessible
  • Balcony/Terrace
|
9.5 (25 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
9.0 (3 Reviews)
House
  • Security/Safety
  • Sports/Activities
  • Fireplace/Heating
|
9.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible

Why Choose Rent By Owner for your The Boothbay Playhouse vacation rental?

What makes our Rentals by Owner special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit The Boothbay Playhouse

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you experience the region’s unique charm at its best, helping you select the ideal rental by owner in this destination for a memorable stay.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, this destination experiences warm and pleasant weather, making it ideal for enjoying outdoor activities and the local theater scene.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Early Fall (September to October)

The early fall offers vibrant foliage and cooler temperatures, providing a picturesque backdrop for your stay at this region's charming rentals.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

image
Late Fall to Early Winter (November to December)

As temperatures drop and the season changes, fewer visitors come here, offering a quieter experience perfect for relaxing in a cozy rental.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F
image
Winter (January to February)

During the winter months, the area sees a slowdown in activity, making it an excellent time for those seeking peaceful retreats and off-season rentals.

Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F

Weekly Weather Forecast for The Boothbay Playhouse

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks to relax and take in the surrounding scenery.
  • Make the most of spacious yards or gardens perfect for outdoor activities and gatherings.
  • Take advantage of grilling facilities or outdoor kitchens to prepare meals amid nature.
  • Benefit from access to private or shared docks if your rental is near the waterfront, ideal for boating or fishing.
  • Experience scenic views from lookout points, terraces, or balconies overlooking the region's natural beauty.
  • Use provided outdoor recreational equipment like kayaks, paddleboards, or bicycles to explore the area.
  • Walk along picturesque pathways or trails that lead through the local landscape, perfect for morning strolls or evening walks.
image
image

Family Activities

  • Visit the Boothbay Region Land Trust Trails: Explore scenic walking and hiking paths that offer a family-friendly way to enjoy the natural beauty of the region.
  • Take a Boat Tour from Boothbay Harbor: Embark on an educational and entertaining boat excursion to see local wildlife and picturesque coastline views.
  • Discover the Coastal Maine Botanical Gardens: Spend an afternoon wandering through lush gardens and engaging in hands-on activities suited for all ages.
  • Enjoy a Family-Friendly Day at the Boothbay Railway Village: Experience historical train rides and interactive exhibits that bring local history to life for children and adults alike.
image

Adult Activities

  • Attend a Live Theater Production: Experience an evening of captivating performances at the historic Boothbay Playhouse, renowned for its vibrant local theater scene.
  • Participate in a Scenic Boat Tour: Discover the stunning coastal beauty surrounding the area by taking a guided boat tour that showcases Maine's picturesque shoreline and wildlife.
  • Explore Local Art Galleries: Visit the region’s charming art galleries to appreciate works from talented local artists inspired by the scenic surroundings.
  • Savor Fresh Seafood Dining: Indulge in delicious seafood at nearby waterfront restaurants, offering fresh catches and classic Maine cuisine in a relaxing setting.

The Boothbay Playhouse Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s renowned seafood and charming eateries to enjoy authentic tastes during your stay.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by engaging in activities like coastal walks, boating, or exploring nearby parks.
  • Visit Cultural Events: Check the local event calendar to experience theater performances, festivals, or art exhibitions that highlight the region’s vibrant community.
  • Choose a Prime Rental Location: Opt for a rental near the town center or waterfront to maximize your access to attractions and scenic views here.

Transportation Options

  • Rental Car Services: You can conveniently arrange for rental cars in the area, offering flexible transportation options during your stay.
  • Taxi and Ride-Sharing Services: Taxi and popular ride-sharing options are readily available for quick and reliable travel around this destination.
  • Public Transportation: Local buses provide an affordable way to explore the region without the need for personal vehicles.
  • Bicycle Rentals: Biking is a great way to enjoy the scenic surroundings, with several bicycle rental shops nearby catering to visitors.

Local Customs Options

  • Respect for Local Arts and Theatre: You’ll find that supporting and appreciating the local theatre scene is a valued custom here, showcasing your respect for the area's cultural heritage.
  • Greeting with Warmth: Visitors often observe that greeting residents and fellow visitors with friendliness is a cherished tradition, fostering a welcoming atmosphere in this region.
  • Environmental Conservation: It’s customary to participate in or support conservation efforts, reflecting the community’s commitment to preserving the region’s natural beauty.
  • Celebrating Seasonal Festivals: Engaging in local seasonal celebrations and events shows your appreciation for the region’s rich traditions and fosters authentic experiences during your stay.

Frequently Asked Questions About The Boothbay Playhouse Rentals by Owner

2. How many Rentbyowner vacation rentals are available in The Boothbay Playhouse?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 92 in the The Boothbay Playhouse area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in The Boothbay Playhouse. 

3. What is the cancellation policy for rentals by owner in The Boothbay Playhouse area?

The cancellation policy varies by property, so it’s important to review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

4. How do I confirm my booking with a rental owner in this region?

You can confirm your reservation through the Rent By Owner platform by following the booking instructions provided in the listing, and contacting the owner if you have any questions during the process.

5. Are there any additional fees I should expect when booking a vacation rental here?

Additional fees such as cleaning, service charges, or taxes may apply; please refer to the listing details or ask the property owner for a full breakdown before finalizing your reservation.

6. What amenities are typically included in rentals by owner in this destination?

Most rentals offer essential amenities like Wi-Fi, kitchen facilities, and parking, but it's best to check each listing for specific features and extras to ensure they meet your needs.

7. How can I get in touch with the owner if I have questions about my stay?

You can contact the owner directly through the messaging system on the Rent By Owner platform to ask any questions or clarify details before confirming your reservation.

More Rentals You May Like Near The Boothbay Playhouse

|
7.5 (2 Reviews)
House
  • Security/Safety
  • Sports/Activities
  • Fireplace/Heating
10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety