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Gaylordsville Luxury Rentals

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Gaylordsville Pet Friendly Vacation Rentals

5.8 (110 Reviews)
Hotel
Maple leaf motel
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Gaylordsville Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Gaylordsville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal variations in this region influence weather and activities, making it important to plan your stay during the period that best suits your vacation preferences.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and enjoying the scenic beauty of the area.

Average Temperature Daytime: around 80°F (27°C) - Nighttime: around 60°F (16°C)
autumn
Fall (September to November)

Autumn brings vibrant foliage and pleasant temperatures, making it a popular time for exploring the region's natural landscapes.

Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 45°F (7°C)

Off-Season Highlights

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Winter (December to February)

Winter is marked by colder temperatures and fewer visitors, offering a peaceful retreat for those seeking solitude or winter sports.

Average Temperature Daytime: around 30°F (-1°C) - Nighttime: around 15°F (-9°C)
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Early Spring (March to May)

In early spring, the region experiences cooler weather and less tourist traffic, providing a quiet time to enjoy the area's natural serenity.

Average Temperature Daytime: around 50°F (10°C) - Nighttime: around 30°F (-1°C)

Weekly Weather Forecast for Gaylordsville

How to Book Your Gaylordsville Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Gaylordsville

More Top-Rated Vacation Rentals in Gaylordsville Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 sprawling outdoor spaces perfect for picnics and relaxation in the region
  • Take advantage of nearby hiking trails that showcase the area's natural beauty
  • Relax by a private outdoor fireplace or fire pit surrounded by scenic views
  • Make the most of community or private swimming pools available at some properties
  • Experience outdoor dining on a spacious deck or patio with picturesque surroundings
  • Participate in outdoor sports such as volleyball or badminton on well-maintained courts
  • Discover outdoor activities like kayaking or canoeing, often accessible near the area’s waterways

Top Attractions Around Gaylordsville

What attractions are nearby?

In this charming destination, you can enjoy a variety of outdoor activities such as hiking, fishing, and exploring scenic trails just moments from your vacation rental here in the region.

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Family Activities

  • Hiking at Housatonic River Brewery Trails: Explore scenic trails along the river, offering your family a peaceful outdoor adventure in this charming region.
  • Visiting the Gaylordsville Historical Society Museum: Discover local history and culture that give you a deeper connection to this inviting destination.
  • Fishing at Candlewood Lake: Enjoy a relaxing day of fishing on the nearby lake, perfect for creating memorable family moments in this picturesque area.
  • Exploring the Appalachian Trail: Experience a family-friendly hike on part of this famous trail as it passes through the region’s beautiful landscape, ideal for outdoor enthusiasts.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails in the nearby state parks to enjoy the region's natural beauty and tranquility.
  • Spend relaxing hours at local lakes and streams, which are popular spots for anglers seeking peaceful fishing experiences.
  • Local Cultural Events and Festivals: Experience the area's vibrant community through seasonal festivals and cultural gatherings that showcase regional traditions.
  • Visiting Unique Art Galleries and Craft Shops: Discover local artistry and handcrafted goods at charming galleries and shops that reflect the area's creative spirit.

Other Places to Stay in Gaylordsville, CT

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Emmanuel Williamson Park Vacation Rentals
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Gaylordsville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the area's natural beauty by engaging in nearby hiking, fishing, or leisurely strolls to fully immerse yourself in the scenic landscape.
  • Discover Authentic Regional Cuisine: Savor the local flavors by visiting nearby eateries and trying regional specialties that reflect the unique character of this destination.
  • Plan Your Visit Around Seasonal Events: Check the regional calendar for seasonal festivals or outdoor events, ensuring you experience the vibrant community atmosphere during your stay.
  • Choose Well-Located Vacation Rentals: Select accommodations that are conveniently situated near key attractions and outdoor sites to maximize your time exploring here.

Transportation Options

  • Interstate 84: This major highway provides convenient access to and from the region, making it easy for you to explore nearby attractions and destinations.
  • Danbury Railway Museum: Located within a short drive, this transportation option offers historical train rides that allow you to enjoy scenic views of the area.
  • Local Taxi Services: Reliable taxi providers are available here, offering flexible transportation to help you get around the region comfortably.
  • Car Rentals: Several car rental agencies operate nearby, giving you the freedom to explore the entire region at your own pace during your stay.

Local Customs Options

  • Local Artistry and Craftsmanship: You can explore the region’s appreciation for handmade crafts and artistic expressions that reflect its heritage and natural beauty.
  • Respect for Nature and Outdoor Etiquette: Engaging in and respecting outdoor activities such as hiking and fishing is an important custom here, emphasizing harmony with the area's scenic landscape.
  • Community Celebrations and Festivals: Participating in local events and seasonal festivals provides insight into the region's close-knit community spirit and traditional customs.
  • Preservation of Historical Heritage: Appreciating and honoring historical sites and stories is a valued tradition that connects visitors with the area's rich past.

Frequently Asked Questions About Gaylordsville?

1. What are the top vacation rentals in Gaylordsville?

There are a lot of options in Gaylordsville. If you plan on staying in the Gaylordsville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Gaylordsville:

2. How many vacation rentals have private pools in Gaylordsville?

There are 2 vacation rentals with private pools near Gaylordsville. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Gaylordsville are best for families?

If you are looking for a family-friendly vacation home in Gaylordsville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Gaylordsville:

4. How many Rentbyowner vacation rentals are available in Gaylordsville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 85 in the Gaylordsville 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 Gaylordsville. 

5. What is the cancellation policy for vacation rentals in Gaylordsville, Connecticut?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand their terms and any potential fees associated with cancellations.

6. How do I secure my booking at a vacation rental in this area?

To reserve your stay, you'll need to follow the booking process outlined on the listing page, which typically includes providing your personal information and payment details. For questions or special requests, reaching out to the property owner is recommended.

7. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning, service charges, or taxes are often listed in the property's details. It's best to read the full listing or contact the owner directly to clarify any extra costs before finalizing your reservation.

8. What amenities are generally available in vacation rentals in this destination?

Most properties include essential amenities like Wi-Fi, kitchen facilities, and parking. To confirm the specific amenities offered, review the property details or communicate directly with the owner.

9. How can I ensure my stay complies with local regulations when booking a vacation rental here?

You should carefully review the property's house rules and local regulations listed on the property page. If you have concerns or specific questions, contacting the owner will help ensure your stay aligns with regional guidelines.