Discover Your Perfect Glastonbury Vacation Homes

Best Vacation Homes in Glastonbury

9.4 (5 Reviews)
Apartment
Central Chic Crib
  • Air Conditioner
  • Parking
  • Security/Safety
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8.7 (3 Reviews)
Apartment
Crested One Place
  • Air Conditioner
  • Parking
  • Security/Safety
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Glastonbury Luxury Rentals

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Find More Glastonbury Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Glastonbury 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 Glastonbury

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can fully enjoy the area's natural beauty and local charm, making your vacation rental experience in this destination truly memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the region experiences warm temperatures and lush greenery, making it perfect for outdoor activities and exploring local attractions.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Early Fall (September to October)

This time of year offers mild weather and colorful foliage, ideal for enjoying the scenic landscape and nearby events.

Average Temperature Daytime: 70-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Winter (December to February)

With colder temperatures and fewer visitors, this season provides a quieter experience, ideal for those seeking tranquility in the area.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Late Fall (November)

As the leaves fall and temperatures drop, this period sees less tourist activity, offering peaceful stays at vacation rentals here.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F

Weekly Weather Forecast for Glastonbury

How to Book Your Glastonbury 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 Glastonbury

More Top-Rated Vacation Rentals in Glastonbury 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 outdoor dining areas perfect for savoring meals amid scenic surroundings.
  • Take advantage of spacious yards or gardens ideal for relaxing or family activities.
  • Make use of private patios or decks to unwind while taking in the fresh air.
  • Benefit from access to hiking trails or nearby parks that showcase the natural beauty of the region.
  • Utilize outdoor grills for barbecue gatherings with friends and family.
  • Experience outdoor swimming pools available at some properties, offering a refreshing escape.
  • Benefit from ample parking spaces designed for convenience during your stay here.

Top Attractions Around Glastonbury

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and local attractions that offer a perfect balance of relaxation and adventure during your stay.

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Family Activities

  • Glastonbury Historical Society Museum: Discover local history and engaging exhibits that offer educational fun for the entire family in this welcoming museum.
  • Sandy Point Beach State Park: Enjoy a relaxing day by the water with sandy shores and gentle waves, perfect for swimming, picnicking, and building sandcastles here in the region.
  • Thompson Orchard: Experience a hands-on farm visit with apple picking and hayrides, providing a memorable outdoor adventure for kids and parents alike in the area.
  • Town Green and Elizabeth Park: Stroll through scenic parks featuring playgrounds, open spaces, and family-friendly events, making it a great spot for leisure and community gatherings in this destination.
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Adult Activities

  • Glastonbury Historical Society Museum: Explore local history and culture through engaging exhibits that provide insight into the area's rich past.
  • Enjoy outdoor activities, scenic walking trails, and beautiful gardens perfect for relaxing and reconnecting with nature.
  • Experience the tranquil beauty of the region's waterfronts, ideal for picnicking, birdwatching, or simply unwinding by the water.
  • Discover works from local artists and partake in creative workshops that showcase the area's vibrant arts scene.

Other Places to Stay in Glastonbury, CT

Minnechaug Golf Course
Minnechaug Golf Course Vacation Rentals
East Glastonbury
East Glastonbury Vacation Rentals
Glastonbury Historic District
Glastonbury Historic District Vacation Rentals
Welles-Turner Memorial Library
Welles-Turner Memorial Library Vacation Rentals
Saint Francis FastCare Glastonbury
Saint Francis FastCare Glastonbury Vacation Rentals
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Glastonbury Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions: Make the most of your visit by discovering the region's unique sites and natural beauty, ensuring a memorable experience during your stay.
  • Choose the right vacation rental: Opt for a well-reviewed property that offers comfort and convenience, enhancing your overall trip to this charming destination.
  • Plan outdoor activities: Take advantage of the area's scenic parks and walking trails to enjoy the outdoors and get a true feel for the local ambiance.
  • Connect with local services: Utilize nearby shops and eateries to immerse yourself in the community and support local businesses during your stay.

Transportation Options

  • Glastonbury Transit Center: This central hub offers convenient bus services connecting you to surrounding cities and attractions in the region.
  • Private Car Services: Renting a car provides flexibility and ease when exploring the area around your vacation rental in Glastonbury.
  • Taxi Services: Local taxi companies are readily available for quick transportation around town and to nearby destinations.
  • Bike Rentals: Exploring here by bike is an eco-friendly option that allows you to enjoy the scenic surroundings at your own pace.

Local Customs Options

  • Local Harvest Celebrations: You’ll find that seasonal harvest festivals in this region emphasize community spirit and local produce, offering a unique glimpse into the area's agricultural traditions.
  • Traditional New England Hospitality: Here, warm welcomes and friendly interactions reflect the region's longstanding custom of making visitors feel at home during their stay.
  • Historical Preservation Practices: Respect for historical sites and architecture is evident in how the community maintains its heritage, providing an authentic experience for those seeking to explore local culture.
  • Community Craft Fairs: Participating in local craft fairs allows visitors to appreciate regional artistry and connect with artisans who uphold age-old crafting customs.

Frequently Asked Questions About Glastonbury?

1. What are the top vacation rentals in Glastonbury?

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

2. Which vacation homes in Glastonbury are best for families?

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

3. How many Rentbyowner vacation rentals are available in Glastonbury?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 95 in the Glastonbury 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 Glastonbury. 

4. What is the cancellation policy for vacation rentals in Glastonbury, Connecticut?

Cancellation policies vary by listing, so it's important to review the specific terms provided in each property’s details. For questions or special requests, contacting the property owner directly will ensure you have the most accurate information.

5. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the listing details. You can confirm these costs before finalizing your reservation by reaching out to the property owner or reviewing the listing thoroughly.

6. What amenities are usually included with vacation rentals in this region?

Most listings include essential amenities such as Wi-Fi, parking, and kitchen facilities. To find accommodations that meet your specific needs, check the detailed amenities section of each listing or contact the owner for clarification.

7. How do I inquire about availability and book a vacation rental here?

Availability can be checked directly through the listing calendar on the booking platform. Once you find a suitable property, you can send a booking request or contact the owner for more details to secure your stay.

8. Is there a particular check-in or check-out process for vacation rentals in the area?

Check-in and check-out procedures are specified in each listing. Many hosts offer flexible times, but it’s advised to confirm these details with the property owner beforehand to ensure a smooth arrival and departure.

Glastonbury Top Rated Vacation Rentals

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