Discover Your Perfect Essex Village Vacation Homes

Essex Village Luxury Rentals

Why Choose Rent By Owner for your Essex Village 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 Essex Village

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the shoulder seasons when the area offers a peaceful atmosphere and favorable weather for exploring this charming destination.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, you'll enjoy pleasant weather and vibrant scenery, making it ideal for exploring the charming surroundings. The region experiences mild temperatures perfect for outdoor activities and sightseeing.

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

This period offers the stunning beauty of fall foliage along with comfortable temperatures, attracting visitors seeking a picturesque escape in this destination. It's a great time to experience local events and explore the area’s natural charm.

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

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter streets, providing a peaceful retreat for those looking to enjoy serene landscapes and cozy accommodations. It’s an excellent season for relaxing indoors or taking scenic winter walks.

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

As the leaf colors fade, this is a less busy period with fewer tourists. You'll find more availability for rental properties and enjoy a tranquil setting to unwind after the peak seasons.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Essex Village

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 perfect for relaxing and dining amidst scenic views.
  • Take advantage of private or shared gardens to experience the area's natural beauty.
  • Make use of outdoor patios or decks ideal for unwinding after a day exploring.
  • Benefit from access to well-maintained yards, great for outdoor activities or gatherings.
  • Utilize scenic balcony spaces that provide stunning vistas of the surrounding landscape.
  • Experience outdoor grills for preparing delicious meals during your stay here.
  • Explore nearby walking or biking trails accessible directly from your rental property.
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Family Activities

  • Essex River Canoe and Kayak Tours: Explore the scenic waterways through guided paddling adventures perfect for families seeking outdoor fun in the region.
  • Connecticut River Museum: Discover local maritime history and enjoy interactive exhibits that make learning engaging for visitors of all ages here.
  • Old Saybrook Beach: Relax on sandy shores and enjoy swimming, picnicking, or building sandcastles along the pristine coastline nearby.
  • Essex Steam Train & Riverboat: Experience a nostalgic train ride combined with a river cruise, offering an exciting way to see the area's natural beauty and historic landmarks.
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Adult Activities

  • Historical Riverboat Tours: Embark on a scenic cruise along the Connecticut River to appreciate the area's maritime history and natural beauty.
  • Local Art Galleries: Explore the region’s vibrant arts scene by visiting galleries that showcase works inspired by the picturesque surroundings of this destination.
  • Charming Waterfront Dining: Enjoy a meal at waterfront restaurants offering fresh, locally sourced seafood with views overlooking the river and the surrounding landscape.
  • Guided Nature Walks: Discover the region’s diverse ecosystems through guided walks in nearby nature preserves, perfect for outdoor enthusiasts seeking tranquility and scenery.

Essex Village Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local waterways: Take advantage of the region's scenic rivers and waterfronts to enjoy boating, fishing, or simply relaxing by the water during your stay.
  • Visit charming local shops and eateries: Discover hidden gems in the area’s boutiques and dine at cozy restaurants that showcase the region's culinary delights.
  • Immerse yourself in outdoor activities: Make the most of nearby parks and nature trails for hiking, biking, or picnicking to experience the natural beauty here.
  • Connect with the community: Attend regional events or visit local markets to gain authentic insights into this destination’s culture and traditions.

Transportation Options

  • Essex Railway Station: A convenient rail option connecting you to major cities and regional destinations nearby.
  • Local Bus Services: Reliable bus routes that provide easy transportation within the area and to neighboring towns.
  • Car Rentals: Available nearby, offering flexibility for exploring the region at your own pace and accessing remote attractions.
  • Taxis and Rideshare Services: Readily accessible for quick and direct travel around Essex Village and surrounding communities.

Local Customs Options

  • Local Seafood Festivals: Celebrating the region’s fresh catches, these festivals offer a delightful taste of the area's maritime heritage.
  • Traditional New England House Signage: You'll notice charming hand-painted signs that reflect the area's historical roots and community pride.
  • Seasonal Craft Fairs: During the year, local craft fairs showcase handmade goods that highlight regional artistry and customs.
  • Historic Sailing Events: Participating in or observing these events provides a glimpse into the area's rich nautical traditions.

Frequently Asked Questions About Essex Village?

1. What are the top vacation rentals in Essex Village?

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

2. Which vacation homes in Essex Village are best for families?

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

3. How many Rentbyowner vacation rentals are available in Essex Village?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 22 in the Essex Village 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 Essex Village. 

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

Cancellation policies vary by property; you should review the specific listing details or contact the owner to understand the terms and any applicable fees before booking.

5. How do I secure my reservation at a vacation rental here?

Reservations are typically confirmed through the booking platform after selecting your dates and completing the required payment process. For special requests or questions, reaching out directly to the owner can ensure a smooth booking.

6. Are there any additional fees I should be aware of when booking in this area?

Additional fees such as cleaning fees, service charges, or local taxes may apply depending on the property. It’s best to check the listing details or contact the owner directly for a complete fee breakdown.

7. Can I modify or cancel my reservation if my plans change?

Modifications or cancellations depend on the individual property’s policy. Please review the specific listing’s cancellation terms or contact the owner for assistance with changes.

8. What amenities should I expect from vacation rentals in Essex Village, Connecticut?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchen facilities. Confirming the available amenities during the booking process ensures your stay meets your needs.