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  2. Connecticut
  3. Old Saybrook
  4. Essex
  5. Rentals by Owner

Essex Rentals by Owner

Why Choose Rent By Owner for your Essex vacation rental?

What makes our Rentals by Owner 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

When should you plan your Rentals by Owner stay?

Timing your visit to this charming destination can enhance your experience, as choosing the right season allows you to enjoy the area's natural beauty and local events while making the most of your rental by owner here in Essex, Connecticut.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During these months, the region experiences its warmest weather, making it ideal for enjoying outdoor activities and exploring the scenic surroundings.

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

This period offers vibrant foliage and comfortable temperatures, perfect for sightseeing and relaxing in a peaceful setting.

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

Off-Season Highlights

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Winter (December to February)

The colder months bring fewer visitors, providing a quieter experience while still allowing access to cozy accommodations and scenic winter views.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Early Spring (March to April)

Before the summer crowds arrive, this time offers a peaceful atmosphere with mild temperatures and early signs of greenery.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F

Weekly Weather Forecast for Essex

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 dining with a private patio or garden area.
  • Relax on a spacious deck with scenic views of the surrounding landscape.
  • Take advantage of a well-maintained backyard ideal for outdoor activities or lounging.
  • Make use of a fire pit for cozy evenings under the stars.
  • Explore nearby walking trails or nature paths directly from your rental.
  • Benefit from access to a private or community swimming pool during warmer months.
  • Utilize outdoor recreational equipment such as kayaks or paddleboards, perfect for exploring the area’s waterways.
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Family Activities

  • Connecticut River Museum: Engage with interactive exhibits and enjoy scenic river views that make this museum a perfect family outing in the area.
  • Essex Steam Train & Riverboat: Experience the charm of historic train rides combined with relaxing river cruises, offering memorable adventures for families nearby.
  • Old Saybrook's Beaches: Spend a day building sandcastles and enjoying the sun on the soft sands of local beaches, ideal for family fun here.
  • Hilton Garden Inn's Family Activities: Participate in family-friendly programs and amenities designed to keep children entertained during your stay in the region.
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Adult Activities

  • Essex River Cruises: Experience a scenic boat tour along the historic waters of the region, offering stunning views and a relaxing outing.
  • Connecticut River Museum: Explore local history and culture at this museum, which features engaging exhibits and beautiful riverfront surroundings.
  • Deep River Marina: Enjoy boating and water activities at the marina, perfect for those seeking adventure on the water close to their rental.
  • Old Saybrook’s Beaches: Unwind on pristine sands and take in the coastal scenery, making it an ideal spot for leisure and outdoor fun here in the area.

Other Places to Stay in Essex, CT

Essex Steam Train
Logee’s Greenhouses
Mashantucket Pequot Museum & Research Center
Connecticut River Museum
Essex Village
Essex Island Marina
Sweet Martha's
Pratt House
Essex Library

Essex Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Waterways: Take advantage of the area’s scenic rivers and harbors by booking a rental close to the water to enjoy boating, fishing, or peaceful waterfront walks.
  • Visit Unique Local Shops: Spend time browsing independent boutiques and artisan markets to experience the region’s charming small-town atmosphere.
  • Discover Regional Cuisine: Dine at local eateries that showcase the area's fresh seafood and farm-to-table offerings to truly savor your stay.
  • Plan Outdoor Adventures: Utilize nearby parks and nature trails for hiking, biking, or simply relaxing in the tranquil surroundings during your visit.

Transportation Options

  • Essex Railroad Station: Easily access regional and commuter rail services, making it simple to explore surrounding areas without the need for a car.
  • Connecticut Transit Bus Services: Local bus options connect you to nearby towns and attractions within the region for convenient transportation during your stay.
  • Private Car Rentals: Renting a vehicle locally offers flexibility to discover hidden gems and scenic spots throughout the area at your own pace.
  • Taxi and Rideshare Services: Convenient ride options within this destination provide quick and reliable transportation around town and to nearby destinations.

Local Customs Options

  • Respect for Maritime Heritage: You’ll find that locals cherish their nautical traditions, often celebrating maritime history in community events and local festivals in the area.
  • Traditional Holiday Celebrations: During festive seasons, it’s common to observe unique regional customs, such as local parades and gatherings that showcase the area's historical roots.
  • Preservation of Historic Homes: The region values its historic architecture, with many residents maintaining century-old homes that reflect traditional building styles and local craftsmanship.
  • Community Engagement: Participating in neighborhood gatherings and seasonal events offers insight into the area's strong sense of community and shared heritage.

Frequently Asked Questions About Essex Rentals by Owner

1. What are the top vacation rentals in Essex?

2. How many Rentbyowner vacation rentals are available in Essex?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 8 in the Essex 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. 

3. What is the cancellation policy for rental properties by owner in Essex?

Cancellation policies vary depending on the individual listing. You should review the specific terms outlined in the property listing or contact the owner directly to understand the conditions and any potential fees associated with cancellations.

4. How do I find verified rental by owner listings in Essex?

To find verified rentals, use the search filters on Rent By Owner that indicate verified owners and read reviews from previous guests. Contact the owner through the platform for any questions before booking to ensure a trustworthy experience.

5. What amenities are typically included in vacation rentals here?

Amenities can differ between listings, but common features include Wi-Fi, parking, fully equipped kitchens, and outdoor spaces. Check the detailed listing description to confirm the amenities available at each property.

6. Is there a minimum stay requirement for rentals in this area?

Minimum stay requirements depend on the property owner’s preferences and the listing itself. Review the booking details or contact the owner directly to clarify any minimum night stay restrictions.

7. How do I inquire about availability and booking details for a rental?

You can check availability through the listing calendar on Rent By Owner and reach out to the owner via the platform’s messaging system for any additional questions about booking or specific arrangements.