Discover Your Perfect New Haven County Vacation Homes

New Haven County Luxury Rentals

New Haven County Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your New Haven County 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 New Haven County

When should you plan your Vacation Rentals stay?

Timing your visit to this destination ensures you can fully enjoy the region's attractions and local events, making it an ideal choice for your next vacation in New Haven County, Connecticut.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

This is when the area experiences warm weather, making it ideal for outdoor activities and exploring local attractions in the region.

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

During this time, you can enjoy pleasant temperatures and fewer crowds, perfect for leisurely sightseeing and outdoor adventures in the destination.

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

Off-Season Highlights

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Winter (December to February)

Visit during the colder months for a quieter experience and to take advantage of off-season rates on vacation rentals here.

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

Fewer visitors come in late autumn, offering a more peaceful stay while enjoying the seasonal changes in this region.

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

Weekly Weather Forecast for New Haven County

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 a private outdoor patio or deck for relaxing and dining al fresco.
  • Take advantage of sprawling lawns or gardens perfect for outdoor activities.
  • Make use of a barbecue grill to host cookouts during your stay.
  • Explore the region with access to nearby hiking trails or nature walks.
  • If available, unwind by a shared or private swimming pool on the property.
  • Offer yourself outdoor entertainment spaces such as fire pits or sitting areas.
  • Benefit from parking options that accommodate outdoor gear or recreational vehicles.
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Family Activities

  • Yale Peabody Museum of Natural History: Explore fascinating exhibits and interactive displays that will engage the whole family during your visit here.
  • The Adventure Park at The Discovery Museum: Enjoy outdoor adventure activities, including zip lines and obstacle courses, perfect for active families in the region.
  • East Rock Park: Spend a day hiking or picnicking with scenic views of the city and beyond, offering a great outdoor escape for visitors staying nearby.
  • The New Haven Green: Experience the historic heart of the city with family-friendly events, open spaces, and vibrant local markets to explore together.
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Adult Activities

  • Visit the Yale University Art Gallery: Explore this renowned museum to experience world-class art collections and enjoy a cultural outing in the heart of the region.
  • Stroll through the Edgerton Park: Relax amidst beautifully landscaped gardens and scenic walking trails, perfect for a peaceful day outdoors here.
  • Discover local history at the New Haven Museum: Engage with the area's rich heritage through engaging exhibits and historic sites that tell its story.
  • Enjoy a night out at local theaters: Experience live performances ranging from plays to musical shows, immersing yourself in the vibrant arts scene of this destination.

New Haven County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Arrival and Departure Times: Arranging flexible check-in and check-out times can help you maximize your time exploring the region’s local attractions and hidden gems.
  • Explore Local Dining Options: Take advantage of the area’s diverse culinary scene by visiting nearby restaurants to experience authentic regional flavors.
  • Research Seasonal Events and Activities: Checking for seasonal festivals or outdoor activities can enrich your stay and provide memorable experiences in this destination.
  • Utilize Nearby Transportation Options: Familiarizing yourself with local transit or rental services ensures smooth travel around here, allowing you to see more of what makes this place special.

Transportation Options

  • Metro-North Railroad: This commuter rail service connects you seamlessly to New York City and other regional destinations, making travel from your vacation rental in the area convenient and efficient.
  • Local Bus Services: Managed by CTtransit, these bus routes offer affordable and accessible transportation around the region, ideal for exploring here without a car.
  • Taxi and Rideshare Services: Available throughout the area, these options provide flexible and on-demand transportation directly from your vacation rental or destination points.
  • Private Car Rentals: Several agencies operate in the region, giving you the freedom to explore nearby attractions and points of interest at your own pace.

Local Customs Options

  • Clambakes: Participating in traditional clambakes is a cherished custom here, offering a taste of local culture centered around seafood and communal gatherings.
  • Historic Preservation: Respect for the region’s historic sites and architecture reflects the area's appreciation for its rich Colonial and maritime heritage.
  • Summer Festivals: Engaging in lively summer festivals showcases the area's vibrant community spirit and love for outdoor celebrations.
  • Farming Traditions: Supporting local farm markets and agricultural events demonstrates an enduring connection to the region's farming roots.

Frequently Asked Questions About New Haven County?

1. What are the top vacation rentals in New Haven County?

2. How many vacation rentals have private pools in New Haven County?

There are 34 vacation rentals with private pools near New Haven County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in New Haven County are best for families?

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

4. How many Rentbyowner vacation rentals are available in New Haven County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1290 in the New Haven County 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 New Haven County. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies depending on the individual property listing. You should review the specific terms outlined by the host on the listing page or contact the owner directly for detailed information before completing your booking.

6. How do I find out if my reservation can be modified or canceled?

Modifications and cancellations depend on the property's policies, which are typically specified on the listing. To ensure clarity, reach out to the host through the booking platform to confirm what options are available for your reservation.

7. Are there any amenities or services included with the rental that I should know about?

Details about amenities and services are provided on each listing page. It’s recommended to read the property description carefully and contact the host if you have specific requirements or questions about what’s included during your stay here.

8. What should I know about local rules and regulations when staying at a vacation rental in this destination?

Local rules and regulations are set by the property owners and the region's governing authorities. Review the house rules listed on the property page and communicate with the host regarding any guidelines you need to follow while visiting.

9. How can I verify the reliability of the vacation rental listing in the area?

Look for listings with verified reviews and detailed descriptions. Contact the owner to ask any specific questions and ensure the listing aligns with your expectations. The platform also offers safety features to help confirm the credibility of your chosen property.