Discover Your Perfect Strickland Road Historic District Vacation Homes

Strickland Road Historic District Luxury Rentals

Strickland Road Historic District Pet Friendly Vacation Rentals

Strickland Road Historic District Large Vacation Homes

Why Choose Rent By Owner for your Strickland Road Historic District Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Strickland Road Historic District

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can fully enjoy the charm of this destination while benefiting from favorable weather and local events that highlight its unique character.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area's warm weather and blooming landscapes make it an ideal time to enjoy your stay in the region’s historic district. You can experience pleasant daytime temperatures perfect for outdoor exploration.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This season offers mild weather and scenic autumn foliage, creating a charming atmosphere for visitors seeking a comfortable and picturesque retreat in the region's historic core.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

image
Winter (December to February)

The winter months bring cooler temperatures to the area, making it a quieter time to enjoy the historical surroundings with fewer visitors and more tranquil accommodations.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
image
Early Spring (March to April)

Before the full bloom of spring, this is a peaceful period when you can explore at a relaxed pace while avoiding the peak travel times, with still-mild weather developing in the region.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Strickland Road Historic District

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 ideal for relaxing and dining
  • Take advantage of spacious gardens or landscaped yards to unwind outdoors
  • Make use of outdoor seating areas perfect for gathering with family and friends
  • Benefit from access to a scenic backyard suitable for outdoor activities
  • Experience the convenience of on-site parking or driveways for easy arrival and departure
  • Utilize outdoor grills or barbecue stations for casual cookouts
  • Explore nearby walking trails, parks, or green spaces within the region
image
image

Family Activities

  • Cos Cob Park: Enjoy outdoor family fun at this scenic park, offering playgrounds, picnic areas, and walking trails amidst natural beauty.
  • The Nature Center at Old Greenwich: Discover engaging educational exhibits and interactive programs that inspire young explorers in a convenient setting nearby.
  • Bruce Museum: Experience a family-friendly visit to this local museum featuring captivating art collections and natural history exhibits designed for all ages.
  • Local Waterfront Activities: Spend quality time together by the water with activities like kayaking or simply relaxing on the shores of the Connecticut coastline here.
image

Adult Activities

  • Historic Riverfront Walks: Stroll along the scenic riverfront in the area, enjoying picturesque views and tranquil surroundings that highlight the region's natural beauty.
  • Cultural Heritage Tours: Explore local museums and historic sites nearby to immerse yourself in the area's rich history and architectural charm.
  • Gourmet Dining Experiences: Indulge in exquisite cuisine at renowned restaurants within the neighborhood, perfect for relaxing evenings after a day of adventures.
  • Community Park Activities: Engage in outdoor recreation at nearby parks, offering opportunities for picnicking, leisurely walks, and enjoying the peaceful environment.

Other Places to Stay in Strickland Road Historic District, CT

Strickland Road Historic District Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Charm: Take time to stroll through the historic streets to immerse yourself in the area's rich history and architectural beauty.
  • Plan Outdoor Activities: Utilize nearby parks and waterfronts for relaxing picnics or scenic walks, making the most of the region’s natural surroundings.
  • Visit Nearby Attractions: Discover local points of interest that highlight the area's culture and heritage, enriching your stay.
  • Book in Advance: Secure your preferred vacation rentals early to ensure comfort and convenience during your visit to this sought-after destination.

Transportation Options

  • Cos Cob Railroad Station: This historic station offers convenient train services connecting you to New Haven, Stamford, and Manhattan, making travel from your vacation rental in the area straightforward.
  • Local Bus Services: Reliable bus routes operate throughout the region, providing easy access to nearby attractions and amenities during your stay here.
  • Private Taxi and Ride-Sharing Services: Options like taxis and popular ride-shares are readily available, offering flexible transportation directly from your vacation rental to various destinations around the area.
  • Driving Your Own Vehicle: If you prefer independence, parking facilities near your vacation rental make it simple to explore the region at your own pace by car.

Local Customs Options

  • Respect for Historic Preservation: Locals in this charming area value maintaining the historic integrity of their homes and neighborhoods, so you'll find that preservation efforts are highly regarded here.
  • Community Festivities: Participating in seasonal parades and local celebrations is common, offering a warm glimpse into the area's close-knit community spirit.
  • Quiet Evening Etiquette: The neighborhood tends to embrace a tranquil atmosphere in the evenings, encouraging guests to enjoy peaceful surroundings during their stay.
  • Environmental Awareness: Residents often prioritize eco-friendly practices, making sustainability a notable aspect of daily life within this destination.

Frequently Asked Questions About Strickland Road Historic District?

1. What are the top vacation rentals in Strickland Road Historic District?

2. How many vacation rentals have private pools in Strickland Road Historic District?

There are 1 vacation rentals with private pools near Strickland Road Historic District. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Strickland Road Historic District are best for families?

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

4. How many Rentbyowner vacation rentals are available in Strickland Road Historic District?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 155 in the Strickland Road Historic District 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 Strickland Road Historic District. 

5. What is the cancellation policy for properties in this historic district?

The cancellation policies vary depending on the individual property owner. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees involved.

6. How do I confirm my reservation at a vacation rental in the region?

Reservation confirmation typically occurs after completing your booking through the platform. For additional assurance, you can reach out to the property owner to confirm your stay and inquire about any special instructions.

7. Are there any house rules I need to be aware of before booking?

Each property may have its own set of rules, which are usually detailed in the listing description. Be sure to read these carefully or contact the owner if you have questions to ensure your stay complies with their guidelines.

8. What amenities are commonly available in rentals here?

Amenities vary by property but often include essentials like Wi-Fi, parking, and fully equipped kitchens. Check each listing for a complete list of features to find the best fit for your needs.

9. Is there a minimum stay requirement for booking vacation rentals in this area?

Minimum stay requirements differ among listings and are specified in the property details. If you're considering a shorter or longer visit, contact the owner for clarification or possible exceptions.