Discover Your Ideal Strickland Road Historic District, Cos Cob Vacation Rentals for a Memorable Connecticut Getaway
Discover Your Perfect Strickland Road Historic District Vacation Homes
Best Vacation Homes in Strickland Road Historic District
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Strickland Road Historic District Luxury Rentals
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Strickland Road Historic District Pet Friendly Vacation Rentals
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Strickland Road Historic District Large Vacation Homes
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Why Choose Rent By Owner for your Strickland Road Historic District Vacation Rental Homes?
What makes our Vacation Rentals special?
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
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.
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.
Off-Season Highlights
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.
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.
Weekly Weather Forecast for Strickland Road Historic District
How to Book Your Strickland Road Historic District Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Strickland Road Historic District
Common Vacation Rentals Amenities
What amenities can you expect?
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
Top Attractions Around Strickland Road Historic District
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities and scenic explorations that highlight the natural beauty and rich history surrounding your stay.

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.
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?
There are a lot of options in Strickland Road Historic District. If you plan on staying in the Strickland Road Historic District area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Strickland Road Historic District:
- Lower Lvl Private 2BR/1BA Family/Pet Friendly
- Stylish downstairs apartment. Walk to town, train, & beach ferry!
- Lovely 2 bdrm apt w/parking and outdoor sitting
- Boutique Stay 2C in Heart of Downtown
- Trendy 1 bedroom +loft apartment w/parking
- 2nd Floor, 1 Br/1 Ba With Sofa Bed In The Living Room
- Greenwich, CT Hotel Alternative Completely Renovated High End Townhouse
- Boutique Stay 2D in Heart of Downtown
- Cheerful spacious family home in Old Greenwich - close to beach and town!
- Spacious 5BR Old Greenwich Village Home - Walk/Bike to Beach, Train to NYC
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?
6. How do I confirm my reservation at a vacation rental in the region?
7. Are there any house rules I need to be aware of before booking?
8. What amenities are commonly available in rentals here?
9. Is there a minimum stay requirement for booking vacation rentals in this area?
Strickland Road Historic District Top Rated Vacation Rentals
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