Discover Your Perfect Greenwich Avenue Historic District Vacation Homes

Best Vacation Homes in Greenwich Avenue Historic District

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9.6 (153 Reviews)
Bed & Breakfast
Stanton House Inn
  • Air Conditioner
  • Parking
  • Pool
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9.3 (3 Reviews)
House
California guest house
  • Air Conditioner
  • Parking
  • Pet Friendly
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9.0 (1003 Reviews)
Hotel
J House Greenwich
  • Air Conditioner
  • Parking
  • Pool
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Why Choose Rent By Owner for your Greenwich Avenue Historic District 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.

Popular Areas for Greenwich Avenue Historic District Vacation Rentals

Where are the best neighborhoods to stay in Greenwich Avenue Historic District?

Exploring the Greenwich Avenue Historic District offers you a charming and conveniently located neighborhood in Greenwich, Connecticut. This area is renowned for its blend of historic charm and modern amenities, making it an ideal choice for your stay. Whether you're seeking easy access to local shops, dining options, or simply want to immerse yourself in the area's unique character, this neighborhood provides a welcoming and authentic experience. Booking a vacation rental here ensures you’re at the heart of Greenwich's vibrant community, offering comfort and convenience during your visit to Connecticut.

Downtown

In the heart of the region, downtown offers convenient access to local amenities and vibrant city life, making it an ideal spot for exploring this destination's cultural offerings.

View 184+ Rentals in Downtown

Cove - East Side - Shippan

This area provides a tranquil environment with scenic views and nearby waterfronts, perfect for relaxing stays close to the region's natural beauty.

View 35+ Rentals in Cove - East Side - Shippan

East Norwalk

Known for its charming neighborhoods and proximity to local parks, East Norwalk offers a cozy setting for experiencing the area's welcoming community.

View 81+ Rentals in East Norwalk

North Side

Situated on the northern edge of the city, the North Side boasts easy access to local attractions and a peaceful atmosphere for your visit.

View 216+ Rentals in North Side

Highlands

This neighborhood features lush landscapes and quiet streets, providing a serene backdrop for exploring the wider region.

View 109+ Rentals in Highlands

North Stamford

Offering an upscale ambiance and access to local nature spots, North Stamford is perfect for those seeking a refined stay within the region.

View 187+ Rentals in North Stamford

Northeast Yonkers

Discover a lively community with access to parks and cultural venues, making it a convenient base in this part of the region.

View 122+ Rentals in Northeast Yonkers

Cedar Knolls

Known for its picturesque streets and historic charm, Cedar Knolls provides a cozy setting surrounded by natural beauty, ideal for a memorable visit.

View 184+ Rentals in Cedar Knolls

Best Times to Visit Greenwich Avenue Historic District

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this charming destination can enhance your experience, allowing you to enjoy the local ambiance and seasonal events while making the most of your vacation rentals here.

Peak Season Highlights

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Spring (April to June)

During spring, this destination blossoms with vibrant local events and pleasant weather, making it an ideal time to explore the area's charming streets and enjoy outdoor activities.

Average Temperature Daytime: 60-70°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings a colorful landscape and lively community events that showcase the region’s natural beauty and cultural vibrancy, perfect for those seeking a picturesque getaway.

Average Temperature Daytime: 60-65°F - Nighttime: 45-50°F

Off-Season Highlights

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Winter (December to February)

In winter, the area offers a quieter atmosphere, allowing you to enjoy cozy accommodations and peaceful strolls amidst less crowded streets during the colder months.

Average Temperature Daytime: 35-45°F - Nighttime: 25-35°F
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Early Spring & Late Fall (March & December)

These shoulder months offer fewer visitors and more affordable rates, providing a tranquil experience while still enjoying the region’s scenic charm and mild weather conditions.

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

Weekly Weather Forecast for Greenwich Avenue Historic District

How to Book Your Greenwich Avenue Historic District Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Greenwich Avenue Historic District

More Top-Rated Vacation Rentals in Greenwich Avenue Historic District Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 balcony to unwind after exploring the area’s charming streets.
  • Take advantage of lush, well-maintained gardens that provide a tranquil setting within your rental property.
  • Make use of outdoor seating areas perfect for dining al fresco with views of the surrounding neighborhood.
  • Benefit from access to outdoor grills to host a barbecue in this scenic region.
  • Relax in spaces equipped with fire pits, ideal for cozy evenings under the stars.
  • Explore nearby outdoor recreational facilities such as parks or walking paths often included with rentals here.
  • Utilize secure, covered parking options available for your convenience during your stay in this destination.

Top Attractions Around Greenwich Avenue Historic District

What attractions are nearby?

Within walking distance, you'll find a variety of engaging activities and attractions that allow you to explore the charm and history of this destination, making your stay in the region both enjoyable and memorable.

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Family Activities

  • Greenwich Avenue Shopping & Dining Experience: Stroll through the charming district and enjoy a variety of family-friendly boutiques, cafes, and restaurants, perfect for a relaxed day out together.
  • Greenwich Historical Society Museum Tours: Explore local history with engaging exhibits and guided tours that offer insights into the heritage of this vibrant area, ideal for curious families.
  • Greenwich Polo Club Matches: Attend exhilarating polo matches in nearby Greenwich, where families can watch thrilling competitions amid beautiful open fields.
  • Local Parks & Green Spaces: Relax or have fun in scenic parks nearby, providing ample space for picnics, outdoor games, and nature walks suitable for all ages.
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Adult Activities

  • Shopping at Greenwich Avenue: Explore the upscale boutiques and unique shops along the historic district, perfect for a leisurely day of retail therapy.
  • Dining Experiences: Indulge in diverse culinary options ranging from fine dining to cozy cafes, all conveniently located within the district’s charming streets.
  • Visit the Greenwich Historical Society: Discover the area's rich history and cultural heritage through engaging exhibits and well-preserved landmarks.
  • Enjoying Local Art Galleries: Immerse yourself in the vibrant arts scene by visiting galleries showcasing works from regional artists, just steps from your rental.

Greenwich Avenue Historic District Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Shops and Boutiques: Take time to stroll along the charming streets and discover unique shops that showcase the area's local flavor and craftsmanship.
  • Visit Nearby Parks and Green Spaces: Enjoy leisurely afternoons in the lush parks close to your rental, perfect for relaxing walks or outdoor picnics within this historic district.
  • Sample Local Cuisine: Indulge in the region’s culinary offerings by visiting nearby cafes and restaurants to experience authentic flavors of the area.
  • Plan Cultural Outings: Make the most of your stay by exploring museums, galleries, or historical sites that highlight the rich heritage of this destination.

Transportation Options

  • Greenwich Railway Station: Enjoy convenient train access to this destination, making it easy to explore the region without hassle.
  • Local Bus Services: Reliable bus routes connect you to key areas around the historic district and beyond, providing budget-friendly transportation options.
  • Taxi and Rideshare Services: Uber and local taxi companies offer flexible, door-to-door transportation for quick trips around here.
  • Rental Car Agencies: Several nearby agencies provide the freedom to explore the surrounding area's attractions at your own pace.

Local Customs Options

  • Respect for Local Artisans: You’ll notice that supporting Greenwich’s local artisans is a cherished custom, adding to the district’s unique charm.
  • Elegant Public Gatherings: Attending or observing traditional community events here demonstrates the area’s commitment to celebrating its history and culture.
  • Historic Preservation Etiquette: When exploring the district, it’s customary to appreciate and preserve the historic architecture that defines this destination.
  • Refined Social Interactions: Visitors often embrace polite and sophisticated manners when engaging with locals in this region’s welcoming environment.

Frequently Asked Questions About Greenwich Avenue Historic District?

1. What are the top vacation rentals in Greenwich Avenue Historic District?

There are a lot of options in Greenwich Avenue Historic District. If you plan on staying in the Greenwich Avenue 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 Greenwich Avenue Historic District:

2. How many Rentbyowner vacation rentals are available in Greenwich Avenue Historic District?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 110 in the Greenwich Avenue 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 Greenwich Avenue Historic District. 

3. What is the cancellation policy for vacation rentals in the Greenwich Avenue Historic District?

The cancellation policy varies depending on the property listing. It is recommended that you review the specific terms outlined in each rental's description or contact the owner directly to understand the cancellation options available.

4. How do I secure a reservation at a vacation rental in the Greenwich area?

Reservations are typically confirmed through the booking platform by submitting your details and payment information. For detailed steps or any questions about the process, reach out to the property owner or refer to the listing instructions.

5. Are there any additional fees or deposits required when booking here?

Additional fees such as cleaning fees, security deposits, or service charges are often outlined in the listing. To avoid surprises, review all the fee details before completing your booking or contact the owner for clarification.

6. What amenities can I expect in vacation rentals in this region?

Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. Specific offerings are listed in each property description, so it's advisable to read the listing carefully or inquire with the owner to confirm what’s included.

7. Is it possible to make special requests for my stay in these vacation rentals?

Many property owners are open to accommodating special requests such as early check-in or particular amenities. To ensure your needs can be met, communicate directly with the owner before finalizing your reservation.

Best Vacation Homes in Greenwich Avenue Historic District