Discover Your Perfect Greenwich Avenue Vacation Homes

Best Vacation Homes in Greenwich Avenue

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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
View Availability

Why Choose Rent By Owner for your Greenwich Avenue 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 Vacation Rentals

Where are the best neighborhoods to stay in Greenwich Avenue?

Exploring the neighborhoods around Greenwich Avenue in Greenwich, Connecticut, offers a unique opportunity to enjoy a charming and vibrant setting. Whether you're seeking a lively atmosphere or a peaceful retreat, the surrounding areas provide a variety of options for your stay. Staying near Greenwich Avenue allows you to immerse yourself in the local culture while conveniently accessing everything this desirable location has to offer. When planning your visit, consider accommodations that place you within easy reach of the neighborhood’s distinctive charm and amenities, ensuring a comfortable and memorable experience during your time in Greenwich.

Downtown

Centered around the vibrant core of the region, this neighborhood offers convenient access to local amenities and a lively atmosphere, making it an ideal area to find comfortable vacation rentals near the city’s heart.

View 184+ Rentals in Downtown

Cove - East Side - Shippan

Nestled along scenic waterways, this area provides a tranquil setting with picturesque views, perfect for those seeking peaceful vacation rentals just outside the bustling center.

View 35+ Rentals in Cove - East Side - Shippan

East Norwalk

Known for its charming community vibe, this neighborhood offers easy access to local parks and waterfront spots, offering a relaxed environment with vacation rentals that suit various preferences.

View 81+ Rentals in East Norwalk

North Side

This residential enclave features quiet streets and leafy surroundings, providing a serene backdrop for your stay and a range of comfortable vacation rental options.

View 216+ Rentals in North Side

Highlands

Situated on elevated terrain, the Highlands area offers scenic vistas and a cozy atmosphere, making it a desirable choice for travelers seeking inviting vacation rentals in a peaceful setting.

View 109+ Rentals in Highlands

North Stamford

A suburban favorite, North Stamford boasts spacious homes and natural beauty, ideal for visitors looking for family-friendly vacation rentals within a short drive to local attractions.

View 187+ Rentals in North Stamford

Northeast Yonkers

This dynamic neighborhood combines urban convenience with accessible outdoor spaces, presenting diverse vacation rental options for those wanting to explore the area's vibrant community.

View 122+ Rentals in Northeast Yonkers

Cedar Knolls

Characterized by its charming homes and green spaces, Cedar Knolls offers a peaceful retreat with cozy vacation rentals that are perfect for relaxing getaways.

View 184+ Rentals in Cedar Knolls

Best Times to Visit Greenwich Avenue

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here ensures you can enjoy the area's charming atmosphere and make the most of your stay in this vibrant destination.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the region experiences warm weather perfect for exploring the area and enjoying outdoor activities while staying in your ideal vacation rental.

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

This season offers mild temperatures and vibrant foliage, making it an excellent period for enjoying the scenery and local amenities in your chosen accommodation.

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 when booking a vacation rental here, with cozy settings and peaceful surroundings.

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

Before the peak seasons commence, the early spring offers a calm period for those seeking tranquility and lower rates in their stay amid budding landscapes.

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

Weekly Weather Forecast for Greenwich Avenue

How to Book Your Greenwich Avenue 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

More Top-Rated Vacation Rentals in Greenwich Avenue 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 outdoor seating areas, perfect for relaxing after exploring the region’s charming streets.
  • Benefit from private gardens or landscaped yards that enhance your outdoor experience.
  • Take advantage of on-site outdoor dining spaces to savor meals in the fresh air.
  • Look for properties with patios or decks ideal for socializing or unwinding during your stay.
  • Discover outdoor fireplaces or fire pits that create a cozy ambiance under the stars.
  • Access nearby walking or biking trails easily connected to your rental for outdoor adventures.
  • Utilize shared outdoor amenities such as pools or courtyards available in select properties here.

Top Attractions Around Greenwich Avenue

What attractions are nearby?

In this charming area, you can enjoy a variety of nearby activities, including exploring local shops and dining options, all conveniently accessible from your Greenwich Avenue vacation rental.

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Family Activities

  • Greenwich Avenue Shopping Experience: Enjoy a family-friendly stroll along the vibrant shopping district, discovering unique boutiques and inviting cafes perfect for a relaxed day out.
  • Greenwich Historical Society Tour: Explore the area's rich history by visiting local museums and historic sites that provide engaging insights for visitors of all ages.
  • Greenwich Waterfront Park: Spend quality time outdoors in this scenic park featuring walking trails, playgrounds, and beautiful views of the harbor, ideal for a family picnic or leisurely afternoon.
  • Community Events and Festivals: Participate in seasonal festivals and local events often held here, offering entertainment and activities that appeal to kids and parents alike.
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Adult Activities

  • Shopping at Greenwich Avenue's Boutiques: Explore a variety of high-end shops and local boutiques to indulge in retail therapy within the region’s vibrant shopping district.
  • Dining Experience in Greenwich's Fine Restaurants: Savor an array of culinary delights at renowned eateries that showcase the area's diverse gastronomy scene.
  • Visit to Local Art Galleries: Immerse yourself in contemporary and classic art displays housed in the region's charming galleries for a cultural outing.
  • Strolling and People-Watching: Enjoy leisurely walks along the picturesque streets, taking in the lively ambiance of the destination’s bustling avenue.

Other Places to Stay in Greenwich Avenue, CT

Cavalier Galleries
Cavalier Galleries Vacation Rentals
Greenwich Avenue Historic District
Greenwich Avenue Historic District Vacation Rentals
More Places to Stay Near Greenwich Avenue

Greenwich Avenue Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the diverse restaurants nearby to enjoy authentic regional cuisine and enhance your stay experience.
  • Plan Leisurely Strolls: Walk along the picturesque streets to discover charming shops, historic architecture, and vibrant local culture that make this area special.
  • Visit Nearby Parks and Green Spaces: Schedule time for outdoor activities in parks and recreational areas to relax and immerse yourself in the region's natural beauty.
  • Utilize Central Location for Excursions: Use the convenient position of your vacation rental as a base to explore popular attractions within easy reach of here.

Transportation Options

  • Greenwich Train Station: This station offers convenient rail access to New York City and other regional destinations, making it easy for you to explore the city from your Greenwich accommodation.
  • Local Bus Services: Widely available throughout the area, these buses provide a cost-effective way to navigate Greenwich and reach popular spots nearby.
  • Car Rentals: Numerous rental agencies in the region allow you to travel with flexibility, ideal for exploring both Greenwich Avenue and its scenic surroundings at your own pace.
  • Taxi and Ride-Sharing Services: Readily accessible in the area, these options offer quick and reliable transportation directly from your vacation rental or around Greenwich.

Local Customs Options

  • Traditional Greenwich Hospitality: You’ll notice a warm local courtesy that emphasizes friendliness and respectful interactions, reflecting the area's welcoming spirit.
  • Seasonal Celebrations: Participating in local events like seasonal festivals is common here, showcasing the region’s vibrant community traditions.
  • Artisan Shopping Customs: Supporting small businesses and artisans on Greenwich Avenue is a cherished custom, adding to the authentic shopping experience.
  • Respect for Nature and Environment: Visitors often observe eco-friendly practices and appreciation for the area's scenic beauty when exploring the region’s outdoor spaces.

Frequently Asked Questions About Greenwich Avenue?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 109 in the Greenwich Avenue 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. 

3. What is the cancellation policy for vacation rentals near Greenwich Avenue?

The cancellation policy varies depending on the specific property you choose. It is recommended to review the individual listing details or contact the property owner directly for precise information regarding cancellations and refunds.

4. How do I find out about amenities included in the Greenwich region vacation rentals?

Amenities are listed on each property’s page, allowing you to see what features are available. If you have specific questions, reaching out to the host will ensure you get accurate details for your stay here.

5. Are there any house rules I should be aware of before booking?

Yes, each vacation rental has its own set of house rules which are outlined in the listing description. For clarity or special requests, contacting the property owner directly is recommended.

6. What is the check-in and check-out process at vacation rentals in this area?

Check-in and check-out procedures are specified in the listing details. Many hosts offer flexible arrangements; for specific instructions, it’s best to communicate with the owner beforehand.

7. Is there secure parking available at vacation rentals near Greenwich Avenue?

Parking options depend on the individual property. Listings often specify whether parking is included or nearby. To confirm availability and safety measures, consult the property details or contact the owner.

Best Vacation Homes in Greenwich Avenue