Discover Your Perfect Greenwich Vacation Homes

Best Vacation Homes in Greenwich

Greenwich Pet Friendly Vacation Rentals

Greenwich Large Vacation Homes

Why Choose Rent By Owner for your Greenwich 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 Greenwich

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region’s shoulder seasons when the weather is pleasant and attractions are less crowded, allowing you to enjoy the best of what Greenwich offers in St. James, Barbados.

Peak Season Highlights

spring
December to April

During the dry season, you will experience warm temperatures and plenty of sunshine, making it an ideal time to explore the region's beaches and outdoor activities.

Average Temperature Daytime: 85-88°F - Nighttime: 70-75°F
spring
June to August

The summer months bring lively events and a vibrant atmosphere, perfect for those seeking a bustling and energetic vacation experience in this destination.

Average Temperature Daytime: 87-90°F - Nighttime: 74-77°F

Off-Season Highlights

image
May to June

In the shoulder season, you can enjoy fewer crowds while still experiencing pleasant weather, ideal for relaxing and exploring at your own pace.

Average Temperature Daytime: 83-86°F - Nighttime: 72-74°F
image
September to November

During this period, the region experiences quieter days with lower humidity, offering a peaceful retreat away from peak times.

Average Temperature Daytime: 81-84°F - Nighttime: 70-73°F

Weekly Weather Forecast for Greenwich

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 private outdoor swimming pools for a refreshing dip in the warm Caribbean sun.
  • Relax on spacious patios or verandas that offer stunning views of the area’s picturesque landscape.
  • Benefit from lush, well-maintained gardens that create a tranquil outdoor environment.
  • Take advantage of BBQ grills and outdoor dining areas perfect for entertaining family and friends.
  • Access to tennis courts or other sports facilities to stay active during your stay.
  • Experience direct access to nearby beaches or oceanfronts for swimming and water sports.
  • Utilize covered outdoor lounging spaces designed for relaxing while enjoying the tropical ambiance.
image
image

Family Activities

  • George Washington House: Discover the history of this notable American president while exploring the beautifully preserved estate that offers engaging tours suited for families.
  • Folkstone Marine Park: Enjoy a day of snorkeling and swimming at this family-friendly marine park, where vibrant marine life makes for an unforgettable experience in the region.
  • Barbados Wildlife Reserve: Experience close encounters with local wildlife and learn about the island’s flora and fauna through easy walking trails perfect for children.
  • Paynes Bay Beach: Relax on the pristine sands of this popular beach known for calm waters ideal for swimming and picnicking with family members.
image

Adult Activities

  • Sightseeing Tours: Discover the scenic beauty and historical charm of this destination through guided sightseeing tours that showcase its unique local culture.
  • Gourmet Dining Experiences: Indulge in exquisite culinary delights at renowned restaurants, offering a taste of authentic local flavors and international cuisines.
  • Beachfront Leisure: Relax on pristine beaches, soak up the sun, and enjoy water activities in the tranquil coastal waters that surround here.
  • Luxury Spa Treatments: Pamper yourself with rejuvenating spa services designed to provide ultimate relaxation amid the serene setting of the region.

Greenwich Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining experiences: Take the time to enjoy the region’s culinary delights, which showcase the authentic flavors of Barbados right near your vacation rental.
  • Visit the nearby beaches: Maximize your stay by spending relaxing days on the stunning beaches that are just a short trip from your accommodation here in the area.
  • Engage with the local culture: Immerse yourself in the vibrant community through cultural events and markets to truly experience what makes this destination special.
  • Plan outdoor excursions: Make the most of the scenic landscapes by organizing outdoor activities such as sightseeing or nature walks around the region.

Transportation Options

  • Public Bus Services: You can rely on the local bus network for affordable transportation around this part of Barbados, providing convenient access to various beaches and amenities.
  • Taxis: Taxis offer a quick and comfortable way to explore the region, with readily available options that connect you directly to your desired destinations.
  • Car Rentals: Renting a car allows you the flexibility to discover hidden gems and navigate the area at your own pace during your stay here.
  • Private Transfers: Private transfer services provide personalized, hassle-free transportation from the airport or between key spots in the region, ensuring a smooth travel experience.

Local Customs Options

  • Barbadian Hospitality: Locals in the region take pride in their warm and welcoming attitude, often greeting visitors with genuine friendliness that enhances your stay at any of the charming vacation rentals here.
  • S slang and Patois: You might notice the unique local dialect spoken by residents, adding an authentic cultural flavor to your experience in this Caribbean destination.
  • Traditional Festivals: Participating or observing lively local festivals provides a glimpse into the vibrant customs and community spirit that define this area’s cultural identity.
  • Respect for Nature: The community values its natural surroundings, encouraging eco-friendly practices and respect for Barbados’ beautiful landscapes during your visit.

Frequently Asked Questions About Greenwich?

2. How many vacation rentals have private pools in Greenwich?

3. Which vacation homes in Greenwich are best for families?

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

4. How many Rentbyowner vacation rentals are available in Greenwich?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 3008 in the Greenwich 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. 

5. What is the cancellation policy for vacation rentals in Greenwich, St. James?

Cancellation policies vary depending on the property listing you choose. It’s recommended to review the specific cancellation terms outlined by the host before booking to understand refund options and any potential fees.

6. How do I confirm my reservation at a vacation rental in this area?

Once you select your preferred property, complete the booking process as instructed. Confirmation will typically be sent via email, but it’s a good idea to verify all details directly with the host if needed.

7. Are there any house rules I should be aware of when staying at a vacation rental in the region?

Yes, each property has its own set of house rules specified in the listing. Be sure to read these carefully to ensure your stay complies with the owner’s guidelines and local regulations.

8. What amenities are commonly available at vacation rentals in this destination?

Vacation rentals here often include features like Wi-Fi, fully equipped kitchens, air conditioning, and private pools. For details on specific amenities, refer to the listing description or contact the owner directly.

9. How can I get assistance if I encounter issues during my stay in a vacation rental in the area?

Support is available through the booking platform’s customer service. You can also reach out directly to the property owner or manager listed in the property details for immediate assistance during your stay.

Greenwich Top Rated Vacation Rentals