Discover Your Perfect Cheltenham Vacation Homes

Best Vacation Homes in Cheltenham

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10.0 (2 Reviews)
Villa
Sandrati Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
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Why Choose Rent By Owner for your Cheltenham 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.

Best Times to Visit Cheltenham

When should you plan your Vacation Rentals stay?

Timing your trip to this stunning destination can greatly enhance your experience, so consider planning your stay during the region's optimal seasons for ideal weather and vibrant local events.

Peak Season Highlights

spring
December to April

During the dry season, you'll enjoy favorable weather conditions ideal for exploring the area and relaxing on the pristine beaches. This period sees higher tourist influx, making it a lively time to visit.

Average Temperature Daytime: around 28°C - Nighttime: approximately 22°C
spring
June to August

The summer months bring warm temperatures and consistent sunshine, perfect for outdoor activities and water-based adventures on this island destination. Expect a vibrant atmosphere with many events and gatherings.

Average Temperature Daytime: around 30°C - Nighttime: about 24°C

Off-Season Highlights

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May and November

Shoulder seasons offer fewer crowds and more affordable rates while still providing pleasant weather for your stay. It’s an excellent time for those seeking a quieter experience in the region.

Average Temperature Daytime: approximately 27°C - Nighttime: roughly 20°C
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September to October

The hurricane season concludes, making these months a less busy period for visitors. You can enjoy a peaceful environment with the potential for special deals on your vacation rental here.

Average Temperature Daytime: around 29°C - Nighttime: nearly 21°C

Weekly Weather Forecast for Cheltenham

How to Book Your Cheltenham 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 Cheltenham

More Top-Rated Vacation Rentals in Cheltenham 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

  • Private swimming pool for relaxing and enjoying the warm Caribbean sun
  • Outdoor dining area perfect for savoring meals with scenic views
  • Sun loungers and seating areas to unwind amidst tropical surroundings
  • Well-maintained gardens and landscaped outdoor spaces to explore
  • Direct access to nearby beaches for swimming, snorkeling, or beachcombing
  • Outdoor showers to rinse off after a day at the beach or pool
  • Terraces or verandas offering stunning vistas of the ocean and horizon

Top Attractions Around Cheltenham

What attractions are nearby?

During your stay, you can enjoy a variety of activities such as exploring pristine beaches, engaging in water sports, or discovering local cultural sites right here in this picturesque destination.

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Family Activities

  • Mustique Island Exploration: Discover the island's pristine beaches and colorful coral reefs through guided family snorkeling tours, offering memorable adventures in the clear, warm waters.
  • Environmental Conservation Activities: Participate in family-friendly conservation programs that include planting native trees and learning about the region’s unique ecosystem.
  • Water Sports and Beach Days: Enjoy safe swimming, kayaking, or paddleboarding at some of the most beautiful beaches here, perfect for relaxing family days in the sun.
  • Local Cultural Experiences: Engage in cultural excursions such as visiting local markets and art galleries to immerse your family in the vibrant heritage of this destination.
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Adult Activities

  • Spa and Wellness Treatments: Indulge in luxurious spa experiences at local wellness centers that offer rejuvenating treatments tailored for relaxation and health, perfect for unwinding during your stay.
  • Gourmet Dining Experiences: Enjoy fine dining at acclaimed restaurants here that showcase the region’s culinary delights, providing an excellent opportunity to savor regional flavors in elegant settings.
  • Yachting and Sailing Excursions: Explore the surrounding waters on guided yacht or sailing trips, allowing you to experience the stunning coastlines and hidden coves of this destination firsthand.
  • Golfing at Top Courses: Play a round at renowned golf courses nearby, offering scenic views and challenging fairways that cater to enthusiasts seeking a memorable game in this region.

Cheltenham Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region’s culinary offerings by visiting local eateries to experience authentic flavors unique to this destination.
  • Plan Outdoor Activities: Make the most of the beautiful climate and scenery by scheduling outdoor adventures such as boat trips or nature walks around here.
  • Visit Cultural Sites: Embrace the area’s rich heritage by exploring nearby cultural or historical sites to deepen your understanding of this vibrant destination.
  • Utilize Local Resources: Connect with local guides or services to gain insider tips that can enhance your stay and help you discover hidden gems within the region.

Transportation Options

  • Domestic Flights: You can book flights to and from the regional airports serving the area, providing quick access to this island paradise.
  • Water Taxis and Ferries: Water taxis connect the region's islands and mainland, offering a scenic and efficient way to explore here.
  • Private Boat Charters: Chartering a private boat provides flexibility and luxury for traveling between the islands and enjoying breathtaking coastal views.
  • Local Car Rentals: Renting a car on the island allows you to freely explore the region’s scenic spots at your own pace, with convenient access to your vacation rentals.

Local Customs Options

  • Local Dress Code: In this area, dressing modestly and tastefully is appreciated during community events and visits to local landmarks.
  • Greeting Customs: Warm handshakes or casual nods are common ways to greet residents here, reflecting the friendly culture of the destination.
  • Respect for Tradition: Participating in or observing traditional festivals and ceremonies shows respect for the region’s rich cultural heritage.
  • Environmental Etiquette: Visitors are encouraged to honor conservation efforts by minimizing waste and respecting natural surroundings on the island.

Cheltenham Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Cheltenham?

There are a lot of options in Cheltenham. If you plan on staying in the Cheltenham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cheltenham:

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

There are 25 vacation rentals with private pools near Cheltenham. Top-rated RBO homes that have access to a swimming pool include:

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 171 in the Cheltenham 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 Cheltenham. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so you should review the specific listing details carefully. For complete information on cancellation terms and any applicable fees, please contact the property owner directly.

6. How do I know if my chosen vacation rental in Mustique Island is available for my travel dates?

Availability can be confirmed through the listing calendar, but it’s recommended to reach out to the owner for real-time confirmation and to discuss any potential booking requirements.

7. Are there any additional charges or fees when booking a vacation rental here?

Additional charges such as cleaning fees, security deposits, or service fees are typically specified in the listing. For exact details, please refer to the property description or contact the owner before completing your reservation.

8. What amenities and features can I expect in a typical vacation rental around Grenadines?

Vacation rentals in this region often include amenities like private pools, air conditioning, fully equipped kitchens, and outdoor spaces. To see what’s included in your chosen property, review the listing details or ask the owner directly.

9. How can I ensure a smooth check-in and check-out process during my stay on St. Vincent and the Grenadines?

Check-in and check-out procedures vary by property. It’s best to communicate directly with the owner or manager to receive detailed instructions and any necessary access codes or arrangements prior to your arrival.