Cheltenham Vacation Rentals

Q: What are some of the best vacation home rentals that Cheltenham has to offer?

Immaculate 3 Bed Villa Overlooking Admiralty Bay : This vacation home near Cheltenham offers a balcony, a private yard, and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

Dates

November 2026

December 2026

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Our top choices for Cheltenham vacation rentals

A kitchen with wooden cabinets, stainless steel appliances, a marble countertop, and a hanging chandelier.

1. Castle Berry Apartments

Brighton

Josel

SAR 317 total

includes taxes & fees

10 Dec - 11 Dec

A living room with a beige sofa, a TV on a wooden table, and a balcony with a white railing and potted plants.

2. Sandrati Villa

Bequia Island

Brandon

SAR 868 total

includes taxes & fees

21 Nov - 22 Nov

A living room with a beige sofa, a TV on a wooden stand, and a potted plant.

3. Sandrati Villa - Bequia

Port Elizabeth

Matt M.

SAR 651 total

includes taxes & fees

21 Nov - 22 Nov

A beachside bar with wooden furniture and a thatched roof, overlooking the ocean.

4. Palm House

Grenadines

Mark B.

SAR 852 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with a view of a turquoise sea and a green hillside.

5. Twilight Villa

Bequia Island

A modern outdoor pool area with a clear blue sky, a pool with blue tiles, and two lounge chairs.

6. Hillside Escape- Private Pool & Breathtaking Sunset Over the Town

Bequia

Keith M.

A coastal building with a light blue roof, a balcony, and a view of the sea and distant land.

7. Immaculate 3 Bed Villa Overlooking Admiralty Bay

Bequia Island

SAR 1,051 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with curtains, a view of a lush landscape, and a building in the background.

8. Dalys Luxury Apartments

Choppins

Remy

SAR 1,156 total

includes taxes & fees

10 Nov - 11 Nov

A bedroom with a wooden bed, a grey sofa, a wooden nightstand, and a wall with framed pictures.

9. Bay View Apartments - Canouan Island - Room 2A

Grenadines

Omario

SAR 345 total

includes taxes & fees

14 Nov - 15 Nov

A terrace with wicker furniture overlooking a coastal view.

10. Bay View Apartments - Canouan Island - Room 3C

Canouan Island

yvonne

SAR 368 total

includes taxes & fees

14 Nov - 15 Nov

A balcony with two chairs, potted plants, and a view of the sea and hills.

11. Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach

Grenadines

SAR 1,190 total

includes taxes & fees

10 Nov - 11 Nov

A clear blue pool with a view of a coastal landscape and a distant island.

12. New - Modern Coastal Villa, Walk To Beach

Port Elizabeth

SAR 1,426 total

includes taxes & fees

23 Nov - 24 Nov

13. Bay View Apartments - Canouan Island - Room 4

CANOUAN

Robin E.

SAR 552 total

includes taxes & fees

14 Nov - 15 Nov

A spacious living room with a high ceiling, large windows, and a flat-screen TV.

14. WindBlow Villa

Belmont

"My stay at windblow was very disappointing. I was booked from Feb 22 to 3/1 and left on Feb 23. The studio apartment had no draws, no nightstand, the sink in the bathroom was so tiny we ended up washing our faces in the kitchen sink because we would bump our heads trying to use bathroom sink. The Villa advertised as “quiet time” at night but had a dog that wasn’t disclosed,on site that howled for long periods of time.The shower caddy was so nasty it looked like something was growing out of it...

Lisa

SAR 397 total

includes taxes & fees

14 Nov - 15 Nov

15. Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling

Charlestown

SAR 345 total

includes taxes & fees

14 Nov - 15 Nov

A balcony with wicker furniture and a view of the ocean and palm trees.

16. Coconut Breeze SVG - 1 bdrm seaview apt

Argyle

SAR 579 total

includes taxes & fees

10 Nov - 11 Nov

A beach with clear shallow waters, a sailboat, and a distant mountain.

17. Stunning 3 Bed Villa Overlooking Friendship Bay

Bequia Island

"This property is exactly as advertised, and has a great view of the Caribbean waters and some of the rest of the Grenadines. The owners of the place are also very kind, attentive, and quick to respond in case of any trouble or need for help regarding anything and everything. One thing to note is that this property can feel a little far from the main areas of Bequia found around the port. So it is good to keep in mind that a taxi may be required for use when staying at this wonderful house. "

Deniz

SAR 1,586 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with a view of the sea and a small island.

18. Windsor Apartment

St. George

Trajce I.

SAR 533 total

includes taxes & fees

10 Nov - 11 Nov

A patio with a wicker sofa and a round table, overlooking a coastal view with palm trees and houses.

19. Coconut Breeze SVG - 2 bdrm seaview apt

Argyle

Tyler B.

A wooden deck with a pool, lounge chairs, and umbrellas, overlooking a beach and ocean.

20. Bequia Beach Hotel - The Palm Villa

Friendship

SAR 9,045 total

includes taxes & fees

18 Nov - 19 Nov

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Find vacation rentals that suit your style

Top Cheltenham Hotel Reviews

A covered outdoor seating area with two wicker chairs and a table, overlooking a turquoise sea with boats and palm trees.

Bequia Plantation Hotel

Bequia Island

10/10 Excellent

Shavique

A living room with a view of a beach and palm trees. There are two sofas, a coffee table, and a sailboat model.

The Liming Bequia

Bequia Island

10/10 Excellent

Lisa Anderson

An aerial view of a coastal resort with clear turquoise waters, a sandy beach, and a pool area surrounded by palm trees.

Bequia Beach Hotel Luxury Resort & Spa

Bequia Island

10/10 Excellent

Adam

A beach with clear turquoise water, a sandy shore, and a hill with vegetation and a structure on top.

Spring Hotel Bequia

Bequia Island

10/10 Excellent

Dyrick yvette

Holiday Inn Express & Suites St. Vincent - Grenadines by IHG

Diamond

10/10 Excellent

Kevin

A beachside seating area with a swing set, a table, and chairs under a striped umbrella.

The Milligan Guest House

Brighton

10/10 Excellent

It is with pleasure that I write this review on Milligian House. This was a last minute booking for my friend and I because our flights didnt align with our hotel stay. I didnt expect anything special but I WAS WRONG. Ms. Sharon is the absolute best. She is like a warm hug from your favorite cool aunt. She was welcoming and her home is beautiful. Everything was clean and well kept and the breakfast was 1000/10. Ms. Sharon is very accommodating and even took us to the beach for a bit of fun. The...

Janelle

A beachfront property with overwater bungalows, clear turquoise waters, and lush greenery.

Mandarin Oriental, Canouan

Canouan Island

10/10 Excellent

Our trip to Pink Sands was beyond expectation. If you are looking to get away from it all, this is the place to be! We strategically choose shoulder to low season to avoid the crowds and we ended up with a private resort to ourselves (about 30% occupancy). The Pink Sands is in transition to be under Mandarin Oriental operations but even pre-transition the service was impeccable and all the staff always had a smile on their face and would say Hello! The resort is on the windward side of a...

Anonymous traveler

A beach with clear water, boats, and a hill with buildings in the background.

Bequia Beachfront Villa Hotel

Bequia Island

10/10 Excellent

Eben

A rooftop pool with lounge chairs and a hot tub, surrounded by glass railings.

Myah's Luxury Suites Hotel

Diamond

10/10 Excellent

Cheryl

A balcony with two chairs and a table, overlooking a beach with boats and lush greenery.

Blue Lagoon Hotel & Marina

Ratho Mill

10/10 Excellent

Our recent stay at the blue lagoon was unforgettable. We thoroughly enjoyed our stay. Thanks to the staff and manager (Azizi)who made us feel so comfortable, and were very attentive to our needs. Special thank you to shemica for her friendliness, also shawn, simmons and the other guys whose names the cannot recall. Keep up the great work guys. Next time i return i will definitely be staying here and will definitely recommend the blue lagoon to my friends and family.

Kameisha

A pool area with lounge chairs and a view of the ocean.

Beachcombers Hotel

Villa

10/10 Excellent

We booked this hotel because we wanted one by the beach and by the airport. The location on the map makes it seem like it is far from the beach but it is right outside of the pool and the view is amazing. The beach does have a lot of locals and not private whatsoever but they are nice, you just have to walk through a few soccer games. Dinner was great with a live band on saturday night and prices for drinks were great, about 3 usd for rum punch. The room was decent not spactacular but clean with...

Dave

An outdoor dining area with tables set for two, overlooking a body of water with a sailboat and a dock.

Mariners Hotel

Villa

10/10 Excellent

Traci

Castle Berry Apartments

Brighton

10/10 Excellent

Sonia

A poolside area with lounge chairs, a bar, and a view of the pool.

Hotel Alexandrina

Ribishi

10/10 Excellent

Holly

Frequently Asked Questions

Can I find vacation rentals in Cheltenham?

Yes, we have vacation rentals close to well known local attractions in Cheltenham, or you can select a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Cheltenham has to offer?

Immaculate 3 Bed Villa Overlooking Admiralty Bay: This vacation home near Cheltenham offers a balcony, a private yard, and free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Cheltenham?

While you're exploring the area, Cotton House Beach and Friendship Bay Beach are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Lower Bay Beach and Princess Margaret Beach.

What’s a vacation rental in Cheltenham like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Cheltenham. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.

Cheltenham Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cheltenham vacation rentals

1. Castle Berry Apartments

2. Sandrati Villa

3. Sandrati Villa - Bequia

4. Palm House

5. Twilight Villa

6. Hillside Escape- Private Pool & Breathtaking Sunset Over the Town

7. Immaculate 3 Bed Villa Overlooking Admiralty Bay

8. Dalys Luxury Apartments

9. Bay View Apartments - Canouan Island - Room 2A

10. Bay View Apartments - Canouan Island - Room 3C

11. Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach

12. New - Modern Coastal Villa, Walk To Beach

13. Bay View Apartments - Canouan Island - Room 4

14. WindBlow Villa

15. Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling

16. Coconut Breeze SVG - 1 bdrm seaview apt

17. Stunning 3 Bed Villa Overlooking Friendship Bay

18. Windsor Apartment

19. Coconut Breeze SVG - 2 bdrm seaview apt

20. Bequia Beach Hotel - The Palm Villa

Find vacation rentals that suit your style

Top Cheltenham Hotel Reviews

Bequia Plantation Hotel

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Cheltenham?

What are some of the best vacation home rentals that Cheltenham has to offer?

What’s there to see and do in Cheltenham?

What’s a vacation rental in Cheltenham like?