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Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Cheltenham vacation rentals

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

1. Sandrati Villa

Sandrati Villa
4.0 star property
Bequia Island
8.8 out of 10, Excellent, (3 reviews)
"Ocean was visible at a distance. Only suitable for older children who can be separate from adult supervision as the rooms are separated and require having to go outside stairs to access each other. Friendly and helpful staff. Location can loud with passing vans, dogs barking. Slight bug problem on ground floor. "
United States
Brandon
The price is ￥15,766
￥29,791 total
includes taxes & fees
Oct 31 - Nov 1
Sandrati Villa
A balcony with curtains, a view of a lush landscape, and a building in the background.

2. Dalys Luxury Apartments

Dalys Luxury Apartments
4.0 star property
Choppins
10.0 out of 10, Exceptional, (10 reviews)
"I visited the property shortly after the hurricane and the property manager went above and beyond to ensure we had everything needed given the current conditions. "
United States
Alston
The price is ￥39,731
￥48,541 total
includes taxes & fees
Nov 4 - Nov 5
Dalys Luxury Apartments
A living room with a beige sofa, a TV on a wooden stand, and a potted plant.

3. Sandrati Villa - Bequia

Sandrati Villa - Bequia
Port Elizabeth
7.4 out of 10, Good, (8 reviews)
"Overall clean and functional. Nice location, great communication from management. Will stay here again."
United States
Matt M.
The price is ￥15,777
￥21,614 total
includes taxes & fees
Oct 31 - Nov 1
Sandrati Villa - Bequia
A poolside area with lounge chairs, a table, and an umbrella.

4. Palm House

Palm House
Grenadines
9.6 out of 10, Exceptional, (11 reviews)
"Had a great time as always,will definitely visit again "
United States
Mark B.
The price is ￥31,532
￥36,104 total
includes taxes & fees
Nov 9 - Nov 10
Palm House
A balcony with a view of a turquoise sea and a green hillside.

5. Twilight Villa

Twilight Villa
3.0 star property
Bequia Island
The price is ￥39,116
￥47,797 total
includes taxes & fees
Nov 24 - Nov 25
Twilight Villa
A stone staircase leading to a scenic overlook with a view of the ocean and distant mountains during sunset.

6. Immaculate 3 Bed Villa Overlooking Admiralty Bay

Immaculate 3 Bed Villa Overlooking Admiralty Bay
3.0 star property
Bequia Island
The price is ￥36,079
￥44,129 total
includes taxes & fees
Oct 31 - Nov 1
Immaculate 3 Bed Villa Overlooking Admiralty Bay
A balcony with two chairs, potted plants, and a view of the sea and hills.

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

Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
Grenadines
The price is ￥45,721
￥52,343 total
includes taxes & fees
Nov 1 - Nov 2
Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
A modern outdoor pool area with a clear blue sky, a pool with blue tiles, and two lounge chairs.

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

Hillside Escape- Private Pool & Breathtaking Sunset Over the Town
Bequia
10.0 out of 10, Exceptional, (3 reviews)
"Nice little place with a great view of the Admiralty bay. Very clean. Host was very nice. It is up a steep hill with a narrow windy road so a taxi ride is a must."
United States
Keith M.
The price is ￥30,744
￥35,158 total
includes taxes & fees
Nov 12 - Nov 13
Hillside Escape- Private Pool & Breathtaking Sunset Over the Town
A clear blue pool with a view of a coastal landscape and a distant island.

9. New - Modern Coastal Villa, Walk To Beach

New - Modern Coastal Villa, Walk To Beach
Port Elizabeth
The price is ￥55,181
￥63,064 total
includes taxes & fees
Nov 23 - Nov 24
New - Modern Coastal Villa, Walk To Beach
A bedroom with a wooden bed, a grey sofa, a wooden nightstand, and a wall with framed pictures.

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

Bay View Apartments - Canouan Island - Room 2A
Grenadines
10.0 out of 10, Exceptional, (1 review)
"Location is in walking distance from most entertainment and amenities "
United States
Omario
The price is ￥12,613
￥15,766 total
includes taxes & fees
Nov 1 - Nov 2
Bay View Apartments - Canouan Island - Room 2A
A terrace with wicker furniture overlooking a coastal view.

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

Bay View Apartments - Canouan Island - Room 3C
Canouan Island
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was very clean and the area was very quiet. There were no eateries close by so you will need to contact a taxi to get a real meal. The bank was within walking distance and it’s a nice walk to the beach. Overall real nice property would definitely stay again. "
United States
yvonne
The price is ￥13,559
￥16,712 total
includes taxes & fees
Oct 31 - Nov 1
Bay View Apartments - Canouan Island - Room 3C
A spacious living room with a high ceiling, large windows, and a flat-screen TV.

12. WindBlow Villa

WindBlow Villa
3.0 star property
Belmont
3.0 out of 10, (2 reviews)
"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...
United States
Lisa
The price is ￥13,874
￥17,344 total
includes taxes & fees
Nov 6 - Nov 7
WindBlow Villa
A terrace with wicker furniture overlooking a coastal view.

13. Bay View Apartments - Canouan Island - Room 4

Bay View Apartments - Canouan Island - Room 4
CANOUAN
10.0 out of 10, Exceptional, (2 reviews)
"The people who run this are so helpful - arranged a buggy for pickup at the airport and could not do enough for us before we arrived. The apartment is super clean with everything you need and new AC. I highly recommend the accommodation."
United Kingdom
Robin E.
The price is ￥18,919
￥24,437 total
includes taxes & fees
Oct 31 - Nov 1
Bay View Apartments - Canouan Island - Room 4
A terrace with wicker furniture overlooking a coastal view.

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

Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
Charlestown
The price is ￥12,613
￥15,766 total
includes taxes & fees
Nov 1 - Nov 2
Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
A balcony with wicker furniture and a view of the ocean and palm trees.

15. Coconut Breeze SVG - 1 bdrm seaview apt

Coconut Breeze SVG - 1 bdrm seaview apt
Argyle
The price is ￥16,914
￥25,822 total
includes taxes & fees
Nov 7 - Nov 8
Coconut Breeze SVG - 1 bdrm seaview apt
A balcony with wicker chairs and a table, overlooking a coastal view with boats and islands.

16. Stunning 3 Bed Villa Overlooking Friendship Bay

Stunning 3 Bed Villa Overlooking Friendship Bay
3.0 star property
Bequia Island
8.0 out of 10, Very good, (3 reviews)
"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. "
United States
Deniz
The price is ￥59,486
￥66,489 total
includes taxes & fees
Nov 2 - Nov 3
Stunning 3 Bed Villa Overlooking Friendship Bay
A room with a wardrobe, a dresser, and a patterned rug.

17. Home Away From Home

Home Away From Home
2.0 star property
Arnos Vale
The price is ￥52,028
￥94,707 total
includes taxes & fees
Oct 31 - Nov 1
Home Away From Home
A bedroom with a wardrobe, a dresser, and a patterned bedspread.

18. A Home Away from Home—A Private 3-Bedroom Retreat with 3 Terraces and Fruit Trees in Arnos Vale

A Home Away from Home—A Private 3-Bedroom Retreat with 3 Terraces and Fruit Trees in Arnos Vale
Arnos Vale
The price is ￥44,739
￥70,619 total
includes taxes & fees
Nov 1 - Nov 2
A Home Away from Home—A Private 3-Bedroom Retreat with 3 Terraces and Fruit Trees in Arnos Vale
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

Coconut Breeze SVG - 2 bdrm seaview apt
Argyle
9.6 out of 10, Exceptional, (7 reviews)
"Lovely place and area , we we're lucky enough to meet the host and hostess of this fine property..And their family which was a extra special treat..Would definitely recommend The Brooks Family "
United States
Tyler B.
The price is ￥28,189
￥39,916 total
includes taxes & fees
Nov 11 - Nov 12
Coconut Breeze SVG - 2 bdrm seaview apt
A balcony with a view of the sea and a small island.

20. Windsor Apartment

Windsor Apartment
St. George
10.0 out of 10, Exceptional, (2 reviews)
"Llvely place with an amazing view of the sea. We all enjoyed it"
United States
Trajce I.
The price is ￥18,131
￥23,649 total
includes taxes & fees
Nov 3 - Nov 4
Windsor Apartment
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cheltenham Hotel Reviews

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

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

8/10 Good
"Don’t like the staff in the cafeteria that stands around and count the amount of people that having breakfast"
Michael 3-night trip
Posted 19 hours ago
Holiday Inn Express & Suites St. Vincent - Grenadines by IHG

Find out more about Cheltenham

Search for holiday rentals in Cheltenham on Expedia! You can easily find your home rentals, villas, holiday apartments in Cheltenham using one of the methods below:

  • View our selection of featured holiday rentals in Cheltenham
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  • Enter your travel dates to view the best deals on holiday rentals in Cheltenham while they last

Look no further and take a look at our great range of rental properties in Cheltenham!

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.