Default HTG hotel image

Cheltenham Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cheltenham vacation rentals

1. Sandrati Villa - Bequia

Sandrati Villa - Bequia
Port Elizabeth
7.0 out of 10, Good, (7 reviews)
"Good overall, but some minor defects prevent me from rating this property as excellent."
United Kingdom
Beth
The price is CA $83
CA $125 total
includes taxes & fees
Aug 17 - Aug 18
Sandrati Villa - Bequia

2. 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 CA $83
CA $201 total
includes taxes & fees
Aug 23 - Aug 24
Sandrati Villa

3. Sadewa Villa

Sadewa Villa
4.5 star property
Bequia Island
9.6 out of 10, Exceptional, (7 reviews)
"Very unique house with great views. The property could use some repairs and maintenance, but overall a good experience. "
United States
Jeffrey
The price is CA $208
CA $339 total
includes taxes & fees
Aug 24 - Aug 25
Sadewa Villa

4. 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 CA $121
CA $151 total
includes taxes & fees
Aug 17 - Aug 18
WindBlow Villa

5. Sadewa Villa - Bequia

Sadewa Villa - Bequia
Spring Estates
9.4 out of 10, Exceptional, (9 reviews)
"This Villa is gorgeous! We loved the location and the rooms were beautiful and spacious. Everyone was friendly and helpful. We will definitely be returning to stay again."
United States
Susan O.
The price is CA $208
CA $282 total
includes taxes & fees
Aug 24 - Aug 25
Sadewa Villa - Bequia

6. Calliandras Apartment Complex

Calliandras Apartment Complex
3.5 star property
Ratho Mill
7.4 out of 10, Good, (12 reviews)
"The room was very clean and comfortable. Easy to contact staff for directions, extra services etc. Excellent customer service "
United States
Valissa
The price is CA $114
CA $141 total
includes taxes & fees
Aug 19 - Aug 20
Calliandras Apartment Complex

7. Castle Berry Apartments

Castle Berry Apartments
4.0 star property
Brighton
9.8 out of 10, Exceptional, (14 reviews)
"This apartment was lovely 😍 i will definitely come back...and it has amazing view"
United Kingdom
Josel
The price is CA $91
CA $115 total
includes taxes & fees
Aug 28 - Aug 29
Castle Berry Apartments

8. Immaculate 3 Bed Villa Overlooking Admiralty Bay

Immaculate 3 Bed Villa Overlooking Admiralty Bay
3.0 star property
Bequia Island
The price is CA $236
CA $323 total
includes taxes & fees
Sep 1 - Sep 2
Immaculate 3 Bed Villa Overlooking Admiralty Bay

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

Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
Grenadines
The price is CA $402
CA $455 total
includes taxes & fees
Aug 17 - Aug 18
Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach

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

Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
Charlestown
The price is CA $111
CA $139 total
includes taxes & fees
Aug 17 - Aug 18
Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling

11. 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 CA $111
CA $139 total
includes taxes & fees
Aug 17 - Aug 18
Bay View Apartments - Canouan Island - Room 2A

12. 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 CA $167
CA $194 total
includes taxes & fees
Aug 17 - Aug 18
Bay View Apartments - Canouan Island - Room 4

13. Coconut Breeze SVG - 1 bdrm seaview apt

Coconut Breeze SVG - 1 bdrm seaview apt
Argyle
The price is CA $150
CA $228 total
includes taxes & fees
Aug 17 - Aug 18
Coconut Breeze SVG - 1 bdrm seaview apt

14. Atlantic Breeze Apartment 3 - Canouan Island

Atlantic Breeze Apartment 3 - Canouan Island
Canouan Island
9.8 out of 10, Exceptional, (8 reviews)
"Would definitely book again."
United States
Omario
The price is CA $134
CA $161 total
includes taxes & fees
Aug 17 - Aug 18
Atlantic Breeze Apartment 3 - Canouan Island

15. 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 CA $114
CA $142 total
includes taxes & fees
Aug 17 - Aug 18
Bay View Apartments - Canouan Island - Room 3C

16. 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 CA $220
CA $315 total
includes taxes & fees
Aug 17 - Aug 18
Coconut Breeze SVG - 2 bdrm seaview apt

17. New - Modern Coastal Villa, Walk To Beach

New - Modern Coastal Villa, Walk To Beach
Port Elizabeth
The price is CA $555
CA $631 total
includes taxes & fees
Aug 24 - Aug 25
New - Modern Coastal Villa, Walk To Beach

18. 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 CA $357
CA $400 total
includes taxes & fees
Sep 1 - Sep 2
Stunning 3 Bed Villa Overlooking Friendship Bay

19. Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG

Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
Argyle
The price is CA $140
CA $242 total
includes taxes & fees
Aug 18 - Aug 19
Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG

20. Dalys Luxury Apartments

Dalys Luxury Apartments
4.0 star property
Choppins
10.0 out of 10, Exceptional, (9 reviews)
"Reeves is the property owner and was also our driver. He was most hospitable, amiable and serviceable. I cannot say enough good things about him. The apartment was clean and spacious and the view from the balcony was beautiful. I would recommend this location to anyone who wants a relaxing time, with a"
United States
evangelina
The price is CA $350
CA $427 total
includes taxes & fees
Aug 26 - Aug 27
Dalys Luxury Apartments
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cheltenham Hotel Reviews

Find out more about Cheltenham

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cheltenham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.