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Cheltenham Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Cheltenham vacation rentals

Villa | Living area

WindBlow Villa

WindBlow Villa
3.0 star property
Belmont
2.0 out of 10, (1 review)
"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
$107 nightly
The price is $121
Jul 12 - Jul 13
Total with taxes and fees
WindBlow Villa
Smart TV

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
$80 nightly
The price is $90
Jul 13 - Jul 14
Total with taxes and fees
Sandrati Villa - Bequia
Luxury Villa, Ocean View | Living room | Flat-screen TV

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
$128 nightly
The price is $145
Jul 13 - Jul 14
Total with taxes and fees
Sandrati Villa
Shower, free toiletries, towels

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
$99 nightly
The price is $112
Jul 13 - Jul 14
Total with taxes and fees
Calliandras Apartment Complex
1 bedroom, iron/ironing board, WiFi, bed sheets

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
$100 nightly
The price is $100
Jul 12 - Jul 13
Total with taxes and fees
Bay View Apartments - Canouan Island - Room 2A
Exterior

Bay View Apartments - Canouan Island - Room 3B

Bay View Apartments - Canouan Island - Room 3B
Charlestown
9.0 out of 10, Wonderful, (4 reviews)
"A really good property with nice services. "
United States
Chia-Hung
$101 nightly
The price is $101
Jul 12 - Jul 13
Total with taxes and fees
Bay View Apartments - Canouan Island - Room 3B
Smart TV

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
$102 nightly
The price is $102
Jul 12 - Jul 13
Total with taxes and fees
Bay View Apartments - Canouan Island - Room 3C
Terrace/patio

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.
$224 nightly
The price is $224
Jul 15 - Jul 16
Total with taxes and fees
Coconut Breeze SVG - 2 bdrm seaview apt
Terrace/patio

Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG

Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
Argyle
$154 nightly
The price is $171
Jul 15 - Jul 16
Total with taxes and fees
Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
2 bedrooms, iron/ironing board, free WiFi, bed sheets

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.
$140 nightly
The price is $140
Jul 12 - Jul 13
Total with taxes and fees
Bay View Apartments - Canouan Island - Room 4
Property grounds

Coconut Breeze SVG - 1 bdrm seaview apt

Coconut Breeze SVG - 1 bdrm seaview apt
Argyle
$161 nightly
The price is $161
Jul 15 - Jul 16
Total with taxes and fees
Coconut Breeze SVG - 1 bdrm seaview apt
Balcony

Twilight Villa

Twilight Villa
3.0 star property
Bequia Island
$273 nightly
The price is $303
Jul 12 - Jul 13
Total with taxes and fees
Twilight Villa
Exterior

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
$277 nightly
The price is $308
Jul 12 - Jul 13
Total with taxes and fees
Dalys Luxury Apartments
House | Property grounds

Immaculate 3 Bed Villa Overlooking Admiralty Bay

Immaculate 3 Bed Villa Overlooking Admiralty Bay
3.0 star property
Bequia Island
$214 nightly
The price is $238
Jul 13 - Jul 14
Total with taxes and fees
Immaculate 3 Bed Villa Overlooking Admiralty Bay
Property grounds

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
$116 nightly
The price is $116
Jul 21 - Jul 22
Total with taxes and fees
Atlantic Breeze Apartment 3 - Canouan Island
Property grounds

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

Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
Grenadines
$311 nightly
The price is $311
Jul 13 - Jul 14
Total with taxes and fees
Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
Beach

KINGSTOWN 1 BEDROOM RIGHT IN TOWN! WALKING DISTANCE TO EVERYTHNG VINCY!

KINGSTOWN 1 BEDROOM RIGHT IN TOWN! WALKING DISTANCE TO EVERYTHNG VINCY!
Kingstown
$150 nightly
The price is $161
Jul 12 - Jul 13
Total with taxes and fees
KINGSTOWN 1 BEDROOM RIGHT IN TOWN! WALKING DISTANCE TO EVERYTHNG VINCY!
Outdoor dining

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.
$217 nightly
The price is $217
Jul 23 - Jul 24
Total with taxes and fees
Palm House
Property grounds

Cozy Seaview House in heart of Port Elizabeth

Cozy Seaview House in heart of Port Elizabeth
Bequia
10.0 out of 10, Exceptional, (2 reviews)
"Lovely property and very clean. "
United Kingdom
Mark L.
$209 nightly
The price is $209
Jul 16 - Jul 17
Total with taxes and fees
Cozy Seaview House in heart of Port Elizabeth
Interior

Olivia's Island Serenity

Olivia's Island Serenity
Brighton
$97 nightly
The price is $97
Jul 30 - Jul 31
Total with taxes and fees
Olivia's Island Serenity
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

Stonetrail

Stonetrail

8/10 Good
"Had an amazing time at Stonetrail. Easy drive to get to and find. Staff were super helpful and accommodating. I booked the superior villa and you’re able to see a beach view from the patio. Beach is literally a 2 min walk, and not busy at all. Villa was clean, comfortable and spacious. Full kitchen with all the amenities you could think of. 2 bedrooms, 1 bath and parking on site. The area is quiet and very safe. There is construction happening on the premise which I am super excited for, with the hopes it is completed by the end of this year. So that I could book! They have one of the buildings completed and it’s much more modern and elevated with options for better beach views. Although there is construction, you don’t hear any of the noise during the day and the staff does a great job of communicating/checking in so that you don’t have to walk through the work site should you need anything. Overall pleasant stay and I hope I get the opportunity to return next year, they are already booked!!!! Thank you for an amazing stay!"
Judith 7-night trip
Posted 1 hour ago
Stonetrail

Find out more about Cheltenham

Everything you need to know about Cheltenham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cheltenham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheltenham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cheltenham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheltenham. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cheltenham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cheltenham rentals

At Expedia, we put the best Cheltenham vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cheltenham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheltenham vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheltenham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.