Cheltenham Holiday Rentals

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Our top choices for Cheltenham holiday rentals

Villa in Belmont

WindBlow Villa
3.0 star property
The price is AU$180
includes taxes & fees
30 Dec - 31 Dec
WindBlow Villa
10.0 out of 10, Exceptional, (2)
"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 AU$211
includes taxes & fees
2 Jan - 3 Jan 2026
Bay View Apartments - Canouan Island - Room 4

Aparthotel in Ratho Mill

Calliandras Apartment Complex
3.5 star property
7.2 out of 10, Good, (11)
"Facilities were mostly clean. Management and the overall experience needs LOTS of work. "
United States
Shane
Calliandras Apartment Complex

Apartment in Kingstown

SC Apartments SVG
10.0 out of 10, Exceptional, (1)
"this was a comfortable stay, all conveniences were available"
United States
champa m.
The price is AU$141
includes taxes & fees
3 Jan - 4 Jan 2026
SC Apartments SVG
9.6 out of 10, Exceptional, (5)
"Just need blender toaster oven "
United States
Tracey H.
The price is AU$350
includes taxes & fees
31 Dec - 1 Jan 2026
Coconut Breeze SVG - 2 bdrm seaview apt
10.0 out of 10, Exceptional, (1)
"The property is very clean and comfortable, and has an amazing view overlooking the ocean. It is a great escape from the touristy crowds on the other side of the island, and provides a peaceful and authentic St. Vincent experience. The host - Leslie - was helpful far beyond what might normally be expected of a host. He gave us a delicious meal the first evening because we hadn't had a chance to get groceries, and he provided a great deal of help with a several things that were completely...
Canada
Ian S.
The price is AU$236
includes taxes & fees
31 Dec - 1 Jan 2026
Cosy and Modern Apartment 5 mins from Argyle International Airport.
The price is AU$204
includes taxes & fees
3 Jan - 4 Jan 2026
Bay View Apartments - Canouan Island - Room 2BC Breakfast, Snorkeling

Apartment in Choppins

Dalys Luxury Apartments
4.0 star property
10.0 out of 10, Exceptional, (5)
"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
Dalys Luxury Apartments
10.0 out of 10, Exceptional, (1)
"Location is in walking distance from most entertainment and amenities "
United States
Omario
The price is AU$152
includes taxes & fees
1 Jan - 2 Jan 2026
Bay View Apartments - Canouan Island - Room 2A
The price is AU$203
includes taxes & fees
31 Dec - 1 Jan 2026
5 minutes walk to the capitol, Kingstown. Gym is one minute walk away.
10.0 out of 10, Exceptional, (2)
"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 AU$155
includes taxes & fees
6 Jan - 7 Jan 2026
Bay View Apartments - Canouan Island - Room 3C
9.8 out of 10, Exceptional, (8)
"Would definitely book again."
United States
Omario
The price is AU$174
includes taxes & fees
30 Dec - 31 Dec
Atlantic Breeze Apartment 3 - Canouan Island
The price is AU$250
includes taxes & fees
4 Jan - 5 Jan 2026
Coconut Breeze SVG - 1 bdrm seaview apt
The price is AU$271
includes taxes & fees
16 Jan - 17 Jan 2026
A Bequia traditional island hillside house overlooking beautiful Admiralty Bay
10.0 out of 10, Exceptional, (1)
"Great property. Great management. They thought of everything."
United States
Terry B.
The price is AU$311
includes taxes & fees
1 Jan - 2 Jan 2026
Atlantic Breeze Apartment - Canouan Island

Villa in Port Elizabeth

Sandrati Villa - Bequia
9.4 out of 10, Exceptional, (3)
"My stay at Sandrati Villa in Friendship Bay was delightful. The villa is spacious, beautifully designed, and offers stunning ocean views. The local community’s warmth and hospitality made our experience even more memorable. We felt genuinely welcomed and embraced by the friendly residents of Bequia. "
United States
Perin
The price is AU$488
includes taxes & fees
2 Jan - 3 Jan 2026
Sandrati Villa - Bequia
The price is AU$265
includes taxes & fees
30 Dec - 31 Dec
Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG

Apartment in St. George

Windsor Apartment
The price is AU$229
includes taxes & fees
1 Jan - 2 Jan 2026
Windsor Apartment

Apartment in Grenadines

Palm House
9.6 out of 10, Exceptional, (11)
"Had a great time as always,will definitely visit again "
United States
Mark B.
The price is AU$421
includes taxes & fees
14 Jan - 15 Jan 2026
Palm House
The price is AU$397
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious 3-bedroom apartment with WiFi, AC at amazing Castle Berry
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

Find out more about Cheltenham

Everything you need to know about Cheltenham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheltenham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cheltenham holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheltenham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheltenham holiday rentals we have selected for you start as low as AU$141 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cheltenham rentals

At Expedia, we put the best Cheltenham holiday 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 holiday.

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 holiday rentals in Cheltenham?

Yes, there are holiday rentals close to the most popular sights in Cheltenham, or you can select a more secluded option if you're looking for a relaxing stay.

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

All the Comforts of Home together with Nature's Therapeutic Sights and Sounds: This holiday home rental outside of Cheltenham has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, in addition to a kitchen with a stovetop and a microwave.

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 wider area, you’ll find Lower Bay Beach and Princess Margaret Beach.

What’s a holiday rental in Cheltenham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheltenham. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.