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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Cheltenham holiday 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 £144
includes taxes & fees
11 Nov - 12 Nov
Sandrati Villa
A kitchen with wooden cabinets, stainless steel appliances, a marble countertop, and a hanging chandelier.

2. Castle Berry Apartments

Castle Berry Apartments
4.0 star property
Brighton
9.8 out of 10, Exceptional, (15 reviews)
"This apartment was lovely 😍 i will definitely come back...and it has amazing view"
United Kingdom
Josel
The price is £58
includes taxes & fees
15 Nov - 16 Nov
Castle Berry 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 £101
includes taxes & fees
11 Nov - 12 Nov
Sandrati Villa - Bequia
A balcony with a view of a turquoise sea and a green hillside.

4. Twilight Villa

Twilight Villa
3.0 star property
Bequia Island
The price is £225
includes taxes & fees
24 Nov - 25 Nov
Twilight Villa
A poolside area with lounge chairs, a table, and an umbrella.

5. 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.
Palm House
A balcony with two chairs, potted plants, and a view of the sea and hills.

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

Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
Grenadines
The price is £233
includes taxes & fees
13 Nov - 14 Nov
Hypnosis Haus - Secluded Oceanview Villa—5-Minutes to Beach
A bedroom with a wooden bed, a grey sofa, a wooden nightstand, and a wall with framed pictures.

7. 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 £70
includes taxes & fees
12 Nov - 13 Nov
Bay View Apartments - Canouan Island - Room 2A
A terrace with wicker furniture overlooking a coastal view.

8. 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 £75
includes taxes & fees
12 Nov - 13 Nov
Bay View Apartments - Canouan Island - Room 3C
A stone staircase leading to a scenic overlook with a view of the ocean and distant mountains during sunset.

9. Immaculate 3 Bed Villa Overlooking Admiralty Bay

Immaculate 3 Bed Villa Overlooking Admiralty Bay
3.0 star property
Bequia Island
The price is £208
includes taxes & fees
15 Nov - 16 Nov
Immaculate 3 Bed Villa Overlooking Admiralty Bay
A clear blue pool with a view of a coastal landscape and a distant island.

10. New - Modern Coastal Villa, Walk To Beach

New - Modern Coastal Villa, Walk To Beach
Port Elizabeth
The price is £280
includes taxes & fees
23 Nov - 24 Nov
New - Modern Coastal Villa, Walk To Beach
A balcony with a view of the sea and a small island.

11. 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 £107
includes taxes & fees
21 Nov - 22 Nov
Windsor Apartment
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 £77
includes taxes & fees
28 Nov - 29 Nov
WindBlow Villa
A terrace with wicker furniture overlooking a coastal view.

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

Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
Charlestown
The price is £70
includes taxes & fees
12 Nov - 13 Nov
Bay View Apartments - Canouan Island - Room 2D - Breakfast, Snorkeling
A balcony with curtains, a view of a lush landscape, and a building in the background.

14. Dalys Luxury Apartments

Dalys Luxury Apartments
4.0 star property
Choppins
10.0 out of 10, Exceptional, (10 reviews)
"the place was perfect and comfortable felt like ur home away from home"
United States
Remy
The price is £229
includes taxes & fees
11 Nov - 12 Nov
Dalys Luxury Apartments
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 £116
includes taxes & fees
23 Nov - 24 Nov
Coconut Breeze SVG - 1 bdrm seaview apt
A terrace with wicker furniture overlooking a coastal view.

16. 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 £111
includes taxes & fees
12 Nov - 13 Nov
Bay View Apartments - Canouan Island - Room 4
A covered outdoor seating area with wicker furniture, a view of the sea, and a grassy lawn.

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

Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
Argyle
The price is £130
includes taxes & fees
23 Nov - 24 Nov
Charming 1 bedroom with AC, WiFi at Coconut Breeze SVG
A living room with grey sofas, a flat-screen TV, decorative wall mirrors, and a patterned rug.

18. Olivia's Island Serenity

Olivia's Island Serenity
Brighton
10.0 out of 10, Exceptional, (1 review)
"Very kind host. He and his family live above the VRBO. Interior very clean and no issues whatsoever. Ewan greeted us when we pulled in and had housekeys for us. AC works great and cools the space off very quickly. My only recommendation would be to find it before dark. It is tucked back a ways which we enjoyed."
United States
Mindy S.
The price is £76
includes taxes & fees
17 Nov - 18 Nov
Olivia's Island Serenity
A balcony with wicker chairs and a table, overlooking a coastal view with boats and islands.

19. 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 £316
includes taxes & fees
11 Nov - 12 Nov
Stunning 3 Bed Villa Overlooking Friendship Bay
A wooden deck with a pool, lounge chairs, and umbrellas, overlooking a beach and ocean.

20. Bequia Beach Hotel - The Palm Villa

Bequia Beach Hotel - The Palm Villa
Friendship
The price is £1,804
includes taxes & fees
16 Nov - 17 Nov
Bequia Beach Hotel - The Palm Villa
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

Beachcombers Hotel

Beachcombers Hotel

10/10 Excellent
"We were offered a room upgrade because there was no ocean view as advertised. We declined because we did not want to pack up and move. Someone apologized for the coldness of the person who checked us in. She was nice and friendly. Overall our stay was very nice. We were given a late check out so we are very pleased."
Nagueyalti 4-night trip
Posted 11 hours ago
Beachcombers Hotel

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, apart-hotels, 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 favorite 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 depends 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 £77 per night. Entering your travel dates in the search wizard you might find 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?

Immaculate 3 Bed Villa Overlooking Admiralty Bay: This holiday home rental outside of Cheltenham offers a balcony, a private garden 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 that 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 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.