Cheltenham Holiday Rentals

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Our top choices for Cheltenham holiday rentals

Petals Patch

Petals Patch
3.5 star property
Cheltenham
The price is NZ$1,852
includes taxes & fees
25 Feb - 26 Feb
Petals Patch

Ivy Cottage

Ivy Cottage
3.0 star property
Cheltenham
The price is NZ$733
includes taxes & fees
26 Feb - 27 Feb
Ivy Cottage

Brookbank Close

Brookbank Close
4.0 star property
Cheltenham
The price is NZ$1,427
includes taxes & fees
9 Mar - 10 Mar
Brookbank Close

21 Montpellier Terrace

21 Montpellier Terrace
3.0 star property
Cheltenham
9.4 out of 10, Exceptional, (3 reviews)
"I enjoyed how welcoming the flat was, eveything was so clean and the beautifully put together. There was a real warm feeling to the flat. Also, the Communication with Bronwyn, was effortless. The second i had any question, Bronwyn was there to help."
United Kingdom
Peter
The price is NZ$778
includes taxes & fees
9 Mar - 10 Mar
21 Montpellier Terrace

Country Cottage in Heart of the Cotswold

Country Cottage in Heart of the Cotswold
2.0 star property
Farmington
The price is NZ$566
includes taxes & fees
22 Feb - 23 Feb
Country Cottage in Heart of the Cotswold

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
Cheltenham
9.4 out of 10, Exceptional, (24 reviews)
"Great place to stay and very easy to get around"
United Kingdom
Joanna
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment

Corner House - Bright 2BD in Cheltenham

Corner House - Bright 2BD in Cheltenham
2.0 star property
Cheltenham
The price is NZ$487
includes taxes & fees
22 Feb - 23 Feb
Corner House - Bright 2BD in Cheltenham

Jasmine Cottage-2BD in Heart of Bourton

Jasmine Cottage-2BD in Heart of Bourton
3.0 star property
Cheltenham
10.0 out of 10, Exceptional, (3 reviews)
"Very thoughtfully prepared cozy space. We enjoyed staying there with our two daughters. The o communication was excellent and check in and out very seamless. Location is superb if desiring to stay in Burton in the water. Beautiful, quaint town. Only complaint was lack of cooling. Luckily able to cool off at night with windows open. We really enjoyed our stay. "
United States
Ryan
The price is NZ$608
includes taxes & fees
25 Feb - 26 Feb
Jasmine Cottage-2BD in Heart of Bourton

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger
4.0 star property
Cheltenham
10.0 out of 10, Exceptional, (10 reviews)
"Great apartment. Very clean and modern. Will definitely be staying there again."
United Kingdom
Ross
Elliot Oliver - Exquisite 2 Bedroom Apartment With Garden, Parking & EV Charger

Primrose Cottage

Primrose Cottage
3.5 star property
Cheltenham
The price is NZ$1,861
includes taxes & fees
8 Mar - 9 Mar
Primrose Cottage

Coach House - Lovely Home in Cheltenham

Coach House - Lovely Home in Cheltenham
2.0 star property
Cheltenham
The price is NZ$958
includes taxes & fees
9 Mar - 10 Mar
Coach House - Lovely Home in Cheltenham

Coniston House

Coniston House
3.5 star property
Cheltenham
Coniston House

Stunning 8-Bedroom Home in Painswick

Stunning 8-Bedroom Home in Painswick
2.0 star property
Painswick
The price is NZ$3,500
includes taxes & fees
8 Mar - 9 Mar
Stunning 8-Bedroom Home in Painswick

Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Elliot Oliver - 2 Bedroom Garden Apartment With Parking
4.0 star property
Cheltenham
9.0 out of 10, Wonderful, (4 reviews)
"Beautifully presented property, perfect for our stay with our son for his graduation. Short walk to the high street and short drive to the racecourse. As stated in another review, a bit more soundproofing would be beneficial as the people above had a baby/toddler, but it didn’t spoil our stay."
United Kingdom
Shelley
The price is NZ$1,613
includes taxes & fees
13 Mar - 14 Mar
Elliot Oliver - 2 Bedroom Garden Apartment With Parking

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking
4.0 star property
Gloucester
10.0 out of 10, Exceptional, (1 review)
"Great flat local to Gloucester and the docks. Sometimes the out of hours contact was hard to get hold of but that is no way a negative on the flat. Very tidy and clean with all basic items you need."
United Kingdom
Wayne
The price is NZ$451
includes taxes & fees
9 Mar - 10 Mar
Elliot Oliver - Stylish Loft Style 2 Bedroom Apartment With Parking

Modern & stylish family home | private garden - Pass the Keys

Modern & stylish family home | private garden - Pass the Keys
Cheltenham
The price is NZ$1,562
includes taxes & fees
13 Mar - 14 Mar
Modern & stylish family home | private garden - Pass the Keys

1 bedroom accommodation in Chedworth, near Cheltenham

1 bedroom accommodation in Chedworth, near Cheltenham
Chedworth, near Cheltenham
9.8 out of 10, Exceptional, (20 reviews)
"Ivy Cottage was definitely one of the nicest cottages I have ever stayed in. It was clean, cosy, warm, spacious, well-equipped and very comfortable. And the village is lovely too."
United Kingdom
Fiona P.
The price is NZ$710
includes taxes & fees
22 Feb - 23 Feb
1 bedroom accommodation in Chedworth, near Cheltenham

Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage
4.0 star property
Cheltenham
The price is NZ$1,917
includes taxes & fees
9 Mar - 10 Mar
Elliot Oliver - Comfortable Five Bedroom Town Centre House With Garden & Garage

Modern 4 Bed 3 Bath Home Close to the Town Centre

Modern 4 Bed 3 Bath Home Close to the Town Centre
Gloucestershire
10.0 out of 10, Exceptional, (1 review)
"The property was perfect for our family of ten, ranging in age from 2 years to 79 years. All the bedrooms were a lovely size and clean and bright. There was plenty of room in the kitchen diner for everyone to eat together, and the lounge on the first floor was also large and comfortable. The hosts had thought of everything we might need. It was a lovely location not far from the centre of town, and a good base for trips to Gloucester, Hereford, and Burford."
United Kingdom
Jean E.
Modern 4 Bed 3 Bath Home Close to the Town Centre

Bath Road Hideaway - A First Floor 1- Bed Flat

Bath Road Hideaway - A First Floor 1- Bed Flat
Cheltenham
The price is NZ$663
includes taxes & fees
9 Mar - 10 Mar
Bath Road Hideaway - A First Floor 1- Bed Flat
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 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 NZ$168 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 a holiday rental in Cheltenham?

Yes, there are holiday rentals in Cheltenham close to Cotswold Farm Park, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the picturesque gardens in Cheltenham. Make sure you have time to check out the sightseeing tours and musical theatre during your trip.

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

17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water: This highly rated holiday home rental in Cheltenham offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals will I find in Cheltenham?

With 222 Expedia holiday rentals, you're guaranteed to find just the right place for your Cheltenham stay.

What can I see and do in Cheltenham?

Enjoy the outdoors at Pittville Park and Imperial Gardens, or simply take in cultural attractions like Everyman Theatre and Cheltenham Art Gallery and Museum. Other places in town to visit include The Promenade and Cheltenham Town Hall.

What are holiday rentals like in Cheltenham?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cheltenham. Holiday rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.