Cheltenham Holiday Rentals

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Holiday Rentals in Cheltenham

In-room safe, individually decorated, individually furnished, desk
Crescent Place
3.0 star property
9.4 out of 10, Exceptional, (8)
"Great communication and a room upgrade which was a pleasant surprise. Well appointed, stylish room with comfy bed, a powerful shower and nice tea, coffee and biscuits. An eye mask and ear plugs were supplied as the only down side is there is noise from the street. The windows are sash and I expect can’t be double glazed. Probably not an issue unless you’re a light sleeper."
The price is AU$143
includes taxes & fees
19 May - 20 May
Crescent Place
Reception
Strozzi Palace Suites by Mansley
4.0 star property
9.6 out of 10, Exceptional, (150)
"First time booking an apartment and no regrets. Large main room and bedroom as well as excellent bathroom. Everything you need to either eat in the apartment or take advantage of the multitude of bars, restaurants and cafes in the Town centre. Large screen smart TV with a the usual apps already installed. Full crockery and cutlery with coffee machine, microwave, kettle and large fridge with freezer compartment. Communication from Roy the manager was superb and ensured everything went smoothly...
The price is AU$160
includes taxes & fees
19 May - 20 May
Strozzi Palace Suites by Mansley
Desk, blackout curtains, iron/ironing board, free WiFi
Spa Court
3.0 star property
7.8 out of 10, Good, (26)
"Accommodation is located centrally and has everything you need for a comfortable stay. Beds were clean and comfortable. Kitchen is a lovely space to come together with family. Add £13 per day for parking as the place has not its own parking. The place is clean but I gave it a 3 for cleaning because there were empty food boxes behind the desk in the main bedroom. Towels were clean but old . Communication was great and we will definitely go back again but will ask them to pay a little more...
Spa Court
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Fridge, microwave, oven, stovetop
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
9.8 out of 10, Exceptional, (15)
"Family (5 + dog) enjoyed the long easter weekend in this house. It was pretty, well equipped, and we had a great time."
17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water
Apartment, 1 Bedroom (Prestbury Suite) | Private kitchen
Portland Apartments
3.5 star property
9.8 out of 10, Exceptional, (105)
"Fabulous hotel. The little extras were very welcome too!"
The price is AU$227
includes taxes & fees
28 May - 29 May
Portland Apartments
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
10.0 out of 10, Exceptional, (103)
"If you want to feel like you are starring in your own movie in a charming English village, book Well Cottage! The cottage is situated in the most perfect location. I did not have a car. So I spent mornings on long walks and then a nice lunch in the village. Then "home" to Well Cottage to rest my back in comfort, have a nice hot bath and then an evening out or reading in front of the fire. I slept so deeply( beautiful linens) in a very cozy bed. The street just behind the village and the...
Characterful 16th Century Cottage, off street parking, 2 Min Walk to Village!
Apartment
Albion Street Serviced Apartments
3.0 star property
6.0 out of 10, (24)
"Great place to stay, very clean, walking distance to high street shops, and restaurants."
The price is AU$123
includes taxes & fees
19 May - 20 May
Albion Street Serviced Apartments
Fridge, microwave, oven, stovetop
Lovely quirky cotswold cottage (Old Telephone Exchange)
10.0 out of 10, Exceptional, (23)
"It was just right for the 3 of us. Its situation, within walking distance of shops, pubs, etc. was excellent. There was lots of dog walks in open countryside......... she loved it! One minor grouse - the cooker was qite complicated, and the instructions in the welcome pack didn't fit the exact model of cooker. Otherwise, we loved Exchange cottage, and we loved Northleach........ we'll be back"
Lovely quirky cotswold cottage (Old Telephone Exchange)
Exterior
Period cottage in idyllic riverside location in prime Cotswolds village
9.8 out of 10, Exceptional, (34)
"Splendid property, perfectly situated for countryside walks and proximity to quintessential Cotswolds towns. Very comfortable beds, steep staircase so may not be appropriate for older people, wonderful spot!"
Period cottage in idyllic riverside location in prime Cotswolds village
Property grounds
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
4.0 star property
10.0 out of 10, Exceptional, (13)
"the appartment is very clean and comfortable. the location near city centre is very good. "
Elliot Oliver - Stylish 2 Bedroom Town Centre Apartment
Smart TV, fireplace, ping pong, books
elegant period 5 bed house close to town centre,sleeps 15
10.0 out of 10, Exceptional, (4)
"This pictures honestly don’t do this place justice… a stunning and spacious home with some beautiful details. Super clean, decorated beautifully with towels, everything you could need in the kitchen, lovely beds, shower gel… The host was extremely helpful after having some issues with a different site and switching over to vrbo. Great communication from start to finish with a super friendly and helpful person! A great central location on a safe road with registered parking, plenty of things...
The price is AU$770
includes taxes & fees
21 May - 22 May
elegant period 5 bed house close to town centre,sleeps 15
Bar (on property)
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
10.0 out of 10, Exceptional, (21)
"My overall experience was wonderful. Any questions I had were answered in a timely manner. The only issues I had to work around were most mirrors in the place were placed rather high for my 5'0 stature 😄. The living room/dinning area was perfect for when my local friends came for a visit. I would definitely recommend this place for a single or a couple."
NEW LISTING - Chic Apt in Central Cheltenham Free Permit Parking
Exterior
Cotswold Detached Hillside Cottage packed with Quirky Character
9.2 out of 10, Wonderful, (27)
"Lou’s view was a very comfortable cottage which suited our needs whilst we were there for a couple of days. The only thing that I feel that needs to be considered to be updated is the shower in the grey bathroom as the hot/cold water knob didn’t turn so we felt the water was tepid. The hot water boost wasn’t that effective either even when we turned it in early so 2 out of the 4 of us had cold showers. The view at the back of the building was beautiful especially when you have walked to the top...
Cotswold Detached Hillside Cottage packed with Quirky Character
Exterior
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
10.0 out of 10, Exceptional, (144)
"This property is simply gorgeous. The location is superb and as described in the listing. The host was a great communicator and was happy to offer dinner location suggestions. Highly recommend booking here for your stay in this glorious part of the Cotswolds."
Enchanting Grade II listed,Log Burner,allocated parking,town centre but secluded
Property grounds
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
10.0 out of 10, Exceptional, (2)
"Cottage is in the middle of town, so everything was so close. Quiet place with everything you need for a comfortable stay."
Cosy Cotswold Cottage - Penny Cottage - pet friendly - sleeps 2
Fridge, microwave, oven, stovetop
The Granary is in a rural location, perfect for families, couples and pets.
9.8 out of 10, Exceptional, (28)
"Beautiful and spacious cottage with fully stocked kitchen that fit our family of four perfectly. Warm and welcoming hosts. Welcome package and guides were appreciated. Close to several activities / attractions across Cotswolds and within ten minutes of a grocery store. Kids had a blast playing in the lovely gardens and playing fetch with the friendly dog. We would absolutely return should we ever find ourselves in the Cotswolds again, and would recommend this stay to everyone."
The Granary is in a rural location, perfect for families, couples and pets.
Smart TV, Netflix, streaming services
The Little House, Luxury Cotswolds Stunning Views
10.0 out of 10, Exceptional, (4)
"Had a fantastic short holiday and this lovely cottage. Very spacious for a one bedroom. The cottage is beautifully presented with some quirky decor touches, which make it feel very individual and not at all like a generic rental. It has a really lovely atmosphere. The garden is enclosed so fantastic for the dog. There are some really nice places to visit not too far away. Communication with owners was also excellent. They did all they could to make staying their property as enjoyable as...
The Little House, Luxury Cotswolds Stunning Views
TV, fireplace, books
WORK FROM THE COTSWOLDS, CAN ISOLATE. LARGE GARDEN
9.6 out of 10, Exceptional, (19)
"Lovely place to stay"
WORK FROM THE COTSWOLDS, CAN ISOLATE. LARGE GARDEN
Property grounds
Dove Cottage beautifully restored Tudor cottage for up to 6 in 3 rooms
9.6 out of 10, Exceptional, (52)
"My family and I thoroughly enjoyed our stay at Dove Cottage. It perfectly accommodated two elderly grandparents, three kids ages 9,14 and 17 along with my wife and I for a week’s stay in the Cotswolds. We loved the updates mixed with some of the historical nuisances of the cottage. It was appropriately outfitted to allow for multiple evenings of cooking in while also being within easy walking distance of several great local Winchcombe Pubs. We utilized the wood burning stove on a few chilly...
Dove Cottage beautifully restored Tudor cottage for up to 6 in 3 rooms
Exterior
Tree Tops House and Garden Cottage
Tree Tops House and Garden Cottage
Don't see what you're looking for?
See all available properties in Cheltenham
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.

Cheltenham Holiday Home Travel Info

Number of holiday homes
79
Popular accommodation
Cheltenham cottages
Known landmarks
Gloucester Cathedral, Sudeley Castle and Roses Theatre
International airports
Birmingham (BHX) and Oxford (OXF)

Other types of properties in Cheltenham you may be interested in

Steam room
Leonardo Hotel Cheltenham
4.0 star property
8.2 out of 10, Very good, (871)
"Nice hotel No air conditioning Beds on wheels so moved very easy Not many lights in the room "
The price is AU$152
includes taxes & fees
16 June - 17 June
Leonardo Hotel Cheltenham
Reception
The George
3.5 star property
8.8 out of 10, Excellent, (403)
"My second stay at The George. A boutique hotel with pleasant friendly staff. Comfortable, tastefully decorated room with easy access to parking. An easy walk to shopping areas of the Promenade and High Street, and for Montepellier Park for the Cheltenham Jazz Festival. A diverse range of restaurants compliment cuisines from around the world, situated nearby to suit every budget. "
The price is AU$161
includes taxes & fees
19 May - 20 May
The George
Reception
Queens Hotel Cheltenham
4.0 star property
8.8 out of 10, Excellent, (929)
"The hotel looked very plush from the outside and the foyer and reception area was very nice. Our room was a nice but definitely looked a little tired and in need of refurbishment. We had to be very careful with the door as it needed to be pushed tightly shut Was clean and comfortable. We would definitely stay again "
The price is AU$197
includes taxes & fees
19 May - 20 May
Queens Hotel Cheltenham
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.

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$123 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 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?

Oxford Studios: This holiday home rental outside Cheltenham is near the airport, and equipped with Netflix and daily housekeeping to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Other favourite homes for rent in Cheltenham are 17th century converted barn in Cotswolds stone- 5 mins from Bourton On The Water and elegant period 5 bed house close to town centre,sleeps 15.

How many holiday rentals will I find in Cheltenham?

With 214 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 Cotswold Motoring 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.

Recent reviews of Cheltenham properties
Expedia verified reviews

Delta Hotels by Marriott Cheltenham Chase

Delta Hotels by Marriott Cheltenham Chase

5/5 Excellent
"Nice hotel, modern facilities. Not walkable area. "
A verified traveller stayed at Delta Hotels by Marriott Cheltenham Chase
Posted 1 day ago
Delta Hotels by Marriott Cheltenham Chase