Cheltenham Holiday Rentals from NZ$179: Search Short-Term Rentals

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

Bears Court : This highly rated holiday home rental in Cheltenham offers a garden and WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe. as a favourite home for rent in Cheltenham.

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Our top choices for Cheltenham holiday rentals

A building with a black door, a staircase leading to an upper floor, and a signboard for 'crescent place' with a website address.

1. Crescent Place by Mansley

Cheltenham

Nina

includes taxes & fees

18 Oct - 19 Oct

A hotel lobby with a staircase, a chandelier, a vase with flowers, and a framed picture on the wall.

2. Strozzi Palace Suites by Mansley

Cheltenham

Thomas

includes taxes & fees

18 Oct - 19 Oct

A beige building with a black door, a small set of steps, and two potted plants.

3. Portland Apartments

Cheltenham

Helen

includes taxes & fees

25 Oct - 26 Oct

A room with a fireplace, a television, a dining table with chairs, a sofa, and a large window with a view of greenery.

4. 21 Montpellier Terrace

The Suffolks

Tarun

includes taxes & fees

18 Oct - 19 Oct

A dining table with a bowl and two wine glasses, a fork, and a spoon.

5. Spa Court

Cheltenham

Paul

includes taxes & fees

19 Oct - 20 Oct

6. Relaxing Retreat in Cheltenham

Cheltenham

includes taxes & fees

12 Oct - 13 Oct

A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

7. Beautiful & spacious Regency apt in centre Cheltenham, free parking

Montpellier

Carol W.

includes taxes & fees

8 Oct - 9 Oct

A compact kitchen with white cabinets, a microwave, a stove, and a sink. There is a wooden dining table with chairs and a sofa with a yellow pillow.

8. Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

Leckhampton

Jane W.

includes taxes & fees

19 Oct - 20 Oct

A brick building with a narrow hallway and a door leading outside.

9. Modern Studio Appartment

Cheltenham

KATIA

includes taxes & fees

16 Oct - 17 Oct

A two-story building with a symmetrical facade, large windows, and a central entrance with a door.

10. Mayville House Apartment

Cheltenham

Boya

includes taxes & fees

9 Oct - 10 Oct

A wooden vanity with a mirror, a clock, and a framed picture on the wall.

11. Quaint 1-bedroom house in Cheltenham

Cheltenham

Rita P.

includes taxes & fees

16 Oct - 17 Oct

A modern hotel room with a bed, bedside table, and a window with a view of the outside.

12. Blue Garden Retreat by Fortuna Property Portfolio, The Blue Garden Retreat

Cheltenham

includes taxes & fees

15 Oct - 16 Oct

13. Montrose Lodge, superb central Regency-style apartment with free parking(x2)

Cheltenham

Jennifer S.

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with white cabinets, a built-in oven, and a window with a red frame.

14. Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

Cheltenham

Judy W.

includes taxes & fees

7 Oct - 8 Oct

A stone building with a sign for 'The Lion Inn' and a 'Welcome' signboard.

15. 4 Star Cotswold Stone Cottage

Winchcombe

martyn s.

includes taxes & fees

19 Oct - 20 Oct

A building with a symmetrical facade, featuring a central window flanked by two smaller windows, and a row of four black doors below.

16. Cotswold Townhouse - Adults Only

Stow-on-the-Wold

includes taxes & fees

19 Oct - 20 Oct

A wooden house with a garden, a wooden fence, and a welcome sign.

17. Wellinghill Lodge

Cheltenham

includes taxes & fees

20 Oct - 21 Oct

A traditional stone building with a sign for 'The Cotswold Perfumery' indicating it is a shop.

18. Bluebirds Cottage Light Airy 2BD Bourton

Cheltenham

Adam

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a skylight, a dining area with a round table, and a TV mounted on the wall.

19. Large 5-Bed Cheltenham House - Sleeps 13 - Parking

Cheltenham

includes taxes & fees

7 Oct - 8 Oct

A stone building with a white door and a small porch area with a bench and chairs.

20. Jasmine Cottage-2BD in Heart of Bourton

Cheltenham

Ryan

includes taxes & fees

27 Oct - 28 Oct

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Top Cheltenham Hotel Reviews

The Lamb Inn Great Rissington

10/10 Excellent

"Lovely hotel in a quiet village . Staff very friendly"

DoubleTree by Hilton Cheltenham-Cotswolds

10/10 Excellent

"Enjoyed our 3 day stay. Herbert’s restaurant and bar had excellent food. The included breakfast was also substantial with many healthy choices. Also enjoyed the spa which has pool, jacuzzi, dry and wet sauna and prearranged massage available. Check in required switching to different room due to weak WiFi. I would return."

Ellenborough Park

10/10 Excellent

"What a beautiful hotel. We had an extremely comfortable well equipped room We ate lunch and dinner in the Horse Box brasserie. Both meals were excellent but the prawn starter in the evening was one of the best I’ve had. The staff were all delightful and helpful but particular praise has to go to Marley in the brasserie. I hope to return one day but it’s a bit of a way from home."

The Slaughters Country Inn

8/10 Good

"The Inn is set in a very pretty location. The textiles in the room are in much need of updating; however, they are very comfortable rooms. The bathroom was large and adequately stocked. We had a large room, but there were people above us that made so much noise it made sleep very difficult. The staff were very nice and helpful. Both this property and the Manor house across the street have been acquired recently by a new company. I do hope this company will do everything it can to improve the food in the restaurant at the Inn. It Desperately needs a real bar. Thank goodness we were able to go across the street to The Manor to have our meals and cocktails there. As there is nothing to do in Lower Slaughter, you have to drive everywhere if you want any type of nighttime activity. It is ideal for a one night stay; however, we were there for three nights."

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$179 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.

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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?

Bears Court: This highly rated holiday home rental in Cheltenham offers a garden and WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. Our travellers also rate Charming Victorian Wool Cottage on the Cotswold Way in Winchcombe. as a favourite home for rent in Cheltenham.

How many holiday rentals will I find in Cheltenham?

With 251 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 Cheltenham Town Hall and Pitville Pump Room.

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.

Cheltenham Holiday Rentals

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Check prices for these dates

Our top choices for Cheltenham holiday rentals

1. Crescent Place by Mansley

2. Strozzi Palace Suites by Mansley

3. Portland Apartments

4. 21 Montpellier Terrace

5. Spa Court

6. Relaxing Retreat in Cheltenham

7. Beautiful & spacious Regency apt in centre Cheltenham, free parking

8. Cosy Woodland Cabin | Cotswold Way | Pet Friendly | Snug Escape | Private Walks

9. Modern Studio Appartment

10. Mayville House Apartment

11. Quaint 1-bedroom house in Cheltenham

12. Blue Garden Retreat by Fortuna Property Portfolio, The Blue Garden Retreat

13. Montrose Lodge, superb central Regency-style apartment with free parking(x2)

14. Comfy modern townhouse/w free parking & garden, newly refurbished, self catering

15. 4 Star Cotswold Stone Cottage

16. Cotswold Townhouse - Adults Only

17. Wellinghill Lodge

18. Bluebirds Cottage Light Airy 2BD Bourton

19. Large 5-Bed Cheltenham House - Sleeps 13 - Parking

20. Jasmine Cottage-2BD in Heart of Bourton

Find holiday rentals that suit your style

Top Cheltenham Hotel Reviews

The Lamb Inn Great Rissington

Find out more about Cheltenham

Explore a world of travel with Expedia

Frequently asked questions

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