Cheltenham Vacation Rentals from $82: Search Short-Term Rentals

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

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

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Our top choices for Cheltenham vacation rentals

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

1. Strozzi Palace Suites by Mansley

Cheltenham

Roy

$82 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

2. Crescent Place by Mansley

Cheltenham

Simon

$77 nightly

Nov 8 - Nov 9

Total with taxes and fees

A living room with a fireplace, a chandelier, a dining area, and a kitchen in the background.

3. Portland Apartments

Cheltenham

Helen

$144 nightly

Nov 8 - Nov 9

Total with taxes and fees

4. Relaxing Retreat in Cheltenham

Cheltenham

Wilbert M.

$86 nightly

Nov 10 - Nov 11

Total with taxes and fees

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

5. Spa Court

Cheltenham

Paul

$88 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

6. 21 Montpellier Terrace

The Suffolks

Tarun

$250 nightly

Nov 11 - Nov 12

Total with taxes and fees

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

7. Modern Studio Appartment

Cheltenham

KATIA

$83 nightly

Nov 8 - Nov 9

Total with taxes and fees

8. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

Cheltenham

heiyu

$221 nightly

Nov 21 - Nov 22

Total with taxes and fees

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

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

Montpellier

Carol W.

$318 nightly

Nov 16 - Nov 17

Total with taxes and fees

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

10. Mayville House Apartment

Cheltenham

Boya

$263 nightly

Nov 12 - Nov 13

Total with taxes and fees

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.

$194 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

Cheltenham

Jennifer S.

$178 nightly

Nov 8 - Nov 9

Total with taxes and fees

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.

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

Leckhampton

Jane W.

$154 nightly

Nov 19 - Nov 20

Total with taxes and fees

A hotel room with a bed, a nightstand, a lamp, and a window with a view.

14. Chic Studio in Cheltenham

Cheltenham

Lauren D.

$84 nightly

Nov 8 - Nov 9

Total with taxes and fees

A kitchen with white cabinets, a washing machine, a stove, and a sink.

15. An apartment that sleeps 4 guests in 1 bedroom

Cheltenham

Julia F.

$134 nightly

Nov 22 - Nov 23

Total with taxes and fees

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

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

Cheltenham

Judy W.

$251 nightly

Nov 23 - Nov 24

Total with taxes and fees

17. Chic Studio in Cheltenham

Cheltenham

Daniela L.

$84 nightly

Nov 8 - Nov 9

Total with taxes and fees

A compact kitchen with a sink, stove, oven, and a washing machine.

18. Chic Studio in Cheltenham

Cheltenham

Mike D.

$80 nightly

Nov 10 - Nov 11

Total with taxes and fees

A compact kitchenette with a microwave, toaster, and oven, adjacent to a bed with a white duvet and a yellow throw blanket.

19. Elegant Studio in Cheltenham

Cheltenham

Harry E.

$84 nightly

Nov 8 - Nov 9

Total with taxes and fees

A stone fireplace with a wood-burning stove, a stack of firewood to the left, and a television on a wooden stand to the right.

20. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

Winchcombe

martyn s.

$238 nightly

Dec 1 - Dec 2

Total with taxes and fees

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Find vacation rentals that suit your style

Top Cheltenham Hotel Reviews

A modern bedroom with a wooden bed, a wooden chair, a small table, and a TV. There are skylights and a radiator.

Stable Lodge Boutique B&B

Cheltenham

10/10 Excellent

Girish

A bedroom with a large bed, a vanity with a mirror, a chair, and a skylight.

The Hive

Cheltenham

10/10 Excellent

The Hive is a unique luxury 2 bed apartment. Spacious and comfortable, fully equipped kitchen including espresso maker right in the center of Stow-on-the-Wold. When I say luxury it is high end in every detail from the bedding to the showers and bath. I loved that the four of us could hang out in the living room as our own private space rather than a hotel lobby. The owners were charming and own the restaurant downstairs. The whole experience is 11/10.

John

Portland Apartments

Cheltenham

10/10 Excellent

I would rate this property a 1000 if I could!! Wowzers!! Sarah the host is as amazing as the property!! Excellent location…super fast WiFi. Quiet rooms. The accommodations are fantastic down to the fantastic sheets, pillows and towels!! Sarah had even stocked the fridge with breakfast items. The kitchen has pots/pans and a dishwasher!! All super thoughtful touches!! Highly recommend this property… Will definitely be back for sure!!!

This is a gorgeous resort with a small number of rooms, beautiful gathering areas, a full bar, and a great restaurant with outdoor seating. When we arrived, Hannah greeted us and showed us to our room. The room was the best we have encountered in our many years of traveling. The room was very spacious and custom-designed with unique pieces. There was a well-stocked mini-refrigerator and other amenities. The bathroom was large, with a huge shower, double sinks, and a bathtub that could actually...

Roni

A stone building with outdoor seating and umbrellas.

The Frogmill

Cheltenham

10/10 Excellent

Glen

A bedroom with a large bed, multiple pillows, a wooden nightstand, a mirror, and a textured wall.

Beaumont House

Cheltenham

10/10 Excellent

Great location, beautiful property and garden. Our room was very small but we made it work. Next time we'd opt for larger room. The only disappointing thing was the breakfast, We stayed here on the recommendation of my sister who stayed here in Nov. They raved about the fabulous breakfast, apparently the menu changed since and it was disappointing in being buffet style and the exact same for all 5 days we stayed.sausage, beans scrambled eggs, bacon would have been nice or omelets or...

Anonymous traveler

Premier Inn Cheltenham Central - West/A40

Cheltenham

10/10 Excellent

Anne

A stone fireplace with a fire, a wooden table, and a chair in a rustic room.

The Stump

Cheltenham

10/10 Excellent

We loved our night at the Stump! We had a nice pizza for lunch when we arrived and sat outside in the sunshine. We found the room to be comfortable and cozy.I opted for a light breakfast of toast and jam and really enjoyed it. Gotta love granary bread (can’t get in USA!) The home grown tulips on the tables were a nice touch too. Everything about the place was pleasing. I’d definitely recommend staying here. Thank you!

David

Find out more about Cheltenham

Everything you need to know about Cheltenham vacation rentals

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

Cheltenham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cheltenham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $82 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cheltenham rentals

At Expedia, we put the best Cheltenham vacation 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 vacation.

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 vacation rental in Cheltenham?

Yes, there are vacation rentals in Cheltenham close to Cotswold Farm Park, or you can choose a more remote 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 theater during your trip.

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

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

How many vacation rentals will I find in Cheltenham?

With 251 Expedia vacation rentals, you're sure 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 vacation rentals like in Cheltenham?

Vacation rentals are private properties you can book for a long or short time in Cheltenham. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family trip.

Cheltenham Vacation Rentals

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Upfront pricing

Check prices for these dates

Our top choices for Cheltenham vacation rentals

1. Strozzi Palace Suites by Mansley

2. Crescent Place by Mansley

3. Portland Apartments

4. Relaxing Retreat in Cheltenham

5. Spa Court

6. 21 Montpellier Terrace

7. Modern Studio Appartment

8. Elliot Oliver - Deluxe Two Bedroom Apartment With Parking & EV Charger

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

10. Mayville House Apartment

11. Quaint 1-bedroom house in Cheltenham

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

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

14. Chic Studio in Cheltenham

15. An apartment that sleeps 4 guests in 1 bedroom

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

17. Chic Studio in Cheltenham

18. Chic Studio in Cheltenham

19. Elegant Studio in Cheltenham

20. Cosy Cotswold Stone Cottage with wood burner and 2.5 bathrooms

Find vacation rentals that suit your style

Top Cheltenham Hotel Reviews

Stable Lodge Boutique B&B

10/10 Excellent

Find out more about Cheltenham

Everything you need to know about Cheltenham vacation rentals

Cheltenham vacation rentals: An excellent choice for every season

How to find incredible deals on Cheltenham rentals

Frequently Asked Questions

Can I find a vacation rental in Cheltenham?

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

How many vacation rentals will I find in Cheltenham?

What can I see and do in Cheltenham?

What are vacation rentals like in Cheltenham?

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