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A historic building with large windows and ivy-covered walls.

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    Check prices for these dates, December 15–16, 2026

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    Our top choices for Cheltenham cottages

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

    A stone building with a pitched roof, a black door, and hanging flower baskets.

    2. Wellinghill Lodge

    A rustic wooden cabin with a gravel driveway and a wooden bench outside.

    3. 1 bedroom accommodation in Chedworth, near Cheltenham

    A stone cottage with a sloped roof, a chimney, and a wooden gate.

    4. 2 bedroom accommodation in Near Cheltenham

    A stone building with a central door, multiple windows, and a garden with a gravel path.

    5. Cotswolds Grade II Listed Barn +underfloor heating

    A traditional stone building with a thatched roof, a narrow canal beside it, and a speed limit sign.

    6. Peaceful Cotswolds Retreat | Bourton on the Water

    A traditional stone building with a thatched roof, a narrow canal beside it, and a speed limit sign.

    7. 4 bedroom accommodation in Bourton-on-the-Water

    A house with a gravel driveway, a patio with outdoor furniture, and a tree in the yard.

    8. Swallow Studio

    A two-story house with a stone staircase leading to the entrance, surrounded by trees and a grassy area.

    9. Woodcock Studio

    A rustic building with a wooden door and windows, a grassy lawn, and a wooden table with a vase of flowers.

    10. The Coach House

    A wooden door with a mailbox and a sign reading "The Coach House".

    11. Thimble Cottage

    A stone building with a sign for 'The Lion Inn' and a visible entrance.

    12. Tuesday Cottage

    A stone house with a gabled roof, a front door, and a small porch with potted plants.

    13. The Granary

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

    14. Meadow View Cottage

    A stone house with a wooden gate, a stone wall, and a garden with autumn foliage.

    15. The Hive

    A modern living room with a sofa, armchairs, a flat-screen TV, and a glass cabinet.

    16. East View

    A row of two-story brick townhouses with a paved courtyard.

    17. Willow Cottage

    A stone building with a garden and a stream.

    18. Flynn's Barn

    A stone house with a gabled roof, large windows, and a chimney.

    19. Bramley Cottage

    A stone building with a traditional design, featuring a stone wall, multiple windows, and a small porch area.

    20. Bears Court Barn 8

    A traditional stone building with a sign for the Old Manse Hotel. There are outdoor seating areas with umbrellas and a stone wall in front.

    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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    Learn more about Cheltenham

    Elegant Regency architecture frames the famous Cheltenham Festival, where horse racing enthusiasts gather without feeling pressure to place bets. Discover the town's spa heritage at the Pittville Pump Room, then explore specialty shops along the charming Montpellier district.

    See all hotels in Cheltenham

    A historic building with large windows and ivy-covered walls.

    Frequently Asked Questions

    How much do cottages in Cheltenham cost?

    Cottages in Cheltenham range between CA $271 and CA $2,568 per night. These properties offer a chance to soak in nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

    What are the best cottages in Cheltenham?

    You can pick from multiple cottages in Cheltenham that have a total average guest review rating of 9.2. School View is a superb place to rest and put your feet up between adventures. This 3.5-star cottage also has a garden and individually decorated rooms. The Old Cider House is another top pick with visitors to this area. It has a 3-star rating and amenities including a garden and individually decorated rooms.

    How many cottages are there in Cheltenham?

    Enjoy the beauty of nature in one of the cottages available in Cheltenham. To help you find a place that's right for you, use our handy filter tool to search for perks or amenities you need.

    What are the best cheap cottages in Cheltenham?

    Cottages start at only CA $271 per night, so your Cheltenham trip doesn't have to take a big chunk out of your finances! Crows Cabin is a money-saving option and offers lots of amenities, including individually decorated rooms and pet-friendly facilities. Jackdaw's Roost is another of our popular cheap cottages. Conveniences here include individually decorated rooms and a golf course. If you're sightseeing in Cheltenham and want to save money, there are loads of fun and free attractions to add to your to-do list. Gloucester Cathedral and Cheltenham Art Gallery and Museum are visitor favourites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

    Are there any family-friendly cottages in Cheltenham?

    Kick back at School View, a 3.5-star cottage just a quick drive from town. Conveniences here include WiFi and a stovetop. Another family-friendly pick where you can swap the urban jungle for nature is The Old Cider House. WiFi and a fridge help make this 3-star cottage a top pick. Once you've checked in and dropped off your luggage, there are plenty of family-friendly attractions to explore in and around Cheltenham. Sudeley Castle and Winchcombe Folk and Police Museum are two of our top picks.

    Why book your cottage in Cheltenham with Expedia?

    Expedia has some great cottages in Cheltenham, so start packing for an unforgettable vacation on nature's doorstep. If you have a budget in mind, choose how much you're willing to spend and your preferred property star rating. Or, use our filters to search for cottages with a pool or a kitchen. We'll help you find the perfect digs whatever your getaway looks like.

    How can I find cheap cottages in Cheltenham?

    Expedia can help you easily source cheap cottages in Cheltenham. To lock in a superb stay in a couple of quick clicks, use the filter tool to refine your search results by budget, star rating and amenities.

    What is there to do in Cheltenham near my cottage?

    You'll find loads of impressive things to put on your itinerary in Cheltenham. Make tracks to big attractions like Hailes Abbey, Sudeley Castle and Imperial Gardens. Cheltenham Racecourse, The Promenade and Cheltenham Town Hall are other must-see's.

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