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Cottage holiday rentals in Cheltenham

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Cheltenham

Guests agree: These cottages are highly rated for location, cleanliness and more.

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An open plan master bedroom is illuminated by natural light from large windows. A free-standing roll-top bath sits beside the bed, accompanied by a potted plant. Exposed wooden beams add character, while tasteful wall art complements the tranquil decor.
Cottage in Prestbury
4.94 out of 5 average rating, 202 reviews

Luxury Thatched Cotswold Cottage, amazing location

Located in a historic village a stone's throw from Cheltenham's racecourse is our immaculately restored thatched cottage. A choice of 3 pubs, local shop and butcher can be found within walking distance. Ideal for 2 couples sharing or a family with accommodation on 2 floors. Featuring a master suite with roll-top bath and own sitting room which can be converted into a bedroom with a double sofa bed. Downstairs an accessible bedroom with its own separate shower w/c. Full kitchen diner with dog bed

Top Guest favourite
Cottage in Ashleworth
4.93 out of 5 average rating, 288 reviews

Rural, character 2 bed cottage and hot tub

Kozicot provides the ideal getaway, a listed cottage that has been newly refurbished with all mod cons. Set in the heart of a peaceful village near the river severn, adjacent to a shop and cafe. Well appointed 2 large bedrooms (available as 2 Kings or 4 singles), with unspoilt views, private parking, 2 reception rooms (sofa bed to cater for groups of 6), hot tub, bathroom, shower room and upstairs wc. Kitchen with microwave, dishwasher, fridge/freezer, hob and full oven. Washer dryer in utility.

Top Guest favourite
A cozy living area is highlighted by a stone fireplace at its center, flanked by a light-colored sofa and an armchair. A wooden coffee table sits in front, topped with decorative items. Soft lighting creates a warm atmosphere, with textured flooring beneath.
Cottage in Chipping Norton
4.95 out of 5 average rating, 220 reviews

Lux Wisteria stone Cottage Chadlington

Wisteria Cottage is a high spec, Luxury cottage with under floor heating,log burner,Large kitchen/dinning area with views across fields and a downstairs Wc/Utility space. Upstairs are two centrally heated bedrooms and underfloor and towel rail heated bathroom with exposed beams. The master has a generous King size bed and the second bed, a single day Bed with a pull out trundle under. The bathroom has a roll top bath with shower and unlimited hot water. We offer Cotswold charm with modern luxury

Top Guest favourite
The living area features a cozy seating arrangement with a neutral-toned sofa and decorative cushions. A natural woven pendant light hangs above, illuminating the space. A rustic coffee table sits on textured flooring, accompanied by warm tones and a charming wreath adorning the entrance.
Cottage in Winchcombe
4.98 out of 5 average rating, 247 reviews

Little Nook Cottage - Cosy & Large Garden

Located in the heart of Winchcombe with far reaching views over the rolling Cotswold hills, Little Nook Cottage is a charming bolt hole, perfect for couples or a small family from which to explore the Cotswolds. You will find beautifully crafted beams and original stone floors paired with all the luxuries you need for a relaxing break. Featuring a cosy living/dining room with wood burning fire, a super comfy double room and even a dedicated work space should you wish to work away from home!

Top Guest favourite
A charming Cotswold stone cottage is depicted, featuring a stone pathway leading to a warm, inviting entrance. Surrounding greenery enhances the rustic ambiance, while the exterior showcases original details and serene landscaping. Bicycles are securely parked nearby, indicating accessibility for outdoor activities.
Cottage in Painswick
5 out of 5 average rating, 204 reviews

Quiet grade 1 listed entire cottage in Cotswolds

A bright and recently modernised grade 1 listed Cotswold stone cottage, 100 yards from the Cotswold Way with breathtaking views down the Stroud Valley, its own parking and secluded outdoor eating. Filled with natural light, it is very peaceful and extremely comfortable with luxury bedding (super king or twin bed) and kitchen. An idyllic spot for walking, cycling, exploring the local scenery or simply escaping the city Painswick is 10 minutes from Stroud ( 87 mins hourly train to London).

Guest favourite
An airy sitting and dining area is highlighted by a high ceiling with exposed beams. A spiral staircase leads to a mezzanine space. Natural light fills the room through large windows, complemented by a cozy seating arrangement featuring a modern sofa and armchair.
Cottage in Gloucestershire
4.92 out of 5 average rating, 202 reviews

The Chapel, Cirencester, Cotswolds

The Old Chapel is a unique detached luxurious converted Chapel in the heart of the Cotswolds. It is situated on a quiet lane in the lovely idyllic rural village of North Cerney. A short walk away is The Bathurst Arms, great for eating & drinking at while overlooking the River Churn. Cerney House Gardens described as a "romantic secret place" is nearby. Cirencester is less than 5 miles away as are many other famous Cotswold Villages. The Regency town of Cheltenham is just over 12 miles away.

Top Guest favourite
A cozy sitting area features a wood-burning stove beneath an artistic landscape photograph. Exposed reclaimed wood panels provide texture, while soft furnishings and neutral tones create a comfortable atmosphere. Nearby, a dining space with a round table is visible, enhancing the inviting environment.
Cottage in Lechlade
4.98 out of 5 average rating, 124 reviews

Exquisitely designed | Village centre location

At the centre of one of the South Cotswolds’ most charming riverside villages, The Stables is a newly refurbished and interior designed two bedroomed cottage (allowing 4 guests maximum, including babies in cots), with private garden, EV charger and complimentary off street private parking. Historic Lechlade-on-Thames is the perfect base from which to explore the Cotswolds Area of Outstanding Natural Beauty and its picturesque hamlets, villages and towns like Bibury, Burford and Cirencester.

Guest favourite
A charming stone building is seen nestled among greenery, featuring a sloped roof and a set of stairs leading to a wooden door. A small outdoor dining area is positioned nearby, surrounded bywell-maintained shrubs and trees.
Cottage in Stroud
4.9 out of 5 average rating, 271 reviews

Mini MackHouse: magical escape to Gloucestershire

Welcome to our slice of magic, the CoachHouse on our family home just outside Stroud in Gloucestershire. Whether it’s the award winning market that you’ve come to experience, the culture or events of Cheltenham, Bath, Gloucester or Bristol, or the beautiful countryside, Stroud (recently voted best place to live in the UK by The Times) has something for everyone. Set in a south facing bowl, surrounded by a magical garden, Mini MackHouse is incredibly well equipped and beautifully appointed.

Top Guest favourite
Two comfortable chairs are positioned on a patio, overlooking a green paddock with trees and distant hills. A table with a blue drink sits between the chairs, while dogs can be seen playing in the open space under a partly cloudy sky.
Cottage in Bank Farm Barns
4.99 out of 5 average rating, 621 reviews

Charming Dog Friendly Barn Conversion & Paddock

Discover the perfect rural retreat in this beautifully appointed dog friendly barn set in AONB. Blending rustic character with modern convenience & offering a unique lifestyle opportunity for those seeking space, comfort & dedicated environment for their pets Standout feature of Hare Barn is the impressive 3/4 acre private paddock . Fully enclosed & well maintained providing a safe expansive space for all dogs to run freely or for those looking to enjoy countryside right at their doorstep

Top Guest favourite
A welcoming sitting room features a stone fireplace with neatly stacked logs beside it. Colorful furniture adds warmth, with a wooden table in the center displaying a backgammon set. The space is illuminated by natural light streaming through the window.
Cottage in Bibury
4.96 out of 5 average rating, 202 reviews

Comfortable Cotswold lodge conservatory and garden

Centrally located in a quiet corner in one of the most picturesque villages in the Cotswolds, Saltway Lodge in Bibury is a perfect escape for peace, quiet and fresh air... It is close to Cheltenham renowned (festival) race horse track, literature and jazz festivals as well as the annual airshow at Fairford and much more. The area has many wonderful markets, pubs, spas and walks all within easy reach. A step back in time to the Roman age and beyond but with up to date amenities!

Top Guest favourite
A dining table is set with a plate and glass, accompanied by cutlery. In the background, a comfortable sofa adorned with colorful cushions provides a cozy atmosphere, with natural light filtering through nearby windows.
Cottage in Winstone
4.96 out of 5 average rating, 238 reviews

Cotswold retreat. Spacious and peaceful

This rural retreat provides spacious, comfortable accommodation with fabulous views. An open plan ground floor leads to a south facing terrace (sole use.) Upstairs there is a huge bedroom ( Super King bed) and a roll top bath with garden view. Shower/WC downstairs Private parking. Hosts on hand if required. This peaceful rural village is an ideal base to explore the Cotswolds and soak up glorious countryside. Enjoy excellent dog walking and cycling straight out of the door.

Guest favourite
A modern kitchen features sleek grey cabinetry and polished white countertops. A stainless steel sink is complemented by a built-in wine fridge. Nearby, large glass doors open to a garden area, allowing natural light to illuminate the space. A decorative welcome sign is placed on the countertop.
Cottage in Winchcombe
4.92 out of 5 average rating, 559 reviews

Cotswold77 - Heart of the Cotswolds

Set in the heart of the Saxon village of Winchcombe a beautifully restored and luxuriously furnished Grade II listed cottage set over three floors with a pretty, sunny garden. Glorious countryside, Cotswold country pubs and a Michelin star restaurant all in walking distance. 6 miles from Cheltenham Racecourse and perfect for the Literature, Jazz and Science Festivals in Cheltenham. An Idyllic spot for exploring the Cotswolds!

Popular amenities for Cheltenham cottage rentals

Quick stats about cottage rentals in Cheltenham

  • Total holiday rentals

    Explore 20 holiday rentals in Cheltenham

  • Nightly prices starting at

    Cheltenham holiday rentals start at $103 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Cheltenham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cheltenham rentals

  • 4.8 Average rating

    Cheltenham stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Cheltenham's top spots, include Cheltenham Racecourse, Pittville Park, and Everyman Theatre

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