
Cottage holiday rentals in Cheltenham
Find and book unique cottages on Airbnb
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 £45 per night before taxes and fees

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Cheltenham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cheltenham rentals

4.7 Average rating
Cheltenham stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Cheltenham’s top spots include Cheltenham Racecourse, Pittville Park and Everyman Theatre
Top-rated cottage rentals in Cheltenham
Guests agree: these cottages are highly rated for location, cleanliness and more.

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

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!

Lovely 2-bed cottage in Cotswold village with pub
No. 32 is a lovely stone cottage in the Cotswolds, in North Cerney, near Cirencester. This pretty 2-bedroomed cottage is situated next to our home, so creating the perfect cosy, comfortable retreat has been somewhat a labour of love. Our aim is for you relax, unwind and make the most of your surroundings when you stay at N.32, so during your holiday you will have exclusive use of our gated drive, a private patio and a lovely, large back garden complete with fire pit and children's play area.

Stunning Cotswold cottage, log burner, Winchcombe
Gorgeous romantic luxury Cotswold cottage with direct access to walks. Up to 2 well behaved small/medium dogs are welcome or enquire (see dog rules). The Old Mill House is 2 miles to Winchcombe, 5 miles Cheltenham Racecourse, 9 miles central Cheltenham. Living room with logburner, bedroom with kingsize bed, kitchen - microwave, dishwasher, induction hob, oven, Nespresso machine, Smeg fridge/freezer. Shower room. Faith in Nature toiletries. Fast broadband. EV charging. Muddy paw pet washer.

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).

Charming one bed detached cottage in the Cotswolds
Beautiful 17th Century detached Cotswold stone cottage, renovated and furnished to a high standard, located off a quiet country lane with far reaching views, a parking space and patio area. The open plan ground floor looks across the hosts cottage garden, has many original features including a traditional stone fireplace with wood burner, exposed beams and feature walls. The oak staircase leads to the bedroom and bathroom and fabulous views can be enjoyed across the valley. A little gem!

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby
West Barn Cottage is a wonderful large barn situated on the grounds of West Barn. This bright home is fully equipped with lovely spaces to relax, two large bedrooms and views of the rolling countryside. There are many walks in the surrounding area and the award winning pub The Frogmill is just a stones throw away. With easy access to the A40 and the A436, this Barn brings the whole of the Cotswolds in easy reach, including Cheltenham, Cirencester, Bourton on the water and the Slaughters.

A Cotswold Retreat with Private Garden
A calm, light-filled Cotswold retreat with a private garden, set in a peaceful village setting. The Other House is an architect-designed one-bedroom space with garden views and direct access to a private terrace. Walk to The Green Dragon pub and Elkstone Studios, with two excellent farm shops, and Cowley Manor Hotel and Spa nearby. Ideal for couples or solo travellers looking for a quiet countryside escape, with walks from the door and easy access to Cirencester and the wider Cotswolds.
Cricketers’ Cottage Nr Tewkesbury Glos. Sleeps 10
This 17th Century Grade 2 listed cottage is available .Situated in a rural location it boasts beautiful views and character.It is well equipped and comfortable with ample driveway parking for up to 5 cars. The cottage has a wood burner in the old dining/sitting room and gas central heating throughout.Dogs and children are welcome. Google Cricketer’s Cottage Lower Apperley. It is a convenient base to reach several areas of outstanding natural beauty .

Boutique 1 bedroom Cotswold Cottage
Kick back and relax in this beautiful location. A stylish stone cottage in the heart of the Coln Valley, arguably the prettiest part of the Cotswolds. The cottage is set within the 16 acres of land belonging to the main house. The perfect place for scenic walks and romantic nights in. A peaceful retreat, just 20 minutes drive from both Cirencester and Cheltenham and 10 mins from Upcote Barn wedding venue. *Helicopter landing possible.

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!

Town Centre Cottage Tucked Away
Lovely self-contained cottage in the heart of Cheltenham. Exclusive use of two-bedroom cottage in a quiet, residential location 8 minutes’ walk from town centre. Own front door, sitting / dining room, kitchen, downstairs bathroom. Small, private rear courtyard. Smokers welcome to smoke outside. Pets by arrangement and I would ask for an additional £5.00. Excellent local shops and eateries.
Popular amenities for cottage rentals in Cheltenham
Cottage rentals with a hot tub

Rural, character 2 bed cottage and hot tub

Riverside Cottage

Waterlily, Romantic Lakefront Stay, Hot Tub

Romantic Idyllic Nuthatch Cottage with Hot Tub

Elmside is a country cottage with Hot Tub

Peaceful relaxation or jumping off point & hot tub

Idyllic Waterside Cottage - Private Hot Tub

The Pixie, Cotswolds
Pet-friendly cottage rentals

Penny Cottage - Cosy Cotswold cottage

Willow Cottage, A Luxury Cotswold Retreat

Charming Dog Friendly Barn Conversion & Paddock

Luxury 16th C. Cottage Broadway

Traditional Cotswold cottage, Bisley, Nr. Stroud.

Winterwell Farm Bothy situated in the Cotswolds

Converted barn in beautiful Cotswolds countryside

Cosy Cotswold Cottage in the centre of Winchcombe
Private cottage rentals

Chic Georgian town house in Cotswold town centre

Charming Cotswold Cottage

Cotswold cottage charm

Beautiful Cotswold Farm Cottage - quiet, view

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Minnow Cottage

2-Bed Character Cottage, Access to Cotswold Way!

North Cotswolds, Vale of Evesham 1 bedroom cottage
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- Silverstone Circuit
- Longleat Safari Park
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- National Exhibition Centre
- Lower Mill Estate
- Highclere Castle
- West Midland Safari Park
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Cheltenham Racecourse
- Utilita Arena Birmingham
- Cadbury World
- Cotswold Wildlife Park
- Ludlow Castle
- University of Birmingham
- Coventry Building Society Arena
- Bath Abbey
- Puzzlewood
- Sudeley Castle
- Bicester Village
- Warwick Castle
- Alexander Stadium
- No. 1 Royal Crescent





