
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 $85 AUD 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
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!

Chic Georgian town house in Cotswold town centre
Chic luxury town house full of charm with river views. Formerly the town's Post Office, in the heart of Fairford. Three boutique luxury bedrooms, one with master en-suite. Large fully equipped kitchen, generous living space with large fireplace. Pretty, enclosed stone walled garden. We're next door to a lovely 15th century inn with a choice of other pubs nearby; Italian restaurant; local shops; pharmacy; cafes and takeaways on hand - a perfect base to explore this lovely part of the world.

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 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

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.

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.

Hobleys Cottage Stanton Nr Broadway
Hobleys Cottage is positioned on the edge of the historic village of Stanton which is widely regarded as one of the most picturesque in the Cotswolds. Recently refurbished the luxury accommodation is light and spacious with a well-equipped kitchen, open plan dining and sitting room. Wake up to stunning views over the adjoining pasture fields; a relaxing setting and a perfect base from which to explore the Cotswalds. The village pub The Mount Inn is within walking distance.

Traditional Cotswold cottage, Bisley, Nr. Stroud.
The cottage is set within the beautiful Cotswold village of Bisley. It is set out over three floors and comprises of an open-plan kitchen/dining/sitting room with an exposed stone fireplace with woodburner. TV, wifi and a well equipped kitchen. A very steep wooden staircase leads to the first floor with a double bedroom and bathroom/w.c. Another steep staircase leads to the second floor which comprises of a twin bedroom and a bathroom/w.c.

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!

The Stables - Luxury Central Cheltenham Bolthole
Gorgeous converted stables located in the heart of Cheltenham originally belonging to a Georgian Villa, this is the ideal place to stay for a long weekend or mid week break in the Cotswolds. Perfectly located within walking distance of the bars and restaurants of the Suffolk's and Montpellier, and all that Cheltenham has to offer, be that one of the many the festivals or of course the races .

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. *Helicopter landing field
Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Riverside Cottage

Peaceful relaxation or jumping off point & hot tub

Beautiful barn conversion/hot tub views

Beautiful grade 2 listed cottage

Romantic Idyllic Nuthatch Cottage with Hot Tub

Romantic cosy cottage & hottub in Forest of Dean

Mill Garden Lodge Romantic Spa break in the Forest

Hayloft Cottage - hot tub & indoor swimming pool
Pet-friendly cottage rentals

Pretty Chocolate Box Thatched Cottage

Dreamy Cotswold Hideaway in the Heart of Painswick

Dog friendly stylish cottage near Malvern Hills

Market Lodge

Converted barn in beautiful Cotswolds countryside

Buttercup Cottage in the heart of the Cotswolds

Stunning Cotswold cottage, log burner, Winchcombe

Beautiful, recently renovated two bedroom cottage
Private cottage rentals

Adorable listed cottage,burner,town centre,parking

Charming one bed detached cottage in the Cotswolds

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage

Cotswold cottage charm

Historic Barn Conversion in Worcestershire

Detached cottage + huge garden in Malverns

Unique luxury retreat with glorious views & piano

Comfortable Cotswold lodge conservatory and garden
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- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Lower Mill Estate
- Silverstone Circuit
- Highclere Castle
- Cheltenham Racecourse
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- West Midland Safari Park
- Cadbury World
- Bath Abbey
- Ludlow Castle
- University of Warwick
- Sudeley Castle
- Waddesdon Manor
- No. 1 Royal Crescent
- Puzzlewood
- National Exhibition Centre
- Coventry Cathedral
- Coventry Building Society Arena
- Eastnor Castle
- The International Convention Centre
- University of Birmingham





