
Cottage holiday rentals in Cheltenham
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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

Luxury 16th C. Cottage Broadway
Welcome to Turner's Cottage – Your Charming Retreat in the Heart of the North Cotswolds! Nestled amidst the rolling hills in the picturesque village of Broadway, Worcestershire, UK. Step into a world of timeless elegance in a quintessential 16th Century Cotswold stone cottage meticulously restored by the owner. Adorned with rustic charm, historic elegance, enchanting interiors and modern comforts - your home away from home. @turnerscottagebroadway Please read full description & amenities list

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

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.

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage
**No booking fees** History abounds in The Old Mill Cottage. Originally built in around 1700, it was part of a silk mill and oozes period features, with stone mullion windows and wooden beams. Old Mill Cottage can sleep up to four guests, this country bolthole has been finished to a high standard with a warm and inviting interior and an array of modern facilities including Superfast WiFi, TV and a well-equipped kitchen. There is designated outdoor patio and off-street parking

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.

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 Cottage for 4, nr Winchcombe, Cotswolds.
The Cottage by Feather Cotswold Cottages is a 2 bedroom property in the beautiful village of Gretton, set on the Winchcombe Way, just 2 miles from Winchcombe which has a host of pubs, restaurants and shops. The cottage has a stunning kitchen, cosy lounge, inglenook fireplace with log burning stove for the winter and gorgeous cottage charm throughout. The local pub, The Royal Oak, is walking distance and has great reviews.

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 .
Popular amenities for Cheltenham cottage rentals
Cottage rentals with a hot tub

Riverside Cottage

Beautiful barn conversion/hot tub views

Rural, character 2 bed cottage and hot tub

Romantic Idyllic Nuthatch Cottage with Hot Tub

Beautiful grade 2 listed cottage

Romantic cosy cottage & hottub in Forest of Dean

Cosy Grade ll Cottage with new Wood Fired Hot Tub.

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

Lavender Lodge - Bourton on the Water

Pretty Chocolate Box Thatched Cottage

Cotswold retreat. Spacious and peaceful

Idyllic Cotswolds cottage in Upper Slaughter

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

Converted barn in beautiful Cotswolds countryside

Stunning Cotswold cottage, log burner, Winchcombe

Beautiful, recently renovated two bedroom cottage
Private cottage rentals

The Feathered Nest an idyllic Cotswolds escape.

Countryside Cidermaker's Cottage

Charming one bed detached cottage in the Cotswolds

Luxury Cottage, WOW en~suite and private parking.

Hello !! and welcome to 23 The Waterloo

The Potting Shed, 5* ❤︎ Luxury escape Cirencester

Church Steps Luxury Thatched Cottage in Ebrington

The Old Bakery At The Grange
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 $105 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
Destinations to explore
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- Cottage rentals Gloucestershire
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- Cottage rentals United Kingdom
- Cotswolds AONB
- Silverstone Circuit
- National Exhibition Centre
- University of Oxford
- Blenheim Palace
- Longleat Safari Park
- Cheltenham Racecourse
- Lower Mill Estate
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Highclere Castle
- West Midland Safari Park
- Utilita Arena Birmingham
- Cadbury World
- University of Warwick
- Ludlow Castle
- Cotswold Wildlife Park
- Bath Abbey
- Sudeley Castle
- Coventry Building Society Arena
- Waddesdon Manor
- Puzzlewood
- No. 1 Royal Crescent
- University of Birmingham
- Bicester Village





