
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.

The Bothy cottage in the Cotswolds
The Bothy is a conversion of a 17th Century Cotswold stone stable and a 20th Century kennel building. On the ground floor is the living room with a beautiful wood burning stove, a fully equipped kitchen, a comfortable double bedroom and a modern shower room. Whilst upstairs, which is accessed from a narrow oak staircase, you can find the twin bedroom. The living room has been fitted to retain all its original features and is furnished in period style. I have included many Georgian and Victorian pieces and have also included a large settee and two arm chairs, dining table and chairs for 4, corner cupboard and a dash of the 21st Century with a Sky television. The Bothy is beautifully situated in the Postlip Coombe on the leeward side of the Cotswolds highest hill and yet only minutes from Winchcombe, a classic Cotswold "wool" town, renowned for its excellent shops, restaurants and architecture.

Willow Cottage, A Luxury Cotswold Retreat
Willow Cottage is a self-contained annexe connected to Waterloo House, a 19th century farmhouse. Named after the Weeping Willow tree right outside the door and located in the beautiful semi-rural village of Stoke Orchard, this recently renovated cottage offers an excellent base from which to explore the Cotswolds. There are great walks and cycle routes straight out of the door, and with Cheltenham Racecourse and Cheltenham town only a short drive away the possibilities for exploring are endless!

Cotswold cottage with views in Nailsworth
Apple Tree Cottage is an airy, yet cosy 1 bed studio cottage. Great base for exploring Cotswolds. Many local hiking opportunities. Great views from upstairs, lovely private patio with garden/valley views. Free off-street parking. Upstairs, beamed living/bedroom with comfy bed, Smart TV& WiFi. Downstairs, well equipped kitchen-diner, shower room/toilet. 10-15min walk to Nailsworth centre with many eateries. Unfortunately unsuitable for those with mobility issues due to stairs/low pitched ceiling.

Romantic Idyllic Nuthatch Cottage with Hot Tub
A stunning panoramic view awaits you at Nuthatch Cottage. This gorgeous, unspoilt haven is located in Mitcheldean, the enclave of the Forest of Dean and a locals-only spot in Gloucestershire. This 2 bedrooms house was built with natural Cotswolds stone. The entire house is secluded with a hot tub and has a luxuriously charming feel. It is perfectly situated to enjoy what the picturesque local area has to offer. The local shops, restaurants, and attractions are only a five-minute drive away.

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!

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!

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. Neal's Yard toiletries. Fast broadband. EV charging. Muddy paw pet washer.

Luxury Cottage, WOW en~suite and private parking.
“ The couples cottage “ a romantic Cotswolds cottage, this beautiful cottage has the real WOW factor. A spacious one bedroom cottage with and a stunning decadent en_suite, resplendent with two side by side slipper baths positioned opposite a bespoke wall mural of Florence. Tucked away down a quiet side street off Moreton in Marsh main high street you have the best of both worlds. All the charm of a country cottage but with all amenities close by and stunning countryside all around.

Minnow Cottage
Minnow Cottage is a beautiful 200 year old Cotswold cottage set on a little stream in the charming and quirky village of Chalford . Although petite in stature, the cottage oozes character with low ceilings and beams and has all the qualities needed if you are looking for a rural retreat or romantic break. There is a village shop and cafe all within a few minutes walk. The property has its own parking and all the amenities to make it a great base from which to explore the Cotswolds.

Cheltenham - Cosy Bath Road Cottage
A beautifully presented cosy and welcoming, newly refurbished, 2 bedroom Georgian cottage located just off the desirable Bath Road. The local area has plenty of great shops, restaurants and pubs. In addition, trendy Montpellier is a short walk away. The historical spa town of Cheltenham, in the centre of the Costwolds, has a buzzing atmosphere and hosts many events throughout the year, with the famous racecourse is only a 10 minute drive away.

North Cotswolds, Vale of Evesham 1 bedroom cottage
Between Evesham and Stratford upon Avon, England. Holiday cottage. 1 bedroom. Available to book now for stays from 1st July 2022. Middle Farm Cottage is situated in a quiet picturesque village on the edge of the North Cotswolds. An ideal location for visiting the Cotswolds, Stratford upon Avon, Warwick Castle, the Malvern Hills and several National Trust properties. Great for walking and cycling.
Popular amenities for cottage rentals in Cheltenham
Cottage rentals with a hot tub

Riverside Cottage

Beautiful barn conversion/hot tub views

Rural, character 2 bed cottage and hot tub

Romantic cosy cottage & hottub in Forest of Dean

Mill Garden Lodge Romantic Spa break in the Forest

Elmside is a country cottage with Hot Tub

Idyllic Waterside Cottage - Private Hot Tub

Country Cottage - Self catering - Private Hot Tub
Pet-friendly cottage rentals

Cotswold retreat. Spacious and peaceful

Adorable listed cottage,burner,town centre,parking

Stunning Private Cotswold Cottage with views

Stunning Dog Friendly Barn , Summerhouse / Paddock

Penny Cottage – Cozy Cotswold cottage

Market Lodge

Converted barn in beautiful Cotswolds countryside

Cupcake Cottage, Quintessential Cotswold Cottage
Private cottage rentals

Countryside Cidermaker's Cottage

The Cottage for 4, nr Winchcombe, Cotswolds.

53 Church Street - 500 yr old cottage/Luxury/View

Lovely Cotswold Cottage with Charm

Barley Cottage

Argyll Coach House, Cirencester

Charming 2 Bed House in Tewkesbury Centre

A “Gem in the Heart of a Hilltop Village”
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 £44 per night before taxes and fees

Verified guest reviews
Over 1,380 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

Wifi availability
20 of Cheltenham holiday rentals include wifi 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
- House rentals Cheltenham
- Smoking-friendly rentals Cheltenham
- Bed and breakfasts Cheltenham
- Private suite rentals Cheltenham
- Rentals with breakfast Cheltenham
- Rentals with a hot tub Cheltenham
- Serviced apartment rentals Cheltenham
- Rentals with an EV charger Cheltenham
- Rentals with a washing machine and dryer Cheltenham
- Rentals with a firepit Cheltenham
- Cabin rentals Cheltenham
- Pet-friendly rentals Cheltenham
- Rentals with outdoor seating Cheltenham
- Fitness-friendly rentals Cheltenham
- Family-friendly rentals Cheltenham
- Villa rentals Cheltenham
- Rentals with lake access Cheltenham
- Rentals with a patio Cheltenham
- Rentals with a fireplace Cheltenham
- Townhouse rentals Cheltenham
- Guest house rentals Cheltenham
- Apartment rentals Cheltenham
- Flat rentals Cheltenham
- Cottage rentals Gloucestershire
- Cottage rentals England
- Cottage rentals United Kingdom
- Cotswolds AONB
- University of Oxford
- Blenheim Palace
- Utilita Arena Birmingham
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Lower Mill Estate
- Silverstone Circuit
- Cheltenham Racecourse
- West Midland Safari Park
- Cadbury World
- The Roman Baths
- Sudeley Castle
- Ludlow Castle
- Waddesdon Manor
- Bath Abbey
- National Exhibition Centre
- No. 1 Royal Crescent
- Coventry Cathedral
- Puzzlewood
- Bristol Aquarium
- Shakespeare's Birthplace
- Bowood House and Gardens
- Hereford Cathedral
- Dyrham Park




