
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.

The Feathered Nest an idyllic Cotswolds escape.
Nestled in the heart of historic Winchcombe, The Feathered Nest offers a welcoming escape in the beautiful North Cotswolds. Set on picturesque Vineyard Street, this lovingly restored former wool cottage blends timeless character with modern comforts. Thoughtfully renovated by the owners this the boutique two-bedroom home features stylish furnishings and all the contemporary amenities you need for a relaxing stay. Availability from 20th June - five night minimum stay, discount for 7 nights plus.

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

Cottage Nestled within old Cotswold Farmhouse
Take your first glimpse of the rolling fields surrounding our traditional Cotswold stone farmstead, as you travel along our private, tree lined drive. In an AONB, the farmstead sits on the edge of the Golden Valley. Dating back to the 1700s, Little Finch's Cottage is nestled within the original Farmhouse, where you can still find exposed beams and sunny window seats. Step through Little Finch's front door into the lounge/breakfast room which is linked to the bedroom by a steep spiral staircase.

Stanton Cotswolds The Hay loft 2 Bed, Cottage
Nestled in the centre of the peaceful and picturesque village of Stanton, in the heart of the Cotswolds, you will find the Hayloft. A charming 17th century converted cotswold stone barn. A light and airy cottage with beams and character. Stanton is quintessentially Cotswolds, picture postcard pretty, providing the perfect getaway from the hustle and bustle of everyday life. The Cotswold Way runs through the village which makes it the perfect base if you enjoy walking, cycling and sightseeing.

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 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

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!

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.

Dog friendly stylish cottage near Malvern Hills
The Little Retreat is a beautiful stable conversion. The open plan living/kitchen/dining room has a vaulted ceiling, stylish lighting and everything you need to cook up a storm. With cosy underfloor heating throughout, this is a special place, with only 5 star reviews! The Malvern Hills, and the new Cotswold Designer Outlet are on the doorstep, the Cotwolds Hills, Jeremy Clarkson's pub and Diddly Squat Farm are less than an hour away. Well behaved dogs welcome by arrangement.

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!
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

Rural, character 2 bed cottage and hot tub

Beautiful grade 2 listed cottage

Romantic Idyllic Nuthatch Cottage with Hot Tub

Romantic cosy cottage & hottub in Forest of Dean

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

Pretty Chocolate Box Thatched Cottage

Dreamy Cotswold Hideaway in the Heart of Painswick

Market Lodge

Idyllic Barn, 1650sqft, Award-Winning Pub Nearby

Winterwell Farm Bothy situated in the Cotswolds

Stunning Cotswold cottage, log burner, Winchcombe

Beautiful, recently renovated two bedroom cottage

The Chapel, Cirencester, Cotswolds
Private cottage rentals

The Bothy cottage in the Cotswolds

⭐⭐⭐⭐⭐ Stylish and unique Cotswold village cottage

Cotswold cottage charm

Hello !! and welcome to 23 The Waterloo

The Old Bakery At The Grange

Wye Valley Escape. Romantic Loft on 40-Acre Estate

Minnow Cottage

The Garden Room - Coach House.
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 $104 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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- 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





