Vacation rentals in Cockleford

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Top-rated vacation rentals in Cockleford

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Top guest favorite
Two modern cabins are set within a natural landscape, surrounded by tall grass and trees. Shared outdoor seating areas are visible, along with a gravel path leading to the cabins. The sky is partly cloudy, enhancing the serene rural environment.
Farm stay in Whittington
4.99 out of 5 average rating, 110 reviews

Architectural gem on an acclaimed Cotswold farm /1

Enjoy a luxurious 'Bantam House' on our award-winning conservation farm. Your every comfort catered for with a handmade super king bed, air-conditioning and superfast fibre broadband. Overlooking a conservation orchard, this house is immersed in nature. The farm has been named one of the top wildlife destinations in the UK (Iolo Williams, Spring Watch). Ten minutes' drive to the spa town of Cheltenham, our cotswold getaway has bountiful access to the outdoors and great road links via the A40.

Guest favorite
Home in Painswick
4.94 out of 5 average rating, 179 reviews

Breathtaking Cotswolds Restored Chapel Valley View

Step into a rare and remarkable stay at ‘The Old Church’, a lovingly restored & renovated 1820s chapel nestled on the hillside in the idyllic Cotswolds village of Sheepscombe. This enchanting property blends timeless character & period charm with a relaxing contemporary feel. A truly unique picturesque countryside escape. Located in a tranquil woodland setting on the edge of Blackstable Nature Reserve with scenic valley walks, a rustic village setting, a playground & lovely pub down the lane.

Top guest favorite
Cottage in Elkstone
4.97 out of 5 average rating, 117 reviews

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.

Top guest favorite
The exterior of the larch clad Annexe features modern vertical wood paneling. Large glass doors lead into the entrance, framed by two planters with lush green grass. A gravel path provides access, highlighting the contemporary architecture amid a clear blue sky.
Home in Cirencester
4.99 out of 5 average rating, 270 reviews

Larch clad architect designed contemporary annexe.

Relax at this unique and tranquil getaway in the beautiful South Cotswolds. The Annexe is a separate dwelling next to an architecturally award winning contemporary house located in a quiet village. The larch clad property has an industrial, boho meets the Cotswold vibe with its own private wild flower garden, perfect for alfresco dining. Excellent location for walking, running and cycling. Close to the beautiful town of Cirencester, idyllic picturesque villages and gastro pubs galore!

Guest favorite
A welcoming entrance to the Shepherd's Hut features a set of wooden steps leading up to a light-colored door. A cozy seating area with a soft blanket and decorative cushions is accompanied by a wooden table holding a flower vase and two glasses, inviting relaxation.
Shepherd’s hut in Gloucestershire
4.96 out of 5 average rating, 171 reviews

Stylish Shepherd’s Hut at Black House Glamping

Stay in our beautiful Shepherd’s Hut in the heart of the Cotswolds, with amazing countryside views. Escape the world and enjoy a peaceful stay in the cosy 1-bedroom hut, with a kitchenette, shower room and a log-burner. Enjoy plenty of outside space, where you can relax by the fire pit, cook on the grill, and take in the Cotswolds scenery. There’s a great pub down the road, plenty of walking tracks to explore and the amenities of Cheltenham and Cirencester a short drive away.

Top guest favorite
The charming Cotswold stone cottage is framed by lush greenery and colorful flowers. A gravel pathway leads to the entrance, flanked by a small pond. The property features a symmetrical facade, with multiple gabled roofs and large windows reflecting natural light.
Home in Coberley
4.93 out of 5 average rating, 335 reviews

Beautiful Cotswold Stone Cottage

Situated close to the Cotswold Way and the Gloucestershire Way footpaths, Close Cottage really is in the heart of the Cotswold Hills. The self contained property comprises: two double bedrooms fully equipped kitchen, shower room and a cosy lounge with wood burner. The traditional Cotswold stone cottage overlooks picturesque countryside and is situated within ten minutes drive from the beautiful and popular spa town of Cheltenham. Parking large and safe beside the property.

Guest favorite
An attic bedroom features a spacious bed with layered bedding and decorative pillows. Exposed wooden beams enhance the charm of the room, which is brightened by two skylights. A soft robe hangs nearby, and a textured pink chair adds a touch of color to the inviting space.
Barn in Elkstone
4.84 out of 5 average rating, 151 reviews

The Little House, Luxury Cotswolds Stunning Views

Little Cotswold Stays presents, The Little House. Located just a short stroll from Elkstone Studios, the Little House provides luxury accommodation for 2 - 4, whilst preserving the unique character of the building. It benefits from its idyllic rural location, stunning views and unparalleled walking and cycling. Relax and enjoy your private outdoor dining spaces and garden, or curl up with a book and enjoy the uninterrupted Cotswold views. Netflix, & WiFi, Private Parking

Top guest favorite
Cottage in Chalford Hill
4.97 out of 5 average rating, 509 reviews

Charming Cotswold Cottage

The Cottage is now open again, following a major extension project. A stylish spacious Cotswold stone cottage with open plan kitchen dining living space, wood burning stove and 3 bedrooms. Main bedroom has French doors overlooking Cotswold countryside and enjoys the morning sun. The bedroom opens onto a spacious luxury en-suite bathroom with large shower and separate bath. There are two further bedrooms, each with a double bed, one of which has an en suite shower room.

Top guest favorite
A spacious bed dressed in luxurious linens is accented by two large pillows. Bedside tables with lamps provide soft lighting, while a patterned blind offers privacy. The wooden beams overhead add warmth to the stylish and inviting bedroom environment.
Guesthouse in Withington
5 out of 5 average rating, 528 reviews

Stylish studio apartment with breakfast hamper.

Nestled in the Cotswold countryside, Pillars Loft offers a hideaway perfect for two, with stylish interiors, modern amenities and luxurious home comforts. Bordering the regency spa town of Cheltenham and the charming market town of Cirencester, Pillars is perfectly located for those looking to enjoy a spot of retail therapy, fine dining or festival scene that Cheltenham is renowned for while also catering for those looking for a peaceful rural retreat.

Top guest favorite
A stone cottage is positioned among trees and greenery, featuring a well-maintained exterior. Sunlight filters through the branches, highlighting the natural surroundings. A gravel path leads to the entrance, creating an inviting transition from the landscape to the home.
Cottage in Withington
4.99 out of 5 average rating, 328 reviews

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.

Guest favorite
The charming stone cottage features a welcoming double door entrance, revealing an open-plan living area with a small kitchen. A large window allows natural light to fill the space, providing a glimpse of the surrounding greenery outside.
Tiny home in Witcombe
4.88 out of 5 average rating, 705 reviews

Little Knapp on the Cotswold Way

Snug space ideal for relaxing getaways. Set in area of outstanding natural beauty. Perfect base for couples to explore the Cotswolds with direct access to Cotswold Way. It's a quirky small space. Intended as a great escape, there is WiFi but no TV. Dogs: 1 w-behaved dog welcome (+ £10). Firepit & logs: By request (£10) NB Bathroom space limited, stairs tricky for less mobile, roof terrace is private & overlooked by our house.

Top guest favorite
The exterior of Wycke Cottage features charming stone walls adorned with lush green vines. Multiple windows allow natural light to fill the space, while potted plants in various sizes enhance the entrance. A clear blue sky creates a serene backdrop.
Home in Painswick
4.98 out of 5 average rating, 260 reviews

Cottage luxe in The Cotwolds

Wycke Cottage welcomes you with unequivocal charm and a little luxe at every turn. Hunker down in style in the picture-perfect Cotswold setting in the heart of Painswick. This 400-year-old cosy cottage, sits opposite the historic church. With stunning sunset views across to the church's beautiful spire and clockface, and its much storied 99 cloud-like yew trees, this stay offers the quintessential Cotswold experience.

Popular amenities for Cockleford vacation rentals