Vacation rentals in Great Barrington

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Top-rated vacation rentals in Great Barrington

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Guest favorite
Home in Boddington
4.94 out of 5 average rating, 188 reviews

Boddington Mill

Boddington Mill is a stunning countryside retreat in the heart of the Cotswolds, steeped in history and rural charm. The building retains industrial mill parts which intersect multiple levels for a unique and generous living space. Its south-facing garden includes outside dining, wood-fired hot tub, and large lawn, home to wildlife and fruit-bearing trees. Inside, the three king sized bedrooms feature luxury bedding beneath vaulted, oak-beamed ceilings and period windows. Sky TV, Sonos speakers.

Top guest favorite
An aerial view captures the two detached luxury cabins positioned on a gravel drive within a scenic conservation orchard. Lush green fields extend towards the horizon, dotted with trees and framed by distant hills. A serene rural landscape surrounds the cabins, emphasizing their tranquil setting.
Farm stay in Whittington
5 out of 5 average rating, 109 reviews

Architectural gem on an acclaimed Cotswold farm /2

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.

Top guest favorite
The exterior features a charming stone façade with traditional windows, contributing to the cottage's historic character. A green front door welcomes guests, while outdoor seating is arranged on the patio, surrounded by potted plants and a stone wall, enhancing the peaceful ambiance.
Cottage in Oxfordshire
4.9 out of 5 average rating, 126 reviews

Beautiful Historic High Street Cottage in Burford

Old Burford Cottage is the largest 2 bed on the High Street. The cottage was originally two cottages, but we have lovingly converted into one spacious cottage for upto 4 people. A beautiful cottage built in the region of 1840 to accompany The George Inn. Situated 10 yards off the famous Burford High Street, it is peacefully quiet and has been refurbished to an immaculate standard, whilst keeping tradition. The location is possibly the best in Burford, it’s genuinely amazing …location, location!

Top guest favorite
The exterior of the cottage is characterized by thatched roofing and Cotswold stone walls. Climbing roses decorate the facade, while a stone pathway leads to a modest seating area. Lush greenery surrounds the building, enhancing the inviting atmosphere of the property.
Home in Chipping Campden
4.95 out of 5 average rating, 376 reviews

Iconic 17th Century Thatched Cottage

Enjoy the beautiful garden in the summer sunshine or hunker down next to the fire in the winter, Hoo Cottage has it all! It is one of the few thatched Cotswold Stone properties, tucked away in the idyllic village of Chipping Campden. We have done our best to bringing out the distinctive character of this historic property, while furnishing it in a luxurious rustic style. The history of the cottage is still up to debate. However, we have found evidence of it playing a role as the village bakery.

Top guest favorite
A generous living space features a large stone fireplace with a wood-burning stove at its center. Two comfortable armchairs are positioned adjacent to a spacious sofa, creating a cozy seating area. Soft lighting from table lamps complements the warm tones of the decor.
Cottage in Fairford
4.99 out of 5 average rating, 218 reviews

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.

Guest favorite
The exterior of Rosemary Cottage is showcased with Cotswold stone walls and a traditional roof. A gravel pathway leads to the welcoming entrance, framed by greenery. Natural light highlights the structure, and neighboring cottages can be seen in the background, indicative of the village charm.
Home in Bibury
4.96 out of 5 average rating, 195 reviews

Cosy cottage in Bibury & parking

Rosemary Cottage is a charming Grade II Listed 17th-century Cotswold stone cottage in the heart of Bibury, “the most beautiful village in England.” Just a 2-min walk to Arlington Row and close to the tranquil River Coln, it blends original features like exposed beams with modern comforts. Featuring two cozy bedrooms, a real fire and off-street parking. Ideally situated for wedding venues, countryside walks and with the Swan Inn pub less than 5 min walk - it’s the perfect countryside retreat.

Top guest favorite
A bright living and dining area is showcased with sloped ceilings and multiple skylights. A cozy three-seater sofa and two-seater sofa provide comfortable seating, complemented by a wooden dining table for four. A flat-screen TV is positioned against the wall, enhancing the space's functionality.
Apartment in Gloucestershire
4.99 out of 5 average rating, 232 reviews

A Perfect Cotswold Bolthole

The Garret is a new, beautifully presented one bedroom apartment, situated just outside the village of Windrush and a stone’s throw away from the medieval town of Burford (4 miles). Key features: - A perfect base for touring the Cotswolds -Bright, spacious and fully equipped -On site cafe -Perfect for a romantic getaway or family break - Perfect for weddings at Stone Barn (2 miles) -10 minutes drive to The Farmer's Dog -Free, safe secure parking -King size bed and double sofa bed

Superhost
Home in Gloucestershire
5 out of 5 average rating, 3 reviews

Cotswolds - hot tub, games room, parking, arcade

✺ Peaceful Cotswolds home ✺ Private hot tub ✺ Self check-in ✺ Home cinema with Netflix, PS5 & Sonos ✺ Games room with arcade machine ✺ Private driveway for 2 cars Stunning high-end 5 bedroom, 4.5 bathroom home in the quiet village of Windrush. The perfect Cotswolds escape. Explore Burford, Stow-on-the-Wold, Bibury and other charming villages with ease. Enjoy a private hot tub, games room, home cinema & Sonos throughout. Ground floor bedroom with step-free access for less mobile guests.

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
4.98 out of 5 average rating, 260 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!

Top guest favorite
A serene view of a gravel pathway leading to a wooden gate. Lush green grass frames the path, and a field of bright yellow flowers stretches into the distance under a clear blue sky. A stone cottage can be seen to the left, surrounded by greenery.
Cottage in Chipping Norton
4.99 out of 5 average rating, 210 reviews

Charming Cotswold Cottage in a private setting

Beautiful barn conversion cottage in a spectacular private setting. Nestled in rolling Cotswold countryside with uninterrupted views just a stone's throw from the ancient village of Shipton under Wychwood. A cosy living room with original exposed truss beams, a warming log burning stove and a scattering of antiques blend seamlessly with modern fully equipped kitchen. There are two charming bedrooms, both with well appointed ensuite bathrooms. The cottage has its own private garden.

Top guest favorite
A spacious living area is highlighted by a woodburner, positioned against a neutral wall. A television stands on a light grey cabinet, while a comfortable sofa faces it. A wooden dining table is complemented by a rocking chair. Light enters through large arched windows.
Barn in Windrush
4.96 out of 5 average rating, 309 reviews

The Stable, near Burford, Cotswolds

This is a detached conversion which you have to yourselves. The beautifully renovated Grade II Listed stable in a quiet Cotswold village has a cosy fire in a spacious living area which includes some cooking facilities, but no cooker or hob. There's a large bedroom (superking bed can be converted to 2 twin beds) with wardrobe, and a modern ensuite shower. Local walks are on the doorstep, close to attractions such as Sherborne Park (National Trust), Burford, Bibury and Stone Barn.

Guest favorite
Home in Bibury
4.88 out of 5 average rating, 779 reviews

Riverside Cottage • Opposite Arlington Row • Pets

Escape to Sackville House —a beautiful riverside, Grade II-listed Cotswold haven. Located in the heart of Bibury, you're just 140 yards from iconic Arlington Row and steps from the tranquil River Coln. This rare, pet-friendly retreat that sleeps 6, blends authentic historic charm with modern luxury, including a dreamy roll-top bath under the eaves. Enjoy river views, a private terrace, and free parking nearby. The perfect base for exploring the Cotswolds' most beautiful village.

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