Vacation rentals in Great Barrington

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Top-rated vacation rentals in Great Barrington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Barn in Stow-on-the-Wold
5 out of 5 average rating, 6 reviews

NEW Luxury Big Cotswold Barn in Centre of Stow

Tucked away in the centre of Stow-on-the-Wold, Big Cotswold Barn is a beautifully restored countryside family-owned retreat that blends historic character with modern luxury - perfect for families, friends, and special getaways. Step inside and you’ll find a stunning open-plan living and dining space, where original wooden beams and rustic charm meet contemporary comfort. With easy access to walks, pubs, boutique shops and picturesque villages - you have everything you need on your doorstep.

Top guest favorite
A traditional exterior of the cottage showcases its original stonework, complemented by a bright white window with shutters. Two potted plants with purple flowers adorn the ground, adding a touch of color to the serene entrance. The surrounding area features a neatly paved pathway.
Cottage in Oxfordshire
5 out of 5 average rating, 82 reviews

Old Beams cottage, Burford hill.

Old Beams Cottage is a delightful Grade II listed building believed to date back to the 17th century. It blends timeless charm with all modern comforts in a prime location on the iconic Burford Hill. Within easy walking distance of a variety of restaurants/pubs and a great selection of independent coffee shops. The cottage provides a charming, warm and cosy home away from home feeling. including a quaint courtyard for anyone seeking a peaceful retreat from the hustle and bustle of everyday

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, 196 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
Home in Milton-under-Wychwood
5 out of 5 average rating, 12 reviews

Cotswolds Cottage - Garden & Ground Floor Bedroom

Stone Porch is a beautifully restored Grade II listed Cotswold cottage in the heart of Milton-under-Wychwood. • South-facing enclosed garden with seating, BBQ, and outdoor dining • Wood-burning stove, underfloor heating, and a dedicated workspace • Dining space for six plus a well-equipped kitchen • Pretty village setting with pubs, cafés and shops within walking distance • En-suite ground-floor bedroom Easy access to Burford, Stow-on-the-Wold, Bourton-on-the-Water, Daylesford and more.

Top guest favorite
Home in Wilmcote
5 out of 5 average rating, 11 reviews

Harpe Cottage

Step into a storybook setting at this beautifully heritage cottage in the heart of Wilmcote, Stratford-upon-Avon. A beautiful cottage beaming with character, that blends original period features- stone walls, timber beams, and traditional craftsmanship, with thoughtful modern comforts to create a warm, inviting retreat. Whether you’re curling up by the fire, soaking in the freestanding tub, or enjoying a peaceful moment in the private garden, this is a place designed to slow down and savour.

Top guest favorite
A cozy sitting area features a wood-burning stove beneath an artistic landscape photograph. Exposed reclaimed wood panels provide texture, while soft furnishings and neutral tones create a comfortable atmosphere. Nearby, a dining space with a round table is visible, enhancing the inviting environment.
Cottage in Lechlade
4.98 out of 5 average rating, 126 reviews

Exquisitely designed | Village centre location

At the centre of one of the South Cotswolds’ most charming riverside villages, The Stables is a newly refurbished and interior designed two bedroomed cottage (allowing 4 guests maximum, including babies in cots), with private garden, EV charger and complimentary off street private parking. Historic Lechlade-on-Thames is the perfect base from which to explore the Cotswolds Area of Outstanding Natural Beauty and its picturesque hamlets, villages and towns like Bibury, Burford and Cirencester.

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, 234 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, 4 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, 261 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 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
A charming stone cottage is shown, featuring a sloping drive leading to the entrance. The structure boasts a traditional roof and wooden window frames, surrounded by grassy areas and shrubs that provide a natural setting.
Apartment in Little Barrington
4.9 out of 5 average rating, 21 reviews

Writer's Retreat -annexe to Carpenter’s Cottage

Relax at this peaceful place to stay. An ideal location for exploring the Cotswolds whether on foot , cycle or by car. The towns of Burford , Bourton and Stow are close and walks lead directly from the property along the Windrush valley and elsewhere. Daylesford's, Bull and Soho Farmhouse are within easy reach and the Fox Inn and the Inn for all Seasons are within walking distance . The property enjoys high speed broadband and secure off street parking.

Top guest favorite
An aerial view captures the Pool House surrounded by lush greenery. A modern pool and hot tub are positioned alongside comfortable loungers on a spacious patio. The sliding glass doors of the house provide access to an inviting indoor area.
Guesthouse in Garsington
4.95 out of 5 average rating, 549 reviews

The Pool House

Relax and reset at the Pool House. The Pool House provides a quiet location where you can relax away from the world. Swim in our pool, heated during the warmer months. During the colder months enjoy a cold plunge, beneficial for body and mind. Ease your aches and muscles in the hot tub. Please note: you are using the pool and hot tub at your own risk, there is no life guard! Please watch children and non swimmers in the pool and hot tub at all times.

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