Vacation rentals in Great Barrington

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Top-rated vacation rentals in Great Barrington

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Top guest favorite
The charming facade of a 17th-century Cotswold stone cottage is covered in lush greenery. Large windows allow natural light to enter, and a welcoming front door is framed by flourishing plants. The quiet lane leads up to the cottage, enhancing its tranquil setting.
Cottage in Bledington
4.95 out of 5 average rating, 300 reviews

Beautiful grade two listed Cotswold stone Cottage

Five Bells Cottage is a grade two 17th Century Cotswold stone cottage. The cottage has just been renovated to a very high standard. Set in a row of attractive cottages on a quiet lane and directly opposite the handsome Norman Church. We have all the little luxuries of a boutique hotel: comfortable beds, powerful showers and a stylish interior. Just a short stroll is the famous Kings head. Bledington is a quintessential and unspoilt cotswolds village with a village green and a babbling brook.

Top guest favorite
Barn in Bladon
4.97 out of 5 average rating, 117 reviews

4-Bed Luxury Oxford | Hot Tub, Sauna, Parking, EV

Welcome to your luxury 4-bed with hot tub and sauna, minutes from Oxford and opposite Blenheim Palace. Perfect for spa breaks, family gatherings, Cotswolds exploring and midweek work trips. • Hot tub, cedar sauna & outdoor shower • Super-fast Wi-Fi, desk space & 65" smart TV • Chef’s kitchen, open-plan lounge with tree-lined grove views • 4 serene bedrooms with plush linens & blackout blinds • EV charger & gated parking for 4+ cars Book now to secure your dates at this rare Oxfordshire find!

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, 206 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, 14 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
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, 128 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, 237 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

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, 264 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, 213 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, 312 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.

Top guest favorite
The front exterior of a two-story cottage features a stone facade with a welcoming green door framed by two small landscaped bushes. Windows with shutters add charm to the facade, and a decorative wreath adorns the door. A gravel pathway leads to the entrance.
Cottage in Bourton-on-the-Water
4.98 out of 5 average rating, 180 reviews

Lavender Lodge - Bourton on the Water

Lavender Lodge is a cute and cosy cottage, perfectly situated in Bourton on the Water. Often referred to as the ‘Venice of the Cotswolds’ due to the pretty stone bridges arching over the river Windrush. Lavender Lodge is located in a peaceful lane, a 2 minute walk from the centre. With parking at the property, 2 double bedrooms, both with stunning en-suite bathrooms, Lavender Lodge is a versatile holiday home suited to families, friends or an indulgent couples retreat.

Top guest favorite
The entrance features a white wooden door framed by a stone wall and a charming plant in a planter. A small hanging lantern adds to the character of the cottage's exterior, complementing the natural stone and gravel pathway.
Cottage in Cirencester
4.95 out of 5 average rating, 252 reviews

The Old Bakery At The Grange

Perfectly located for RIAT, being walking distance from the Green Entry Point, The Old Bakery At The Grange is an ideal cottage for exploring all that the Cotswolds has to offer whatever the season. We are a few minutes’ walk away from The Old Spotted Cow pub. The cottage is full of country character and the interiors reflect our love of travel. Due to the character features of the cottage, it is unsuitable for very young toddlers and those unsteady on their feet.

Top guest favorite
Guesthouse in Little Barrington
5 out of 5 average rating, 33 reviews

Cotswolds Farmhouse Cottage

Escape to the Cotswolds in our newly renovated guest cottage, nestled beside a 17th-century Grade II listed barn. Set on a working farm, it offers a peaceful countryside retreat with a taste of authentic farm life. Perfect for couples or families, the cottage is surrounded by nature yet only minutes from Burford, Bibury, Bourton-on-the-Water, and Cotswold highlights such as Jeremy Clarkson’s Farmers Dog pub and the Cotswold Wildlife Park.

Popular amenities for Great Barrington vacation rentals