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
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, 220 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, 204 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.

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, 236 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, 263 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, 212 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, 311 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
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, 552 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.

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.

Guest favorite
The exterior of the cottage features traditional Cotswold stone construction, with a well-maintained garden area. A small patio with seating is visible, complemented by a manicured lawn. Sunlight brightens the landscape, revealing trees and the charming design of the adjacent outbuilding.
Cottage in Little Barrington
4.92 out of 5 average rating, 190 reviews

Perfect Cotswolds cottage for two!

Hide away in our lovely private cottage in Little Barrington! Though recently renovated, the cottage contains many original features and enjoys wonderful countryside views from a surprisingly large garden. If you can tear yourself away from the cottage, there are wonderful walks from the door and an excellent traditional pub in the village. We live 20 minutes away so can easily be on hand if needed, but otherwise its all yours!

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