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
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
4.94 out of 5 average rating, 381 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 spacious lounge area features two comfortable sofas, a wooden coffee table, and a flat-screen TV mounted on the wall. Large windows allow natural light to fill the space, while exposed wooden beams add charm to the ceiling.
Home in Shipton-under-Wychwood
4.97 out of 5 average rating, 172 reviews

5* Rated Annex 1 Bed A/C Self Contained Cotswolds

***Prices Incl. Airbnb Fees*** Brand new in 2019 a luxury one bedroom holiday let in the heart of the Cotswolds. Finished to a very high standard with exposed beams and wood burner. Open plan kitchen/lounge with Island, separate air conditioned bedroom with walk in shower and bath. Separate WC, parking and garden. Ideally situated in the heart of the village within walking distance of 5 pubs, beautiful countryside walks and within easy access of the Cotswold towns of Burford, Stow and Bourton.

Guest favorite
A private courtyard garden features a round table and two wicker chairs, both adorned with soft blankets. An umbrella provides shade, while a bottle of champagne and glasses rest on the table. Lush greenery surrounds the space, enhancing the outdoor relaxation area.
Cottage in Northleach
4.93 out of 5 average rating, 216 reviews

Stylish Cotswold Cottage with Dog Friendly Garden

The perfect Cotswold cottage to relax and unwind. Lovingly renovated Stone Cottage in Northleach, in the heart of the Cotswolds: • Late check out 11.00am • Dog Friendly Garden and House • Easy Parking •. Log burner with wood provided • Comfortable large sofa • UK King Size Bed • Vintage large bath and separate shower • Private courtyard garden (safe for dogs) & BBQ. Walking distance to 2 Pub/Restaurant (love dogs) • Cotswold Walks direct from Mulberry. • No Airbnb Cleaning fee

Guest favorite
Guesthouse in Asthall
4.87 out of 5 average rating, 202 reviews

Cosy Hideaway | Hot Tub | Farmer’s Dog

Escape to The Dacha, a luxury countryside retreat for two in Asthall. Unwind in your private garden with fire pit and covered verandah, then enjoy evening hot tub access (6–10pm) in a secluded courtyard just across the driveway. No disposable BBQs please. Stroll to the Three Horseshoes or Jeremy Clarkson’s Farmer’s Dog nearby. Ideally located for exploring the Cotswolds, Diddly Squat Farm, Daylesford, Bicester Village and Blenheim Palace. High-speed WiFi included. No disposable BBQs please.

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

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 a unique stone dovecote is displayed, featuring a rounded structure topped with a conical roof. A single door is visible at the base, framed by flowers and greenery. Sunlight casts soft shadows on the textured stone walls, enhancing its rustic charm.
Guesthouse in Bibury
4.98 out of 5 average rating, 552 reviews

Bibury Hidden Dovecote (Grade II Listed)

We are delighted to reopen the dovecote after some essential improvements. We can now offer availability from this spring. A completely unique experience. This converted dovecote has a stunning bathroom, copper bath, wet room shower and beautiful double bedroom with terrace. Situated in a quiet but central location in Bibury with parking and breakfast. Perfect for a secret romantic break. Situated conveniently for Burford, Cirencester and Cheltenham, you can explore South 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
4.98 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 modern barn conversion is set within a spacious rural landscape. Natural wood panels and a metal roof complement the exterior. Large glass windows allow for ample light, providing views of the surrounding greenery and gravel pathways leading to the entrance.
Barn in Carterton
4.98 out of 5 average rating, 516 reviews

Stylish Barn Conversion - The Bull Pen

A fabulous 2 bedroom barn conversion situated in a quiet rural location in a farmyard setting, which offers great privacy and spacious accommodation over one floor. Views across fields, yet close to local amenities. Plenty of outside space to enjoy. Fully fitted kitchen with dishwasher. Ample space inside and out, private garden area, bbq and parking. Games barn with table tennis, pool table and table football. Easy access to Oxford and Cheltenham and near the Cotswold Wildlife Park.

Popular amenities for Great Barrington vacation rentals