Cottage vacation rentals in Chepstow

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Chepstow

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A charming 19th-century Coach House is surrounded by a gravel courtyard, featuring blue accents on the windows and doors. Lush greenery from nearby trees and landscaped flower pots enhance the outdoor space, creating a serene setting. The spacious area allows for easy access and a welcoming appearance.

Cottage in English Bicknor

5 out of 5 average rating, 212 reviews

The Coach House

This expertly refurbished 19th-century Coach House is full of character and all ready for your luxurious relaxing break. The open-plan living area has a exceptional view, and when you want a change there's a large smart TV and good-quality broadband for entertainment. The kitchen comes with induction hob and oven, dishwasher and washing machine, as well as all the pots, pans & utensils you need for cooking up delicious meals. The shower room/toilet is conveniently tucked away in a corner. Walk up the distinctive oak staircase to find the upstairs bedroom, with its impressive round window. It sleeps up to three people in a kingsize double bed and a separate single, and there's also room for a travel cot for an infant.The Coach House is ideal for a couple on a romantic escape, or for a family with young children looking for a safe space to relax and play. KEY FEATURES - One bedroom – upstairs, with kingsize double and single bed, space for travel cot. - One shower room/toilet – downstairs. - Sleeps up to three, and infant. - Private outside terrace area with view, shared use of 1.5 acre secure meadow & gardens. - Dogs welcome, two maximum, small additional charge. - Young children welcome (but you may need to bring a stairgate for safety). - Smart TV (Netflix, iPlayer, Freesat etc). - Good-quality broadband/Wi-Fi (free). - Induction hob, oven, microwave, fridge (freezer available if required), dishwasher. - Dining table for four, two leather sofas. - Washing machine (and use of dryer if required). - Underfloor heating (powered by eco-friendly air source heat pumps). - Wood burner, first basket of logs free. The Coach House is bookable by the week (start day Friday), and for weekend and mid-week short breaks.

Top guest favorite

A serene outdoor patio features a round table and four chairs, overlooking a tranquil pond surrounded by greenery. The landscape displays rolling hills under a clear blue sky, with scattered clouds providing a sense of openness and inviting nature views.

Cottage in Wellington Heath

4.99 out of 5 average rating, 290 reviews

Wonderful cottage with glorious views

The Garden Studio is a luxury contemporary retreat in the grounds of our Arts and Crafts home with wonderful views across Herefordshire countryside. Located 1 mile from the market town of Ledbury and its independent shops and cafes, it is within striking distance of the Malvern Hills and the Wye Valley (Areas of Outstanding Natural Beauty). Festivals nearby are Ledbury Poetry, Hay, Longborough Opera, Cheltenham, Three Counties/Choirs. Piano & dedicated work station for those wanting to WFH here!

Guest favorite

A spacious garden showcases blooming flowers, including tulips and bluebells, framed by a stone wall. Lush greenery fills the background, featuring tall trees and scattered shrubs. A decorative stone feature stands centrally, surrounded by vibrant plant life under a clear blue sky.

Cottage in Tidenham Chase

4.9 out of 5 average rating, 131 reviews

Goldcrest-Lodge-Forest-of-Dean

Take it easy at this unique and tranquil getaway. Set in the Wye Valley, an area of outstanding natural beauty. You can walk/cycle for miles without touching a road. Collect eggs, milk and delicious ice cream from the farm next door Tintern Abbey with its pubs and restaurants is a walk away (an hour); the races, music at the Castle, Clearwell Caves, Puzzlewood, steam train.. and more. Travelling with friends/family? Check our other listing within the same grounds airbnb.com/h/wyevalleydairy-uk

Guest favorite

A cozy living area is presented, featuring a blue sofa paired with a yellow armchair adorned with a decorative pillow. A coffee table sits in front, with a wood-burning stove on one side. Natural light filters through a multi-pane window, framed by dark curtains.

Cottage in Chepstow

4.86 out of 5 average rating, 450 reviews

Pineapple Cottage - Chepstow Town Centre (Wales)

17th Century cottage in the heart of Chepstow, close to Offa's Dyke & the Wye Valley. Tucked down a little cobbled street in the town centre, it’s a small but perfectly formed cottage ideal for a couple or a young family. There’s a secret door leading to the second bedroom, where you’ll even get a glimpse of Chepstow Castle from the window. It’s an ideal base for weddings at St Tewdrics (we’ve even hosted the bride and groom!) or for walking and cycling in the Forest of Dean and Wye Valley.

Top guest favorite

A charming stone cottage is set against a backdrop of lush greenery. The two-story structure features large windows, showcasing natural light. The surrounding area is accented by trees and plants, with a slight incline leading to the entrance.

Cottage in Monmouthshire

4.92 out of 5 average rating, 113 reviews

The Old Coach House at Tintern, the Wye Valley

The old coach House is a few minutes walk from the centre of Tintern on the banks of the river Wye, where you'll find the famous abbey, as well as places to eat and drink, and shops selling local crafts. The Wye Valley Walk passes the house, and the hourly bus between Chepstow and Monmouth stops just metres away. Staying at the historic Old Coach House in Tintern, you'll experience the unique charm of an early 1800s Welsh cottage, while enjoying modern comforts in a stylish and homely setting.

Guest favorite

A quaint stone cottage is framed by lush greenery, featuring a large window that invites natural light inside. The well-maintained lawn includes neatly trimmed hedges and a comfortable seating area, creating a serene outdoor environment.

Cottage in Monmouthshire

4.97 out of 5 average rating, 166 reviews

Peaceful Stone Cottage among fabulous gardens

The Garden House is a peaceful stone cottage set in the historic gardens of High Glanau Manor, the home of H. Avray Tipping (1855-1933) the Architectural Editor of Country Life Magazine from 1907. High Glanau Manor is an important Arts & Crafts house set in 12 acres of gardens designed in 1922. The gardens retain many original features including formal terraces, octagonal pool, glasshouse, pergola and 100 ft long double herbaceous borders. There are spectacular views to the Brecon Beacons

Top guest favorite

The cottage is set amongst lush greenery, featuring a spacious lawn and a well-kept garden. Its exterior is painted white, with large windows and a welcoming entrance. A backdrop of trees adds to the tranquil atmosphere, creating a serene retreat in the countryside.

Cottage in Brockweir

4.99 out of 5 average rating, 234 reviews

3 bedroom, peaceful, secluded, & large garden

Hidden away on the edge of the ancient Forest of Dean, in the beautiful Wye Valley, with a large secluded garden, accessed by a mile long, narrow, single track lane, hanging with ferns in summer. It's is a fabulous place for walkers and town escapees. Once a woodman’s cottage, with a cosy, spacious interior, fully equipped kitchen, log burner, very comfortable beds, all you need for a relaxing break. Not suitable for young children 1-12, the large garden has a pond and steep terracing.

Guest favorite

A living room is displayed with a stone fireplace as a focal point. A comfortable chair is positioned next to a window seat adorned with cushions. A television rests on a side table, surrounded by a few books. Decorative wall art adds subtle character.

Cottage in Minchinhampton

4.97 out of 5 average rating, 222 reviews

Grade II listed historic Cotswolds cottage

A Grade II listed 2-bedroom cottage, in a charming Cotswolds area, steeped in history and character, with original windows, traditional flagstone flooring, stone walls, oak beams and a fireplace. All rooms have lovely little window seats. Enjoy your own orchard at the end of the garden, perfect for a BBQ or picnic. The Cottage also includes free off-street parking. We love the local walks, views and the quintessential little Cotswolds high street only minutes walk from the cottage.

Top guest favorite

A feature arched window frames panoramic views of rolling hills and fields, with sunlight illuminating the stone wall and wooden shutters. A vase of fresh flowers sits on a round table, enhancing the inviting atmosphere of the open living space.

Cottage in Saint Briavels

5 out of 5 average rating, 313 reviews

Set in AONB & 40 Acres of Private Countryside

Perfectly situated to explore all the Wye Valley and Forest of Dean has to offer, The Apple Loft is an idyllic getaway popular with honeymooners, walkers, cyclists and those just wishing to escape the hustle and bustle of everyday life. With panoramic views across Mork Valley, guests can walk our grassy tracks, explore the old lime kilns, picnic in our fields, say ‘hello’ to the pet sheep and enjoy the sights and sounds of nature, stars and sunsets in this magical and relaxing retreat.

Top guest favorite

The cottage features a charming stone exterior with a sloped roof, surrounded by well-maintained gardens. A classic lamppost is positioned in the foreground, and a decorative wooden wheel adds rustic appeal. The private driveway exhibits a spacious brick pattern, inviting guests to approach the entrance.

Cottage in South Gloucestershire

4.96 out of 5 average rating, 137 reviews

Scenic 1-bedroom cottage with beautiful views

A self-contained tranquil cottage in a private gated residence within a quiet hamlet bordering Tortworth Estate fields and beautiful views. Sensational country walks and cycling straight from the property, but only 3 minutes from the M5 for maximum accessibility to the local areas of Bath, Bristol, Chepstow and Gloucester. NB the cottage is beside our house with its own patio and garden. You share our gated driveway for parking. Please feel free to make a pre-booking enquiry.

Superhost

The exterior of Wern Farm Cottage is showcased, featuring a stone facade partially covered by greenery. The structure is surrounded by a lush lawn and trees, offering a natural, serene setting. A window reflects the outdoor greenery, enhancing the inviting atmosphere.

Cottage in Monmouthshire

4.91 out of 5 average rating, 318 reviews

Luxurious spacious cottage with awesome views !

With commanding views over Monmouth, the Wye Valley and beyond, Wern Farm Cottage is a cosy but spacious recluse ideally situated for all that Monmouthshire has to offer. Light, airy and welcoming with zip and link beds. We can accommodate 2-4 flexible to your needs. We are in a great spot for the Forest of Dean, the Brecon Beacons, Bike Park Wales, Cannop Cycle Centre and the Offa’s Dyke Path. There are lovely walks right from the door and so much to do nearby!

Guest favorite

The cottage's stone façade is highlighted by warm wooden accents, surrounded by a garden featuring vibrant daffodils in bloom. A rustic wall made of local stone outlines the property, complementing the natural landscape in the background. Sunlight casts gentle shadows across the scene.

Cottage in Llandogo

4.93 out of 5 average rating, 237 reviews

Peaceful Escape | Dog Friendly | Wye Valley

Mill Cottage is a delightful stone cottage situated on a private lane in the heart of a pretty village located on the River Wye. The original cottage is over 150 years old and was the home of the sawmill manager, who ran the nearby sawmill, which has long since disappeared. It is now a lovely holiday cottage, that sleeps two couples and one well-behaved dog. It overlooks a pretty church and is very conveniently located for the village pub.