
Places to stay near Chepstow Racecourse
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Top-rated vacation rentals near Chepstow Racecourse
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Cromwell House, Central Chepstow
Flat 1 is a cosy first floor flat in Cromwell House steeped in history and named after Oliver Cromwell having stayed here when invading the famous Chepstow Castle. We have recently refurbished the property to create a warm and welcoming place to enjoy all that Chepstow and the surrounding areas has to offer. This special place is close to everything and central to Chepstow making it easy to plan your visit. The flat is fully equipped with every thing you would need for your stay along with Wi-Fi

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.

Chepstow Town. Welsh Cottage.
The house is in the centre of the beautiful old market town of Chepstow. Nestled on the Welsh / English border. We are just a stone's throw from the ancient castle and the impressive Priory Church of St Mary. Within walking distance of the Chepstow Racecourse and a stroll from the railway and bus stations. 300yds from the River Wye and central to all restaurants and cafes etc. Situated near the AONB Wye Valley and Forest of Dean. Please note the property has a Jack & Jill bathroom upstairs.

Wye Valley Escape. Romantic Loft on 40-Acre Estate
Romantic luxury loft for two on a 40-acre private estate in the Wye Valley National Landscape. Perfect for honeymooners, stargazers, proposals, anniversaries, or milestone moments. Enjoy panoramic Mork Valley views through the feature arched window, vaulted oak beams, and a cozy fire pit (logs & marshmallows incl.). Includes a generous welcome hamper and exclusive access to our dark skies, meadows, stream, and woodland. A peaceful, magical retreat with high-end, curated experiences available.

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

The Vault
The Vault is a really special space, which we hope you can see from the photographs. It is a basement studio apartment with its own private entrance. It is quiet and cosy with underfloor heating and an ambient temperature all year round. This property is very central, making it easy to plan your visit. We are very close to the harbour and the property is on the famous Georgian Square, Queen Square. It feels like you have stepped into a film from Jane Austen as you come out of the building.

Welsh Gatehouse: Historical Castle with EV Charger
The Welsh Gatehouse is a beautiful historic house with modern amenities. Imagine staying in a fairy tale castle built in 1270. The thick walls, ancient windows & steep spiral staircase say 'history'. Romantic log fires keep you warm you in winter, & the thick walls keep you cool in summer. Views from the top of the tower are extraordinary over the Severn Bridges and the Breacon Beacons (NB we call this the terrace in our description below). Unique, luxurious, quirky yet comfortable.

Ty Nant Treehouse with covered hot tub
As you enjoy the short buggy ride down to the far end of our woodland you will be astounded when you come across our beautiful woodland cabin set in the treetops. You will immediately feel relaxed as you immerse yourself in the surrounding nature. Lounging chairs on the decking provide the perfect place for your morning coffee listening to the birds sing and soak away your stress in the wood fired hot tub then cosy up in front of the log burner and enjoy the tranquility of the woodland.

Lodge farm Woodland dome. Hot tub. luxury escape
A luxurious dome nestled in private woodland and flower garden. An ideal romantic/ family stay near the Cotswolds. Enjoy the wildlife view from your king size bed, woodburning stove, additional heating and air conditioning. Relax on the private decking area, outdoor dining with a barbeque and firepit for toasting marshmallows amongst the trees. The mattresses can be brought down from the loft area for younger children. Rest, relax and reward yourself with the glamping stay with us!

Cosy Bluebell Pod - Eastwood Glamping
Bluebell Pod is our couples pod, with a double bed and pull out sofa, dining table, living space and a romantic outdoor bathtub with fantastic lake views and views of the farm. Our self catering pods have a kitchenette with induction hobs and a microwave. We also have outdoor seating and a private BBQ for an al-fresco dining experience. Each pod has luxurious décor selected with extra comfort in mind. Near Thornbury, Bristol where you will find lots shops and restaurants.

Magical cottage set within a woodland glade
Badgers Bothy is set within a woodland glade in the grounds of the 16th century Amberley Farmhouse and provides the most unique and charming country escape. Our idyllic cottage is set on the edge of Minchinhampton Common (located in an AONB) and with miles of footpaths which are perfect for those wishing to explore the Cotswolds. This beautiful cottage exudes an aura of peace and tranquillity and a haven for those wishing to escape the hustle and bustle of a busy life.

Olli's Cottage-Terrace & Jacuzzi
Olli's cottage is situated in one of Bristol picturesque suburds, newly refurbished 700sq Ft/70 Sqm with private terrace and hot tub (£30 extra charge to be settled at the property). In close proximity you have another property called Olli’s Summer house: Swimming pool with waterfall, pool table & ping pong table (£100 extra charge and subject to availability). Located near M4/M5, making travel to/from easy. 3 minutes drive to country pubs.
Popular amenities for vacation rentals near Chepstow Racecourse
Condo rentals with wifi

Spacious Studio Apartment in Central Bath

Private apartment in stunning historic house

Ramblers Rest

Delightful, comfortable, warm home away from home

Luxurious homely and cosy 1st floor apartment.

A touch of luxury, free parking

Spectacular apartment in heart of Bath

Lovely 2 bedroom apartment in Pucklechurch Bristol
Family-friendly house rentals

Boddington Mill

Unique Cosy Retreat - Spacious 3-Bed Farm House

Forest Cottage

Breathtaking Cotswolds Restored Chapel Valley View

Cottage luxe in The Cotwolds

Cider Mill Monmouthshire.Views of Black Mountains

Cotswolds Romantic Getaway in Luxury Barn

Birch Cottage
Apartment rentals with air conditioning

Westbury Collection - The Trym Suite

Abbey Heights

Duplex Apartment - Harbour View city centre.

Luxe Apt with River View - Next to Harbour & Cafes

Cosy 1 bedroom apartment

Maisonette at the Mayhill Hotel

The Forge by Cliftonvalley Apartments

Bath city centre 2 bed luxury apartment with patio
Other great vacation rentals near Chepstow Racecourse

Birch Cottage with woodland sauna

Eco friendly lodge with outside bath and

Luxury Barn conversion Cotswold’s with Sauna/Spa

Stone Cottage with a splendid Wye Valley View

Romantic Hut + Covrd Jacuzzi + Games Rm +Proposals

RewildThings - Sky

Idyllic Country Retreat in the Forest of Dean

Wye Valley Escapes Log Cabin
Destinations to explore
- Cotswolds AONB
- Principality Stadium
- Cardiff Castle
- Bannau Brycheiniog National Park
- Stonehenge
- Lower Mill Estate
- Cheltenham Racecourse
- Bike Park Wales
- Wye Valley Area of Outstanding Natural Beauty (AONB)
- Roath Park
- Bath Abbey
- Cardiff Bay
- Zip World Tower
- Ludlow Castle
- Sudeley Castle
- Bute Park
- Puzzlewood
- No. 1 Royal Crescent
- Dunster Castle
- St Audrie's Bay
- Newton Beach - Porthcawl
- Eastnor Castle
- Hereford Cathedral
- National Showcaves Centre for Wales





