Vacation rentals with a pool in Monmouthshire

5BR Luxury House With Swimming Pool Chepstow Town

Welcome to Green Hat Stays. Harvax House is a luxurious holiday let situated within a stones throw from Chepstow town centre. With ample space, upscale amenities, and unparalleled comfort, your stay is sure to be unforgettable. Situated close to local attractions, including events at Chepstow Racecourse & Chepstow Castle, bars & restaurants, all within walking distance. We do not accept stag/hen parties. Upon booking a £750 damage deposit is required via pre-authorisation on a credit card.

Buckstone House Coach House

Buckstone House Coach House nestles in an idyllic setting with the forest just outside your front door and a charming local pub a short walk away. Surrounded by the lovingly maintained gardens of Buckstone House, the Coach House is a showcase of antique furniture, exposed beams and home comforts. Without leaving the grounds you can play tennis, take a dip in the swimming pool and laze in the sun. This hidden gem has the Wye Valley and the Forest of Dean on its doorstep, waiting to be explored.

1 Bed in Forest Coal Pit (BN113)

Situated in a breathtaking spot 1,000 feet above sea level, this beautiful cottage makes a fabulous base for walkers, climbers and nature lovers keen to explore the eastern fringes of the Brecon Beacons. With opportunities to spot buzzards and red kites, the property also offers stunning views towards Sugar Loaf. Offering cosy accommodation for two guests, this delightful retreat is one of a pair of properties which can be booked together, and features a shared heated indoor swimming pool.

Oak Cottage - an inclusive peaceful haven

A very central yet peaceful apartment offering gracious rooms. Although this is part of our home, when guests come they have exclusive use of these rooms originally set apart as my mother’s annex. The large lounge has comfortable furniture and opens to a small kitchen with room to dine. The two bedrooms have bathrooms - upstairs bedroom has limited headroom and the bathroom is separated by a curtain. The sun room opens to the shared pool and has two sofa beds. A private terrace to the rear

Log House with Pool and Sauna in Stunning Location

The log house is unique. Tucked between garden and orchard with views and use of natural swimming pool and infrared sauna. Ensuite with fully fitted kitchen, double bed or twins, log burner, fire pit BBQ, patio. Set within 140 acres of Trealy Farm - a very special place set on a hillside with stunning views to the Black Mountains. Secluded, peaceful and full of wild beauty yet easy access from major roads. To preserve the peacefulness and for H & S reasons Trealy is an adult only space.

Luxury cosy home

WINNER of Best Self-Catering Property in Wales 2025. This beautiful cottage is super cosy with underfloor heating and wood burning stove. It has its own private garden and the benefit of using our communal grounds with a natural Swimming Pool, sauna and greenhouse/comservatory. The farm is set in 30 acres of organic fields with hedgerows teaming with wildflowers and wildlife. It is a short steep walk through the fields to reach the top of the Skirrid mountain via our private route.

2 Bedroom Cottage and 1 Bed Bothy

A delightful two bedroom cottage and one bed bothy detached from our property set in an idyllic, unspoilt valley overlooking a large natural swimming pool. Located in-between the towns of Abergavenny and Monmouth and nestled within view of the black mountains from our lane. We are close to the Offa's Dyke and the Three Castles walks. 'The Halfway' pub is 3/4 mile down our lane. Abergavenny is known as the ‘food capital’ of Wales and boasts some superb restaurants nearby.

Original Showman’s Waggon near Offas Dyke

A beautiful and original 1900’s Showman’s Waggon in the heart of a traditional welsh farmstead close to the Offas Dyke footpath. This Waggon has been sympathetically restored retaining many period featured including a magnificently painted ceiling. It is completely off grid without compromising on comfort or facilities. It has a wood burning stove, an induction hob, kettle and cool box. There is a separate bathroom with shower and state of the art compost loo.

2 bedroom cottage in the heart of Monmouthshire

A delightful two bedroom cottage detached from our property set in an idyllic, unspoilt valley overlooking a large natural swimming pool. Located in-between the towns of Abergavenny and Monmouth and nestled within view of the black mountains from our lane. We are close to the Offa's Dyke and the Three Castles walks. 'The Halfway' pub is 3/4 mile down our lane. Abergavenny is known as the ‘food capital’ of Wales and boasts some superb restaurants nearby.