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Vacation rentals in Penterry

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Top-rated vacation rentals in Penterry

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Cottage in Chepstow

4.84 out of 5 average rating, 356 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.

Nov 16 – 23

G$21,637 GYD per night

Chalet in Boughspring

4.87 out of 5 average rating, 117 reviews

The Studio

A refurbished stone built, 1 bedroom detached chalet in an extremely quiet rural location close to good traffic links, long-distance footpath, Forest of Dean, Wye Valley and the National Dive Centre. Large lounge with log burner, sofa and dining table. Open plan kitchen with electric oven, induction hob, microwave, fridge and toaster. One bedroom with king size bed, ensuite shower and wc. Private patio and access to garden. 5 min drive to shops in Chepstow, 40mins to Bristol / Cardiff.

Jun 5 – 12

G$17,726 GYD per night

Townhouse in Chepstow

4.95 out of 5 average rating, 164 reviews

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.

Jan 13 – 20

G$21,755 GYD per night

Cottage in Upper Redbrook

4.95 out of 5 average rating, 298 reviews

Country cottage in the Wye Valley & Forest of Dean

A detached, romantic country retreat in the heart of the Wye Valley on the edge of the Forest of Dean. An ideal base for exploring all the fantastic activities and sites that the local area has to offer. Whether you enjoy mountain biking, rambling, canoeing, or soaking up some English and Welsh heritage - the Wye Valley and the Forest of Dean really do have something for everyone. We will happily answer any questions you have about the local area to ensure you get the most out of your stay.

Jan 21 – 28

G$22,300 GYD per night

Cottage in Monmouthshire

4.98 out of 5 average rating, 125 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

Sep 12 – 19

G$33,478 GYD per night

Cottage in Saint Briavels

5.0 out of 5 average rating, 241 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.

Mar 17 – 24

G$37,211 GYD per night

Cottage in Brockweir

4.99 out of 5 average rating, 175 reviews

Peaceful, 3 bedroom woodland cottage, large space

Hidden away on the edge of the ancient Forest of Dean, in the beautiful Wye Valley. Set in a large secluded garden, accessed by a long narrow lane. It is a fabulous place for walkers and romantic escapees. Originally a woodman’s cottage, with a cosy-but-spacious interior, fully equipped kitchen, log burner, lovely, comfortable king sized beds, everything you need for a relaxing break. The large cottage garden is not suitable for young children 1-12, it has a pond and steep terracing

Sep 25 – Oct 2

G$30,485 GYD per night

Cottage in Trelleck

4.96 out of 5 average rating, 182 reviews

The Old Cider Mill

The Old Cider Mill is a beautifully converted old cider barn set in the wonderfully peaceful monmouthshire countryside. The cottage is a fabulous romantic and tranquil retreat set in one acre of meadow and adjoining spinney. Perfectly situated to explore all the wye valley, and nearby forest of dean, has to offer. This cosy cottage sleeps two guests and has an open plan living area with a woodburning stove. Outside is lovely gravelled courtyard with furniture and off road parking.

Nov 4 – 11

G$28,837 GYD per night

Guesthouse in Saint Briavels

4.91 out of 5 average rating, 185 reviews

Valleyside Annexe

Our annexe is a detached converted garage with living/kitchen area, a separate bedroom upstairs and a downstairs shower room. It has a private entrance with its own patio and outside dining space and beautiful views over the stunning Wye Valley. Plenty of walks are on the doorstep and there is a village pub, shop, castle and playground less than 10 minutes walk from the property. Well behaved dogs are welcome (£10 per dog) We are always in contact for any questions you may have.

Sep 16 – 23

G$20,192 GYD per night

Condo in Earlswood

5.0 out of 5 average rating, 158 reviews

Luxurious homely and cosy 1st floor apartment.

The Folly first floor apartment is part of a contemporary country house set in four acres of gardens and paddocks. Whilst being part of the main house it is self-contained, fully furnished to a high standard and private. Open plan with dual aspect, lovely views to front and rear with balcony and seating overlooking the garden. King size and single bedrooms with immaculate shower room. Perfect rural location to escape to the country to re-charge and relax.

Aug 31 – Sep 7

G$20,943 GYD per night

Apartment in Gloucestershire

5.0 out of 5 average rating, 107 reviews

Idyllic Country Retreat in the Forest of Dean

Set in the grounds of a magnificent country home with far reaching stunning views over the River Severn and beyond. This is a perfect place to escape and unwind from the daily hustle and bustle of life. Near to Chepstow and with easy access to the M4 & M5 Motorways and only 2 hours drive from London, 30 minutes from Bristol and 40 minutes from Cheltenham. This cosy studio apartment has only recently been completed to an exceptionally high standard.

Nov 14 – 21

G$22,377 GYD per night

Cottage in Llandogo

4.92 out of 5 average rating, 172 reviews

Gorgeous Stone Cottage in the Lower 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.

Feb 12 – 19

G$25,934 GYD per night

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Other great vacation rentals in Penterry

Bungalow in Caldicot

4.98 out of 5 average rating, 172 reviews

Yeomans Lodge - Chepstow, Newly renovated.

Mar 15 – 22

G$23,268 GYD per night

Cottage in Monmouthshire

4.88 out of 5 average rating, 359 reviews

Carpenters Cottage - Central Chepstow with parking

Aug 29 – Sep 5

G$21,394 GYD per night

Castle in Chepstow

4.93 out of 5 average rating, 150 reviews

Welsh Gatehouse: Luxury 13th Century Medieval Home

Nov 6 – 13

G$39,102 GYD per night

Guest suite in Gloucestershire

4.99 out of 5 average rating, 153 reviews

Nagshead Retreat

Feb 5 – 12

G$30,190 GYD per night

Home in Llanvaches

4.99 out of 5 average rating, 173 reviews

The Sheiling, stylish bungalow in quiet village

May 10 – 17

G$34,414 GYD per night

Home in Tidenham Chase

4.91 out of 5 average rating, 22 reviews

The Dairy - Wye Valley Area of outstanding beauty

Sep 13 – 20

G$17,047 GYD per night

Cottage in Monmouthshire

4.9 out of 5 average rating, 78 reviews

The Old Coach House at Tintern, the Wye Valley

Mar 28 – Apr 4

G$32,683 GYD per night

Condo in Tintern

4.85 out of 5 average rating, 65 reviews

The Loft - In the heart of Tintern

Jul 19 – 26

G$30,815 GYD per night

Destinations to explore