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Vacation rentals in Boughspring

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Top-rated vacation rentals in Boughspring

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Cottage in Chepstow

4.84 out of 5 average rating, 355 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

R1,986 ZAR 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.

Sep 13 – 20

R2,050 ZAR 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.

Dec 2 – 9

R1,883 ZAR per night

Cottage in Upper Redbrook

4.95 out of 5 average rating, 296 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.

Oct 13 – 20

R2,036 ZAR per night

Cottage in Saint Briavels

5.0 out of 5 average rating, 238 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.

Nov 1 – 8

R3,341 ZAR 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

R2,798 ZAR per night

Guest suite in Tockington

4.95 out of 5 average rating, 326 reviews

The Dairy - Quaint village stay

The Dairy is a quaint self-contained annex at the side of our detached property in the picturesque village of Tockington just north of Bristol. There is a bedroom on a mezzanine over an open plan living/dining/kitchen area and shower room. The accommodation is situation on the approach to the village, accessed from a private driveway with parking at the front. You have the use of a private veranda with views of the countryside and the opportunity to take in the village atmosphere.

Dec 31 – Jan 7

R1,623 ZAR per night

Guesthouse in Saint Briavels

4.91 out of 5 average rating, 184 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.

Aug 25 – Sep 1

R1,895 ZAR per night

Farm stay in South Gloucestershire

4.97 out of 5 average rating, 151 reviews

The Garden Room

Surrounded by beautiful countryside the Garden Room was converted in 2017 into a cosy, away from it all, self-contained annex. We live next to the property separated by a patio. There is an undercover seating area with a small garden in front. There are three public footpaths crossing the property which enables you to reach the banks of the River Severn without using the road and is also situated on the Gloucester to Bristol National Cycle Route number 41.

Oct 6 – 13

R1,971 ZAR per night

Cottage in Chepstow

4.9 out of 5 average rating, 103 reviews

Chepstow, Forest of Dean | Sleeps 4 | Dog Friendly

This warm and cosy cottage is based on the edge of the quiet village of Tutshill (the childhood home of JK Rowling) on the English side of the Welsh border. It is the perfect location if you are looking to escape to the country and explore the beautiful Forest of Dean but still be close to amenities. Walking distance to Chepstow. *10% discount for +7 night stays* *To book 12 months ahead or more please use the Airbnb website rather than the app*

Jun 20 – 27

R3,062 ZAR 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 21 – 28

R2,053 ZAR per night

Cottage in Llandogo

4.92 out of 5 average rating, 171 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.

Oct 30 – Nov 6

R2,380 ZAR per night

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Popular amenities for Boughspring vacation rentals

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Other great vacation rentals in Boughspring

Cottage in Trelleck

4.96 out of 5 average rating, 182 reviews

The Old Cider Mill

May 13 – 20

R2,747 ZAR per night

Bungalow in Caldicot

4.98 out of 5 average rating, 172 reviews

Yeomans Lodge - Chepstow, Newly renovated.

Mar 8 – 15

R2,182 ZAR per night

Cottage in Tidenham Chase

4.81 out of 5 average rating, 53 reviews

Goldcrest-Lodge-Forest-of-Dean

Aug 9 – 16

R1,705 ZAR per night

Condo in Tidenham

4.96 out of 5 average rating, 90 reviews

Annexe with stunning views over the River Severn

May 11 – 18

R1,741 ZAR per night

Loft in Stroat

4.93 out of 5 average rating, 98 reviews

The Loft - Window on the Severn

Mar 16 – 23

R2,448 ZAR per night

Home in Boughspring

5.0 out of 5 average rating, 14 reviews

Wallhope Retreat, Chepstow, Wye Valley

Mar 20 – 27

R4,641 ZAR per night

Cottage in Monmouthshire

5.0 out of 5 average rating, 26 reviews

Historic cottage opposite Chepstow Castle

Nov 5 – 12

R2,574 ZAR per night

Apartment in Monmouthshire

4.85 out of 5 average rating, 13 reviews

Cromwell House, Central Chepstow

Dec 20 – 27

R2,453 ZAR per night

Destinations to explore