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Vacation rentals in Woodcroft

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Top-rated vacation rentals in Woodcroft

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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. 14 – 21

$149 CAD per night

Guest favourite

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. 6 – 13

$124 CAD per night

Guest favourite

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

$149 CAD per night

Guest favourite

Castle in Chepstow

4.93 out of 5 average rating, 150 reviews

Welsh Gatehouse: Luxury 13th Century Medieval Home

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.

Jan. 25 – Feb. 1

$279 CAD per night

Guest favourite

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.

Feb. 7 – 14

$247 CAD per night

Guest favourite

Cottage in Trelleck

4.96 out of 5 average rating, 183 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. 8 – 15

$191 CAD per night

Guest favourite

Guest suite in Tockington

4.95 out of 5 average rating, 327 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.

Nov. 12 – 19

$120 CAD per night

Guest favourite

Bungalow in Caldicot

4.98 out of 5 average rating, 172 reviews

Yeomans Lodge - Chepstow, Newly renovated.

Located within the grounds of the owners house, Yeomans Lodge is a newly renovated, quirky, self-contained, compact bungalow. It is a perfect location if you’re looking to escape to the countryside. The historic town of Chepstow and magnificent Wye Valley is a short drive away. Please note that the airbnb is in Crick, Chepstow, on some occasions the airbnb g00gle link takes you to Yeomans Acre in Gloucester which is the wrong location. Trying to sort the issue with Airbnb.

Apr. 1 – 8

$153 CAD per night

Guest favourite

Farm stay in South Gloucestershire

4.97 out of 5 average rating, 153 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.

Sep. 8 – 15

$140 CAD per night

Guest favourite

Cottage in Chepstow

4.9 out of 5 average rating, 104 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*

Feb. 19 – 26

$277 CAD per night

Guest favourite

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

$158 CAD per night

Guest favourite

Cottage in Llandogo

4.92 out of 5 average rating, 173 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.

Jan. 30 – Feb. 6

$182 CAD per night

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Other great vacation rentals in Woodcroft

Guest favourite

Condo in Earlswood

5.0 out of 5 average rating, 158 reviews

Luxurious homely and cosy 1st floor apartment.

Sep. 26 – Oct. 3

$143 CAD per night

Guest favourite

Guesthouse in Saint Briavels

4.91 out of 5 average rating, 185 reviews

Valleyside Annexe

Oct. 11 – 18

$143 CAD per night

Guest favourite

Home in Gloucestershire

4.96 out of 5 average rating, 136 reviews

Stylish barn in The Forest of Dean

Feb. 4 – 11

$256 CAD per night

Guest favourite

Cottage in Brockweir

4.99 out of 5 average rating, 175 reviews

Peaceful, 3 bedroom woodland cottage, large space

Dec. 21 – 28

$275 CAD per night

Guest favourite

Condo in Tidenham

4.96 out of 5 average rating, 90 reviews

Annexe with stunning views over the River Severn

May 1 – 8

$126 CAD per night

Guest favourite

Home in Tidenham Chase

4.91 out of 5 average rating, 23 reviews

The Dairy - Wye Valley Area of outstanding beauty

Dec. 9 – 16

$113 CAD per night

Guest favourite

Cottage in Monmouthshire

5.0 out of 5 average rating, 26 reviews

Historic cottage opposite Chepstow Castle

Nov. 17 – 24

$194 CAD per night

Cottage in Tutshill

4.86 out of 5 average rating, 14 reviews

Clock Cottage - Luxury 2 bed Holiday Let

Feb. 16 – 23

$254 CAD per night

Destinations to explore