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Vacation rentals in Woolaston

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Top-rated vacation rentals in Woolaston

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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

G$21,680 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.

Sep 13 – 20

G$22,381 GYD 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.

Nov 29 – Dec 6

G$22,229 GYD per night

Condo in Bream

4.96 out of 5 average rating, 136 reviews

Little Oak - romantic & spacious, Forest of Dean

This is our newly built light and airy self contained guesthouse set in the beautiful Forest of Dean. It's the perfect location for exploring all that the forest has to offer. We are on the edge of the village of Bream and you can access the forest from the lane opposite, straight down a path and you're into the woods. It's a great spot for walking and there are lots of mountain bike trails that start from our door step. We live in the cottage next door and share the off road parking.

Jun 25 – Jul 2

G$21,163 GYD per night

Barn in Bream

4.94 out of 5 average rating, 282 reviews

The Wee Calf at Blistors Farm. A studio apartment.

A dog friendly private studio apartment with a king size four poster bed, kitchen, shower room and hot tub. Your own front door, parking space and secluded garden. Dogs welcome and there is a secure field for exercising in. A wild life haven at the end of our farm drive. Dark skies, bird song and peace and quiet. Ideal stop over en-route to somewhere else or a secret hideaway for a romantic break in the beautiful Forest of Dean. Explore the Forest and the Wye Valley or use us as a base.

Jan 18 – 25

G$23,096 GYD 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

G$36,478 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$30,545 GYD per night

Cottage in Trelleck

4.96 out of 5 average rating, 181 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.

Aug 2 – 9

G$30,591 GYD 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

G$20,689 GYD 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.

Sep 14 – 21

G$21,242 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 21 – 28

G$22,420 GYD 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.

Dec 12 – 19

G$25,985 GYD per night

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Other great vacation rentals in Woolaston

Cottage in Redbrook

4.95 out of 5 average rating, 220 reviews

Wheelwright’s Cottage: Wye Nature and Relaxation

Dec 11 – 18

G$19,640 GYD per night

Cottage in Blakeney

4.86 out of 5 average rating, 441 reviews

Grade II Listed Underdean Lodge

Jan 14 – 21

G$24,936 GYD per night

Guest suite in Gloucestershire

4.99 out of 5 average rating, 152 reviews

Nagshead Retreat

Aug 16 – 23

G$30,928 GYD per night

Cottage in Lydney, Gloucestershire

5.0 out of 5 average rating, 63 reviews

Tranquil cottage Forest of Dean Severn river views

May 8 – 15

G$26,654 GYD per night

Guesthouse in Brookend

4.92 out of 5 average rating, 12 reviews

Home in Brookend.

Oct 20 – 27

G$34,749 GYD per night

Cabin in Woolaston

4.89 out of 5 average rating, 57 reviews

Luxurious Severn Chalet with Hot Tub

Sep 15 – 22

G$31,397 GYD per night

Cottage in Gloucestershire

4.97 out of 5 average rating, 33 reviews

Private Cottage with 1 acre of garden and brook

Sep 20 – 27

G$25,958 GYD per night

Cottage in Tidenham Chase

4.81 out of 5 average rating, 53 reviews

Goldcrest-Lodge-Forest-of-Dean

Aug 9 – 16

G$18,615 GYD per night

Destinations to explore