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Holiday rentals in Tutshill

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Top-rated holiday rentals in Tutshill

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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.

14–21 Nov

$141 SGD 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.

4–11 Dec

$134 SGD 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.

4–11 Jun

$116 SGD 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.

23–30 Oct

$255 SGD per night

Guest favourite

Cottage in Saint Briavels

4.99 out of 5 average rating, 292 reviews

Set in 40 Acres of Private Countryside in AONB

Nestled in rolling hills with 40 acres of private tracks, fields, streams, woodland and ancient lime kilns to explore, this rural hideaway is popular with walkers, cyclists and those just wishing to escape the mass media or hustle and bustle of everyday life. Recharge your batteries and enjoy the great outdoors as you toast some marshmallows over the fire pit, say hello to the pet sheep and soak up the sights and sounds of birds, wildlife and sunsets in this peaceful relaxing retreat.

21–28 Oct

$165 SGD 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.

23–30 Mar

$114 SGD per night

Guest favourite

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

25 Sep – 2 Oct

$199 SGD per night

Guest favourite

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.

4–11 Nov

$188 SGD 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.

21–28 Jan

$148 SGD per night

Guest favourite

Farm stay in South Gloucestershire

4.97 out of 5 average rating, 152 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.

3–10 Oct

$143 SGD per night

Guest favourite

Flat in Caldicot

4.95 out of 5 average rating, 330 reviews

Cosy apartment

This is a first floor apartment with a large main bedroom containing a large super king bed or 2 singles, a small room with a settee and TV, a kitchen and a shower room. There's a small hallway downstairs leading to a private terrace. We are close to Caldicot Castle, St Pierre, Celtic Manor Resort, Brooms Event Centre, Wye Valley, Wales Coastal Path and Offa's Dyke. Caldicot is a small town close to the M4 & M5 motorways so easy reach of many locations.

6–13 Sep

$110 SGD 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*

10–17 Dec

$263 SGD per night

Holiday rentals for every style

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Popular amenities for Tutshill holiday rentals

Free parking on premises

Air conditioning

Stay near Tutshill's top sights

Panevino Italian Restaurant18 locals recommend

Coffee#1 Chepstow3 locals recommend

The Three Tuns6 locals recommend

Lime Tree5 locals recommend

Stone Rock Pizza15 locals recommend

The Riverside Wine Bar13 locals recommend

Other great holiday rentals in Tutshill

Guest favourite

Apartment in Thornbury

4.99 out of 5 average rating, 322 reviews

Delightful, comfortable, warm home away from home

12–19 Jul

$110 SGD per night

Guest favourite

Home in Llanvaches

4.99 out of 5 average rating, 173 reviews

The Sheiling, stylish bungalow in quiet village

8–15 May

$225 SGD per night

Guest favourite

Apartment in Earlswood

5.0 out of 5 average rating, 158 reviews

Luxurious homely and cosy 1st floor apartment.

31 Aug – 7 Sep

$137 SGD per night

Guest favourite

Cottage in Monmouthshire

5.0 out of 5 average rating, 26 reviews

Historic cottage opposite Chepstow Castle

11–18 Nov

$183 SGD per night

Flat in Monmouthshire

4.85 out of 5 average rating, 13 reviews

Cromwell House, Central Chepstow

8–15 Apr

$175 SGD per night

Guest favourite

Apartment in Monmouthshire

4.94 out of 5 average rating, 49 reviews

Castle House Apartment 3 Georgian town house

17–24 Jun

$196 SGD per night

Guest favourite

Guest house in Monmouthshire

4.92 out of 5 average rating, 12 reviews

Self-contained Annexe, Chepstow

28 Jun – 5 Jul

$96 SGD per night

Guest favourite

Home in Tutshill

4.94 out of 5 average rating, 50 reviews

Delightful 3-Bedroom cottage with log burner

2–9 Apr

$241 SGD per night

Destinations to explore