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Chepstow Vacation Rentals & NearbyHoliday Homes

Find Vacation Rentals in or near Chepstow. Find vacation rentals in Chepstow, Monmouthshire.

From US $355

Welsh Gatehouse A Historic Castle Retreat that Welcomes Dogs and Electric Vehicles

9.3 (45 Reviews) Holiday_home

The entire place is yours • 32 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $215

Gardener's Cottage at Mathern Palace

9.5 (59 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Pet friendly

Chepstow Brunel Square

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From US $215

The Potting Shed at Mathern Palace

10.0 (36 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Pet friendly

Chepstow Brunel Square

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From US $96

Chateau Terrace Georgian House

8.7 (88 Reviews) Homestay

Pet friendly • Free WiFi • View

Chepstow Beaufort Square

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From US $186

Broadrock Accommodation - Clock Cottage

9.5 (44 Reviews) Apartment

The entire place is yours • 278 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $156

20 Fairview Chepstow

9.1 (67 Reviews) Holiday_home

The entire place is yours • 20 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $131

Number 10

8.7 (63 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Free WiFi

Chepstow Beaufort Square

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From US $176

Sedbury Farm Cottages

8.4 (156 Reviews) Apartment

Apartments • Free on-site parking • Free WiFi

Chepstow Brunel Square

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From US $157

Apartment 2

9.1 (15 Reviews) Holiday_home

The entire place is yours • 20 m² size • Free on-site parking

Chepstow Beaufort Square

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an old house with a bench in front of it at Vauxhall Cottage, Chepstow - 4 Bedroom Pet-Friendly Home with Private Fenced Garden, Walk to Town and Castle in Chepstow

From US $244

Vauxhall Cottage, Chepstow - 4 Bedroom Pet-Friendly Home with Private Fenced Garden, Walk to Town and Castle

9.9 (9 Reviews) Holiday_home

The entire place is yours • 168 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $144

New 3 Bedroom Flat Close to Station

10.0 (8 Reviews) Apartment

The entire place is yours • 65 m² size • Free on-site parking

Chepstow Brunel Square

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From US $187

Welsh Apple Barn

9.7 (15 Reviews) Holiday_home

The entire place is yours • 100 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $287

The Old Dairy

9.8 (6 Reviews) Holiday_home

The entire place is yours • 13 m² size • Free on-site parking

Chepstow Brunel Square

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From US $278

Court Park Barn

9.0 (3 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Hot tub

Chepstow Brunel Square

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From US $116

New 3 Bedroom Apartment Next to Station

8.6 (5 Reviews) Apartment

The entire place is yours • 85 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $342

Wallhope Retreat

10.0 (3 Reviews) Holiday_home

The entire place is yours • 119 m² size • Free on-site parking

Chepstow Brunel Square

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From US $197

Oak Tree Cottage

9.0 (45 Reviews) Holiday_home

The entire place is yours • 108 m² size • Free on-site parking

Monmouthshire Chepstow

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From US $166

Olli's Cottage-Terrace & Jacuzzi optional

9.7 (98 Reviews) Villa

The entire place is yours • 70 m² size • Free on-site parking

United Kingdom Bristol

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From US $977

La Villa Olli -Natural pool & Jacuzzi

10.0 (7 Reviews) Villa

The entire place is yours • 279 m² size • Free on-site parking

United Kingdom Bristol

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From US $226

New 4 Bed House Sleeps up to 8 People

9.0 (3 Reviews) Apartment

The entire place is yours • 125 m² size • Free on-site parking

Chepstow Beaufort Square

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From US $86

Mill Meadows

9.2 (40 Reviews) Homestay

Free on-site parking • Free WiFi • Private bathroom

Monmouthshire Chepstow

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a house covered in ivy with a bush in front of it at Wye Valley near Tintern Abbey Charming cottage within farmhouse Rocklea Farm,Broadstone, Trellech Monmouthshire in Monmouth

From US $65

Wye Valley near Tintern Abbey Charming cottage within farmhouse Rocklea Farm,Broadstone, Trellech Monmouthshire

9.5 (318 Reviews) Holiday_home

The entire place is yours • 18 m² size • Free on-site parking

Monmouthshire Monmouth

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From US $122

Parva Farmhouse Riverside Guesthouse

9.3 (657 Reviews) Country_house

Breakfast • Free on-site parking • Restaurant

Tintern Tintern Abbey

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From US $101

Old Ferry View

9.5 (225 Reviews) Apartment

The entire place is yours • Breakfast • Free on-site parking

Monmouthshire Chepstow

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From US $223

Edge Barn

9.6 (183 Reviews) Holiday_home

The entire place is yours • 110 m² size • Free on-site parking

Monmouthshire Chepstow

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From US $107

Shepherd’s delight

9.6 (93 Reviews) Chalet

The entire place is yours • 15 m² size • Free on-site parking

Tintern Tintern Abbey

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From US $141

Welsh Marches at Upper Glyn Farm

9.5 (48 Reviews) Holiday_home

Houses • Free on-site parking • Pet friendly

Monmouthshire Chepstow

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From US $214

Country Lodge Retreat

9.6 (35 Reviews) Holiday_home

The entire place is yours • 150 m² size • Free on-site parking

Monmouthshire Chepstow

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From US $79

Camp Hillcrest, flat,

8.4 (52 Reviews) Apartment

The entire place is yours • 20 m² size • Breakfast

Monmouthshire Chepstow

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From US $96

Pine Ridge 1

9.6 (22 Reviews) Apartment

The entire place is yours • Breakfast • Free on-site parking

Monmouthshire Chepstow

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From US $156

The Netherend Inn - Pet Friendly Haven

9.6 (20 Reviews) Holiday_home

The entire place is yours • 90 m² size • Free on-site parking

Monmouthshire Chepstow

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From US $129

Luxury Private Suite-Parking, Courtyard & Wi-Fi

9.4 (18 Reviews) Apartment

The entire place is yours • Free on-site parking • Free WiFi

Monmouthshire Chepstow

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From US $120

Oak Tree Cabin

9.3 (70 Reviews) Camping

Free on-site parking • Pet friendly • Free WiFi

United Kingdom Monmouthshire

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From US $187

Cozy Cabin Retreat near Chepstow

9.6 (16 Reviews) Holiday_home

The entire place is yours • 15 m² size • Free on-site parking

Monmouthshire Chepstow

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From US $485

The Foxes Den Shepherds Hut

9.9 (14 Reviews) Holiday_home

The entire place is yours • 90 m² size • Free parking

Monmouthshire Chepstow

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From US $201

The Chicken Coop - Uk12137

9.5 (13 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Free WiFi

Monmouthshire Chepstow

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About Chepstow Vacation Rentals on NearbyHoliday

Looking for vacation rentals in Chepstow? Compare top options in Monmouthshire.

Find a Vacation Rental and Holiday Home in Chepstow. Compare 36 family vacation homes, private villas, cottages, cabins, and condos in Chepstow.

NearbyHoliday makes it easy to discover vacation rentals in Chepstow that work well for families, groups, and longer stays when you want more room than a standard hotel setup.

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Frequently Asked Questions About Chepstow Vacation Rentals

There are a lot of vacation rentals in Chepstow. If you plan on staying in the Chepstow area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Chepstow: