Chepstow Vacation Rentals from $79: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Chepstow?

6 Bed House Sleeps 13 - Private Garden : This vacation home rental near Chepstow is equipped with a garden, laundry facilities, and free WiFi to help you feel comfortable during your stay. It has 6 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

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Our top choices for Chepstow vacation rentals

A stone wall, a patterned metal fence, and a building with a tiled roof.

1. Ferryman's Lodge

Chepstow

$381 nightly

Sep 24 - Sep 25

Total with taxes and fees

A living room with two green sofas, a wooden coffee table, and a TV on a stand.

2. The Elements Residence

Chepstow

$1,223 nightly

Sep 18 - Sep 19

Total with taxes and fees

A hot tub in an outdoor wooden enclosure with a tiled floor and a wicker chair nearby.

3. The Honey Pot

Chepstow

$528 nightly

Sep 26 - Sep 27

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel oven, a sink, and a yellow toaster.

4. The Snug

Caerwent

$328 nightly

Sep 21 - Sep 22

Total with taxes and fees

A modern living room with a sofa, armchair, coffee table, and a painting of red buses.

5. Bottom Lodge

Caerwent

$457 nightly

Oct 9 - Oct 10

Total with taxes and fees

A hot tub with a wooden deck, outdoor seating, and a view of the countryside.

6. Top Lodge

Caerwent

$457 nightly

Oct 10 - Oct 11

Total with taxes and fees

A wooden, arched, single-room cabin with two beds and two chairs, surrounded by grass and trees.

7. Broadstone Park Camping & Fishery

Coleford

Tina

$66 nightly

Oct 18 - Oct 19

Total with taxes and fees

A stone wall entrance to a building with a black door and a small trash bin.

8. Beautiful 1-bed Cottage in Trellech

Trellech United

Eva

$111 nightly

Oct 5 - Oct 6

Total with taxes and fees

9. A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

Alvington

Philip R.

$190 nightly

Sep 21 - Sep 22

Total with taxes and fees

A narrow stone corridor with a small table and chairs, a door, and a window with a view into a room.

10. The Priory Cellars Abbots Leigh

Bristol

Le-Anne

$102 nightly

Sep 20 - Sep 21

Total with taxes and fees

A spacious loft-style living area with a large wooden dining table, multiple seating options, and a large sliding glass door leading to a balcony.

11. Bilsham Meadows

Bristol

$1,618 nightly

Sep 28 - Sep 29

Total with taxes and fees

A conservatory with stone arches, potted plants, and a bench.

12. The Orangery Apartment

Bristol

Patricia

$107 nightly

Sep 20 - Sep 21

Total with taxes and fees

A hallway with a wooden staircase, a chandelier, and a radiator.

13. The Cranbrook - Stylish Bristol Stay - 10 Guests

Bishopston

$214 nightly

Sep 20 - Sep 21

Total with taxes and fees

A modern kitchen with a stainless steel sink, a round mirror, and a potted plant.

14. 526 Gloucester Flat 1 - Hopewell

Horfield

Vanessa

$157 nightly

Oct 11 - Oct 12

Total with taxes and fees

A bedroom with a wooden headboard, a bed with a gray blanket, a pillow with a floral design, and a cat on the bed.

15. Higgihaus 26 Clare Street Aparthotel

Bristol City Centre

Tracey

$166 nightly

Sep 20 - Sep 21

Total with taxes and fees

A gravel driveway leading to a stone wall and a building with ivy-covered walls.

16. HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

Lydney

Samuel P.

$1,145 nightly

Sep 21 - Sep 22

Total with taxes and fees

A stone building with a wooden pergola and outdoor seating area.

17. Sunnyside Cottage - Rural 2-bedroom apartment

Bristol

Kieran J.

$177 nightly

Sep 20 - Sep 21

Total with taxes and fees

A traditional building with a sign reading "Welcome to The Olde Bull Inn" at night.

18. Lovely 1-bed Loft in Newport

Caerleon

JAYNE

$94 nightly

Sep 20 - Sep 21

Total with taxes and fees

A living room with a sofa, coffee table, TV, and a fruit bowl.

19. PREMIER SUITES Bristol Redcliffe

Bristol Floating Harbour

rasiah

$99 nightly

Sep 20 - Sep 21

Total with taxes and fees

A spacious lobby with a large sofa, patterned chairs, a wooden coffee table, and a large window offering a view of the street.

20. Orchard by UTDM

Windmill Hill

$210 nightly

Sep 21 - Sep 22

Total with taxes and fees

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Top Chepstow Hotel Reviews

Clayton Hotel Bristol City

8/10 Good

"ok"

Celtic Manor Resort

10/10 Excellent

"Wow - what an amazing hotel! It is very striking as you approach and doesn’t let you down as you enter. The hotel is well maintained and has very striking interiors however there are some signs of aging, but don’t get me wrong - still an amazing hotel and I will be returning! The room I stayed in was a standard double which was very clean, spacious and the bed was incredibly comfortable. The bathroom was enormous and had both a bath and shower. The facilities are very good, I took advantage of the spa - highly recommended! And pool facilities. I particularly liked the single sex sauna, steam room and hot tub area within the changing room. I visited SONA, the Indian restaurant while at the hotel and it was excellent. The staff couldn’t have been more helpful and attentive and the food was delicious, I’m already planning my next visit. I spent some time in the bar and enjoyed the live music. The breakfast was buffet style and there was a dedicated gluten free station and full allergy signage on the cooked breakfast buffet. There were however lots of opportunities for cross contamination, though I suspect they would have supplied it straight from the kitchen if I had asked. I very much enjoyed my visit and will definitely be returning for a longer stay so I can explore more of the activities on offer."

Future Inns Cardiff Bay

8/10 Good

"We had a wonderful stay at Future Inn Cardiff Bay, especially considering we booked very last minute after having a really difficult experience with an Airbnb. The hotel was incredibly accommodating and made what had been a stressful situation so much easier for us. The accommodation was clean, comfortable and exactly what we needed. Every member of staff we interacted with was lovely, welcoming and helpful, which really made a difference. A special thank you to Nolito (I believe he was the bar manager) who was absolutely wonderful. He was so friendly and went out of his way to make us feel welcome. After the experience we had just come from, the kindness of the staff was genuinely appreciated. We were so grateful that Future Inn was able to accommodate us at such short notice, and the team made us feel looked after from the moment we arrived. Thank you to everyone for helping turn around what could have been a very stressful part of our trip. We would happily stay here again and definitely recommend it!"

Tŷ Newport

10/10 Excellent

"Absolutely amazing hotel! Modern, spotlessly clean and such a lovely place to stay. The staff at reception are fantastic, and the manager in particular is so friendly, welcoming and always goes out of his way to make you feel comfortable. We now regularly stay at this hotel because of the excellent service and the way we’re always made to feel so welcome. Nothing is too much trouble. I would highly recommend this hotel — you definitely won’t be disappointed with your stay! ❤️"

Find out more about Chepstow

Everything you need to know about Chepstow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chepstow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chepstow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chepstow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chepstow. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chepstow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chepstow rentals

At Expedia, we put the best Chepstow vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chepstow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chepstow vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chepstow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Things to do in Chepstow

Frequently asked questions

Can I find a vacation rental in Chepstow?

Yes, there are vacation rentals in Chepstow close to Chepstow Leisure Centre, or you can choose a secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and spas in Chepstow. Allow lots of time to check out the riverfront and bars during your visit.

What are some of the best vacation home rentals in Chepstow?

6 Bed House Sleeps 13 - Private Garden: This vacation home rental near Chepstow is equipped with a garden, laundry facilities, and free WiFi to help you feel comfortable during your stay. It has 6 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Chepstow?

Choose from 13 Expedia vacation rentals in Chepstow for a memorable vacation.

What’s there to see and do in Chepstow?

Wye Valley and River Wye are a couple of scenic spots to enjoy the outdoors, whereas Chepstow Museum is one of the cultural attractions. Chepstow Racecourse and St. Pierre Country Club are other places to visit while you're in town.

What’s a vacation rental in Chepstow like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Chepstow. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for families.

Chepstow Vacation Rentals

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Check prices for these dates

Our top choices for Chepstow vacation rentals

1. Ferryman's Lodge

2. The Elements Residence

3. The Honey Pot

4. The Snug

5. Bottom Lodge

6. Top Lodge

7. Broadstone Park Camping & Fishery

8. Beautiful 1-bed Cottage in Trellech

9. A rural house on the edge of the Forest of Dean with 3 pubs within a short walk.

10. The Priory Cellars Abbots Leigh

11. Bilsham Meadows

12. The Orangery Apartment

13. The Cranbrook - Stylish Bristol Stay - 10 Guests

14. 526 Gloucester Flat 1 - Hopewell

15. Higgihaus 26 Clare Street Aparthotel

16. HartHill Grange Bunkhouse - Unique 1850's Rural Country Accommodation

17. Sunnyside Cottage - Rural 2-bedroom apartment

18. Lovely 1-bed Loft in Newport

19. PREMIER SUITES Bristol Redcliffe

20. Orchard by UTDM

Find vacation rentals that suit your style

Top Chepstow Hotel Reviews

Clayton Hotel Bristol City

Find out more about Chepstow

Explore a world of travel with Expedia

Frequently asked questions

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