Vacation rentals in Chepstow

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Popular amenities for Chepstow vacation rentals

Stay near Chepstow's top sights

Chepstow Castle112 locals recommend
Chepstow Racecourse37 locals recommend
Panevino Italian Restaurant18 locals recommend
Stone Rock Pizza15 locals recommend
Chepstow Museum15 locals recommend
The Riverside Wine Bar13 locals recommend

Other great vacation rentals in Chepstow

Guest favorite

Home in Pant

4.95 out of 5 average rating, 59 reviews

Cosy House on the Edge of Brecon Beacons

RohitRating, 5 stars2 weeks ago
good communication, I forgot to tell the host that we were 3 individuals staying, they assumed it was a couple and arranged the bedding accordingly. but ther was enough bedding for us to reorganise the 3 bedroom place, so no problem at all 😊
Superhost

Barn in Penarth

4.87 out of 5 average rating, 430 reviews

The Beach Barn

EleanorRating, 5 stars2 months ago
Absolutely fabulous place to stay. Walked out to the island ( AT LOW TIDE), hot tub and beautiful garden, pool table and projector screen with the biggest slouchiest sofa ever! The view is outstanding, if you love the sea ....book this. Also the 1988 Indian restaurant a couple of 100m away , is voted best Indian in Wales and if you love pub food The Captains Wife is next door. We have gone in the end of nov/dec and it was exemplary , this would be fabulous in Summer, they have BBq and paddle boards.
Superhost

Cottage in Monmouthshire

5 out of 5 average rating, 5 reviews

Lovely Cottage on the edge of a small farm

SallyRating, 5 stars1 month ago
It was the perfect cosy cottage to spend Christmas together as a family gathering from Dorset, Gloucester and locally. Thank you!
Superhost

Home in Bristol City

4.75 out of 5 average rating, 8 reviews

Quiet Eco Home - Parking - Wi-Fi - 3BR, Sleeps 8

RachelRating, 5 stars2 months ago
Beautiful house with such a homely feel, I didn’t want to leave. Hosts were always responsive and friendly. Would definitely recommend to my friends and family.
Superhost

Guesthouse in Lower Seagry

5 out of 5 average rating, 3 reviews

Avon Lodge - Cottage (1 bedroom, up to 2 guests)

EdRating, 5 stars12 months ago
The Avon lodge was the perfect retreat for a relaxing couple of days in the countryside. The house was beautiful, cosy, and spotless and we will definitely be returning. A bonus was our lovely host Carole, bringing us fresh pastries for breakfast in the morning which were delicious!
Guest favorite

Cottage in Bristol

4.85 out of 5 average rating, 27 reviews

Hideaway Cottage - clean and cosy 2 bedroom home.

LucyRating, 5 stars1 month ago
Myself and my two children stayed here recently for the week and the house is beautiful. The property had such a warm and relaxing feel to it and had stunning decor. We loved it here and will definatly stay again. James was very accommadating and friendly and really helped us out during our stay. 5 star property.
Guest favorite

Home in Gilwern

4.94 out of 5 average rating, 66 reviews

The Cwtch

SarahRating, 5 stars2 weeks ago
Exactly as advertised, this was a lovely and cosy place to stay for an event I was attending nearby. I slept so well and found everything I needed for a short stay in walking distance. The local area is stunning to explore.
Guest favorite

Cabin in Henllys

4.94 out of 5 average rating, 126 reviews

Rustic cabin

IainRating, 5 stars3 weeks ago
Absolutely stunning place. Remote enough to feel isolated and private, close enough to the real world for easy access. We were there during a snow storm and Chris advised us on the best way to deal with it and was incredibly helpful with his local knowledge. Place was cleam, warm and incredibly cosy. Had everything we needed. Location was fab. And we got a visit from Bellsy the Cat. Would thoroughly recommend.

Quick stats about vacation rentals in Chepstow

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Frequently Asked Questions

  • Where should I stay in Chepstow?

    Make yourself at home in Chepstow by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Chepstow, and over 60 vacation rentals in Pwllmeyric.

  • How much does it cost to stay in house rentals in Chepstow?

    Experience the best of Chepstow with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chepstow have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Chepstow. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Chepstow?

    Chepstow has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. Wales
  4. Monmouthshire
  5. Chepstow