
House holiday rentals in Chepstow
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Top-rated house rentals in Chepstow
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Popular amenities for house rentals in Chepstow
House rentals with a pool

Superb Farmhouse with pool, hot tub and fast wifi
Ann's place is incredible- stayed for two nights and there is everything you could possibly need or anticipate in the house. We had a great time - the pool and hot tub were very clean and the house was perfect! Ann was extremely responsive and helpful. Would absolutely book again!

Dog friendly stay with hot tub & 4 swimming pools
We spent 6 days at Rob’s place with our 3 children. The weather was not our friend but the onsite swimming pool meant we still had a fabulous time. The hot tub was a great addition to the property. The cottage had plenty of room for us all & the spa facilities were fantastic. Great location as well, we had a lovely morning wandering around Cirencester. Rob was super helpful. We used 2 of the recommended places to eat & both were fantastic options. Lovely stay!

Lakeside, Hot Tub from July, Swimming Pools
This place was spacious, modern, clean, and very well equipped for 5 adults and several babies requiring high chairs and plastic spoons and beakers. Lots of cutlery and crockery too - no washing up before you could sit down to thd next meal, which I've known in other place. There was a huge fridge and a big freezer; the appliances were clean, new and easy to use. Lovely linen and comfy beds. Nicola was speedy in her responses and allowed us an earlier check-in and later check out which was massively helpful we had a lovely stay and would certainly consider returning. Thank you Nicola

Modern inner city 3 bed eco house
Booked for a 50th birthday celebration and reunion. A great time was had by all! Lois was around to meet and greet and the items provided for breakfast was an unexpected but very welcome surprise! Thanks for a great stay Lois!

Boundary Court Barn, Selsley common, Stroud
We had a great stay at the barn, celebrating a big birthday. There were 6 adults staying and we were all extremely comfortable. Mike and Joan were very hospitable, generous and responsive. The barn is as fabulous as the photos suggest. The views are amazing. The pool is wonderful. Thanks so much for a wonderful stay. We very much hope to return.

Natures Retreat - HM99 - HOT TUB - Lakeside Spa
Thank you for a great stay. Nice relaxing weekend.

Luxury Cottage with Heated Pool
Beautiful home! Absolutely loved staying here. The grounds were so gorgeous and the property was 5 star hotel standard. It’s not often that you stay somewhere that the beds are comfier than your own and these were. They had thought of every little detail. Couldn’t recommend more.

43 Clearwater, Lower Mill Estate + Pools + Spa
absolutely wonderful place, very spacious, big and catered for all our needs. peaceful & beautiful area, amenities little over priced. kids loved the pool, had fun, lovely location, feel very safe. Thank you
Weekly house rentals

Birdsong Cottage
Wow what a place. Every bit of it was perfect just as we imagined. The little girls loved every moment as it gave them the cottage feel they were thinking of. I must say the place is very well equipped, Justine has added small touches like towels, hand wash, shampoos, ear buds, candles. You don’t normally expect them but very well equipped. It literally feels like you’re at home, I’m glad we made this choice. There was an onsite sauna which we didn’t get to use but looked really cool. Maybe on our next visit we will get to use it.. The outdoor garden was magical, nice breezy, birds tweeting, just absolutely beautiful. Well done Justine to you and your partner for having a lovely place. All the best and hopefully we will book your place again in the near future. Thank you once again. You have a lovely flower garden by the way👌🏼

Spacious. Couples & Contractors. Hiking & Cycling.
The location is very quiet and peaceful. The house was tidy and clean. Everything we needed was there. Jill is very attentive, friendly and responsive host. Definitely can recommend this place!

Wallhope Retreat, Chepstow, Wye Valley
Absolutely lovely place to stay. Very friendly host. Welcoming host provided a tour around the farm. Would love to return annually.

Very Spacious 1 Bed Home in the Countryside
This has to be the best place I've ever stayed. I didn't want to write such an honest review because it might always end up fully booked as I would love to come back. Literally worth every penny for our 5 month stay. Hosts have been great and helpful. Never had any issues, you also get farm eggs and get to see farm animals like ostriches, horses, peacocks, ducks, geese, chicken and cats. The place itself is big and comfortable, I definitely would've stayed longer if they had the availability. 100% recommended. Many thanks to St.Peters Farm!

Peaceful rural location 30 min commute to Bristol
Was a beautiful and cozy little place perfect for a get away. Lovely scenery, and the views around the area are truly breathtaking. Amanda was a wonderful host, always willing to help and be of great service. Definitely a place I would recommend.

Fast Wi-Fi, Snug bed area, parking. By Goodnights.
This is a great little spot for two. It is really clean, stylish and comfortable. Situated in a very quiet cul de sac in Caldicot, with parking space if you need it. We arrived by train and the station is less than 10 minutes walk away. Communication with Natasha and John via the app was very good so arrival and accessing the property via the lockbox was really easy. We were visiting for a family event in Caldicot and it was good to have our own space. Initially the bedroom felt a bit unusual, being up a few steps from the bathroom, but the bed was extremely comfortable and the space is used really efficiently. The accommodation is exactly as portrayed in the listing. The hosts are next door and readily available if you need additional help, though everything we needed was already there, plus the bonus of a bottle of sparkling wine left for us in the fridge. We would certainly use this property again in the future and thoroughly recommend it.

Old school home in the country
We had a lovely stay! The house is a converted school with a huge main room and lots of bedroom space. We loved the convenience of the kitchen and washer and dryer. Lots of great pubs nearby and close for visits to Bristol and Chepstow. Hosts were very responsive.

Karinya suite
Cosy stay at Sam and Ta's place. Log fire was well thought out with all the gear to get a fire going quickly. Appreciated the little touches like bottle of wine on ice, semi skimmed and full fat milk in fridge and wide hot drink selection. Entertainment was great with large TV, Netflix and YouTube built in. Highly recommended for your getaway!
Private house rentals

Rose Bungalow
Such a lovely home, we only stayed one night but we were blown away with how beautiful it was as well as the garden. Would definitely stay again if I’m ever in Bristol

The Dutch Barn - Oak Apartment
Perfect place for myself and a colleague whilst we worked nearby for a week. Compact, but had everything we needed and a great open plan living space downstairs with loads of light. Thought we might feel overlooked, but not at all as it turned out. Shower was great, which is something I always look for. Was great to able to park immediately outside as well. One downside, the first floor floorboards were really squeaky 😬

The Lammas, an Elegant Retreat with Tennis Court
What a fantastic stay! In the heart of the Cotswolds, but also right in the center of the village where you can walk to the shops, cafes and pub. The house itself was beautiful, with a space between the two buildings to have dinner with the family. Tons of green space for the kids to run around and play. The building felt like it had history, but updated with modern kitchen and amenities. Couldn't recommend this stay enough for the whole family!

Private 100” cinema in a whole house just for you
Had a fantastic stay met all expectations

Spacious three bedroom lodge
Really Amazing stay perfect space for me and the family, clean, spacious all the essentials and more provided. Will be going again.

Forest Views, Trails & Tranquillity
Sarah’s Airbnb was a wonderful ‘home from home’ and lovely sanctuary to come back to after beautiful walks in the stunning Forest of Dean. We enjoyed a lovely meal at the local White Horse Inn, which was an easy walk from the Airbnb. Sarah was a very friendly and responsive host. Thank you for such a special stay, we will definitely be back some time!

The Lodge
if you are looking to hear nothing other than the wind rustling through the trees and beautiful birdsong then this is the place for you. An immaculate Lodge within a stunning setting, lots of attention to detail and we wanted for nothing. this really was a home from home and the bed was extremely comfortable. Thank you Nicky for having us and thank you to your charming Friend Lesley and Woody the very well behaved and cute pooch. we will definately see you again xx

The Snug Luxury Cottage Retreat.
A beautiful, well equipped place to stay to access all the Cotswolds has to offer. Great value, friendly hosts. Would definitely recommend and book again.
Destinations to explore
- Cotswolds Holiday rentals
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- Cotswolds AONB
- Brecon Beacons national park
- Principality Stadium
- Cardiff Castle
- Stonehenge
- Newton Beach Car Park
- Lower Mill Estate
- Bike Park Wales
- Cheltenham Racecourse
- Roath Park
- Sudeley Castle
- Royal Porthcawl Golf Club
- Puzzlewood
- Llantwit Major Beach
- Caerphilly Castle
- Bute Park
- Bowood House and Gardens
- Bath Abbey
- No. 1 Royal Crescent
- Porthcawl Rest Bay Beach
- Lacock Abbey
- Zip World Tower
- Big Pit National Coal Museum
- Aberavon Beach