House holiday rentals in Chepstow

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Chepstow

House rentals with a pool

Guest favourite
Home in Christian Malford
4.97 out of 5 average rating, 184 reviews

Superb Farmhouse with pool, hot tub and fast wifi

CatherineRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Somerford Keynes
4.85 out of 5 average rating, 126 reviews

Dog friendly stay with hot tub & 4 swimming pools

LauraRating, 5 stars2 weeks ago
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!
Superhost
Home in Somerford Keynes
4.93 out of 5 average rating, 99 reviews

Lakeside, Hot Tub from July, Swimming Pools

ArabellaRating, 5 stars1 month ago
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
Guest favourite
Home in Redland
4.9 out of 5 average rating, 498 reviews

Modern inner city 3 bed eco house

KarenRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Gloucestershire
4.97 out of 5 average rating, 104 reviews

Boundary Court Barn, Selsley common, Stroud

RosalynRating, 5 stars2 weeks ago
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.
Superhost
Home in Somerford Keynes
4.86 out of 5 average rating, 158 reviews

Natures Retreat - HM99 - HOT TUB - Lakeside Spa

DarrenRating, 5 stars2 weeks ago
Thank you for a great stay. Nice relaxing weekend.
Guest favourite
Home in Bredon, Gloucestershire
4.96 out of 5 average rating, 140 reviews

Luxury Cottage with Heated Pool

EmilyRating, 5 stars2 weeks ago
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.
Superhost
Home in Somerford Keynes
4.89 out of 5 average rating, 142 reviews

43 Clearwater, Lower Mill Estate + Pools + Spa

TracyRating, 5 stars1 week ago
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

Top guest favourite
Home in Farhill
5 out of 5 average rating, 36 reviews

Birdsong Cottage

AamerRating, 5 stars4 weeks ago
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👌🏼
Top guest favourite
Home in Gloucestershire
4.97 out of 5 average rating, 64 reviews

Spacious. Couples & Contractors. Hiking & Cycling.

Inna Rating, 5 stars1 week ago
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!
Top guest favourite
Home in Boughspring
5 out of 5 average rating, 34 reviews

Wallhope Retreat, Chepstow, Wye Valley

AlexanderRating, 5 stars3 days ago
Absolutely lovely place to stay. Very friendly host. Welcoming host provided a tour around the farm. Would love to return annually.
Guest favourite
Home in Pilning
4.94 out of 5 average rating, 16 reviews

Very Spacious 1 Bed Home in the Countryside

MuhamedRating, 5 stars2 months ago
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!
Top guest favourite
Home in Itton
4.89 out of 5 average rating, 76 reviews

Peaceful rural location 30 min commute to Bristol

JavidRating, 5 stars1 week ago
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.
Guest favourite
Home in Monmouthshire
4.95 out of 5 average rating, 87 reviews

Fast Wi-Fi, Snug bed area, parking. By Goodnights.

DuncanRating, 5 stars3 days ago
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.
Guest favourite
Home in Pilning
5 out of 5 average rating, 20 reviews

Old school home in the country

AlexandraRating, 5 stars2 months ago
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.
Superhost
Home in Llanvaches
4.75 out of 5 average rating, 12 reviews

Karinya suite

PaulRating, 5 stars5 months ago
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

Top guest favourite
Home in Rudgeway
5 out of 5 average rating, 21 reviews

Rose Bungalow

RosieRating, 5 stars1 week ago
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
Superhost
Home in Elberton
4.88 out of 5 average rating, 8 reviews

The Dutch Barn - Oak Apartment

ChrisRating, 5 stars15 months ago
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 😬
Guest favourite
Home in Minchinhampton
5 out of 5 average rating, 29 reviews

The Lammas, an Elegant Retreat with Tennis Court

BenjaminRating, 5 stars1 week ago
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!
Guest favourite
Home in Gloucestershire
4.93 out of 5 average rating, 75 reviews

Private 100” cinema in a whole house just for you

CarolineRating, 5 stars1 month ago
Had a fantastic stay met all expectations
Guest favourite
Home in Woolaston
5 out of 5 average rating, 16 reviews

Spacious three bedroom lodge

LouisaRating, 5 stars1 month ago
Really Amazing stay perfect space for me and the family, clean, spacious all the essentials and more provided. Will be going again.
Top guest favourite
Home in Staunton
5 out of 5 average rating, 27 reviews

Forest Views, Trails & Tranquillity

SueRating, 5 stars1 week ago
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!
Top guest favourite
Home in Trelleck
5 out of 5 average rating, 30 reviews

The Lodge

TerriRating, 5 stars1 month ago
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
Top guest favourite
Home in South Gloucestershire
4.96 out of 5 average rating, 52 reviews

The Snug Luxury Cottage Retreat.

JudithRating, 5 stars3 days ago
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

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