Cottage vacation rentals in Chepstow

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Popular amenities for Chepstow cottage rentals

Cottage rentals with a hot tub

Guest favorite
An open-plan living area features comfortable armchairs and a sofa, complemented by a dining table set for mealtime. A woodburner adds warmth, while the slate floor and oak beams enhance the cozy charm of the space. Natural light filters through the window with vertical blinds.
Cottage in Monmouthshire
4.92 out of 5 average rating, 220 reviews

The Old Dairy- Boutique Cottage at Harrys Cottages

JessieRating, 5 stars1 week ago
Beautiful place and surroundings, really lovely and peaceful. Loved the accommodation, beds very comfortable and the hot tub was worth the extra money. Will 100% be coming back!
Top guest favorite
A hot tub is positioned beneath a pergola, surrounded by bamboo and wooden slats, allowing a view of the distant sea. Strings of lights provide soft illumination, enhancing the tranquil outdoor space ideal for relaxation.
Cottage in North Somerset
4.98 out of 5 average rating, 259 reviews

Coastal cottage with hot tub and sea views

EmmaRating, 5 stars2 weeks ago
Amazing stay here with my husband. The cottage was perfect for a relaxing and quiet weekend. The breakfast basket was a lovely touch and everything was as described in the listing. Joy is a brilliant host checking in to make sure everything was going smoothly! Would definitely stay again!!
Top guest favorite
A private patio area features a round wooden table with four folding chairs, surrounded by colorful flowers. A wood-fired hot tub is visible nearby, overlooking a scenic view of lush hills and greenery, under a bright sky with scattered clouds.
Cottage in Mitcheldean
4.95 out of 5 average rating, 158 reviews

Romantic Idyllic Nuthatch Cottage with Hot Tub

RebekkaRating, 5 stars3 days ago
This place is so lovely! Host Meng was so kind, even putting some beautiful flowers in the cottage for my birthday ❤️ the view is spectacular, it's one of the most peaceful places I've been. Hot tub is great fun, the kitchen has got everything you need including washing up liquid and dishwasher tablets. The bed was comfy, plug sockets everywhere you'd want them and usb sockets. It was great to see how dog friendly the place is with throws for the couch, fenced garden and fixed stairs gates. I highly advise popping into Jolter Press Cider bar/shop and getting some food from the local Chinese takeaway. Also a walk to St Anthony's Well, there's some step incline/declines on the walk there but it's beautiful and you have to take a dip! We also went to the Three Choirs Vineyard that was beautiful and good fun too. I would definitely come back and I think it would be equally beautiful in any season, our summer trip was fantastic but I'd love to see it in autumn or winter too.
Guest favorite
A serene hot tub area is surrounded by lush greenery and vibrant plants, providing a sense of privacy. The structure features a wooden gazebo with draped fabric, enhancing the natural setting. Rolling hills with trees create a picturesque backdrop under a blue sky with fluffy clouds.
Cottage in Gloucestershire
4.96 out of 5 average rating, 281 reviews

Romantic cosy cottage & hottub in Forest of Dean

DomRating, 5 stars1 week ago
Jamie & Dan are very fortunate to have this beautiful property. It is the ideal country location for escaping away and distancing yourself from our increasingly busy lives. The gardens around the property are stunning, the views are incredible and the local area is amazing to explore on foot, bike or by car. We had an amazing stay and would happily return, and have already started to recommend to friends & family
Guest favorite
An open-plan living space features a cozy sofa next to a log burner. A dining table is set near a large window, bringing in natural light. The kitchen showcases modern amenities, complemented by wooden beams that enhance the rustic feel of the cottage.
Cottage in Skenfrith
4.92 out of 5 average rating, 481 reviews

The Stables: Cozy cottage with views and a hot tub

CarolynRating, 5 stars1 week ago
Peaceful and beautiful rural setting … no out door space to sit. Great to have the use of a hot tub with a lovely view … overall a lovely place to stay
Guest favorite
A modern kitchen is highlighted by glossy white cabinetry and sleek black countertops. Bright pendant lighting enhances the workspace, while a clock decorates the wall. Essential appliances, including a microwave and a small bin, are easily accessible for a convenient self-catering experience.
Cottage in Coaley
4.98 out of 5 average rating, 258 reviews

Elmside is a country cottage with Hot Tub

AshleyRating, 5 stars1 week ago
Thank you for an amazing few days we just wish it had been longer. You have a lovely home from home.
Top guest favorite
An inviting dining area features a light-colored wooden table set with tableware, complemented by a cozy yellow sofa. A decorative wall piece and a flat-screen TV enhance the rustic charm of the stone interior, while a soft light illuminates the space through an arched doorway.
Cottage in Tockington
4.98 out of 5 average rating, 107 reviews

Olli's Cottage-Terrace &Jacuzzi

CallumRating, 5 stars1 week ago
Such a lovely cottage, not too far from anything you might need! Ollivia was very friendly and made us feel very welcome, thank you!
Guest favorite
The exterior of the cottage is shown, featuring a well-kept patio area with outdoor seating. A circular hot tub is visible surrounded by lush greenery. The backdrop includes the tranquil landscape of surrounding trees and the nearby structure of another cottage.
Cottage in Gloucestershire
4.95 out of 5 average rating, 360 reviews

Idyllic Waterside Cottage - Private Hot Tub

JohnnyRating, 5 stars3 days ago
It was a lovely peaceful place to stay had a fantastic time relaxing and taking in the beautiful surroundings

Pet-friendly cottage rentals

Top guest favorite
An open-plan living area features a cozy seating arrangement with two chairs and a sofa adorned with patterned cushions. The kitchen area is equipped with modern appliances. A staircase leads to an upper level, complemented by wooden railings and a dining table nearby.
Cottage in Gloucestershire
4.99 out of 5 average rating, 137 reviews

Horse Gin, Castlemain Mill, Forest of Dean

LydiaRating, 5 stars1 month ago
absolutely gorgeous place, felt like we were in paradise. Elaine and Tony are so lovely and welcoming, and everything is dog friendly, will be returning!
Superhost
The exterior of a newly built barn conversion is showcased, featuring a combination of rustic stone and black wooden cladding. Windows with vertical slats allow for natural light. A small garden area is visible, framed by a rustic wooden fence and greenery surrounding the entrance.
Cottage in Llandenny
4.97 out of 5 average rating, 106 reviews

Tom's Cottage

GiselleRating, 5 stars1 month ago
We had a fantastic weekend at Tom’s cottage. The surroundings were beautiful (views of Sugar loaf, Skirrid etc), and the location was peaceful but with plenty to do nearby. Raglan farm park is great for kids and only a 5 minute drive away, and Raglan castle is also worth a visit. The cottage was spacious and well equipped with modern bathrooms and kitchen. We were very grateful for the delicious Victoria sponge that James made for us, which didn’t last long. We’d definitely visit again, thanks James for your hospitality.
Guest favorite
The charming exterior of a detached cottage is framed by lush greenery. Light stones contrast with a wooden gabled section, while flower pots filled with plants sit along the pathways. Windows allow natural light to fill the interior, creating an inviting first impression.
Cottage in Stroud
4.93 out of 5 average rating, 488 reviews

Stunning Private Cotswold Cottage with views

MerelRating, 5 stars1 week ago
Hope Cottage is amazing. The location is wonderful, the house itself has everything you need and makes you feel like you're staying in a proper British cottage. Sarah is an amazing host: she answered any questions I had very quickly and was just in general very kind. One thing to note: the house isn't built for tall people. I'm 181 cm tall (about 5'11) and I had to bend down a bit whilst going through doorways or using the shower. It didn't really bother me, but it's just something to be aware of. Whether you want a quiet retreat or a homebase to explore the area, this is an amazing place to do so!
Top guest favorite
The exterior of the cottage is highlighted by a brick facade adorned with vibrant wisteria, adding a touch of natural beauty. A small bench is situated near the entrance, providing a welcoming spot to relax, while lush greenery complements the charming rural setting.
Cottage in Coaley
4.97 out of 5 average rating, 336 reviews

Beautifully renovated self contained granary

ClaireRating, 5 stars2 weeks ago
We had a lovely stay at this beautiful place. It was so quiet and peaceful. The property was really clean , well equipped and had a super comfy bed and large shower. There were so many lovely places to visit nearby. The station ( just over a mile away with free parking) was great for a day trip to Bristol. Quiet lanes for cycling and dry safe bike storage area available. Fern responded really quickly to any queries we had.
Guest favorite
The exterior of Wren Cottage is depicted, showcasing traditional stonework and a slate roof. A small, private patio area is visible, enclosed by a simple metal railing. Two wooden chairs and a small table are arranged on the patio, offering a spot for outdoor relaxation.
Cottage in Monmouthshire
4.96 out of 5 average rating, 100 reviews

Wren Cottage for your relaxing rural retreat.

MartinRating, 5 stars2 months ago
There are SuperHosts and then there’s Pete!! What a star - he likes to chat to newcomers if he can, and we found him full of really useful info. He even managed to get us a table at the local pub, The White Horse. It was packed, but the service and food were excellent. He also recommended a walk up to the Kymin, which was fantastic - what a view. Pete also gave us the most generous welcome basket of goodies we’ve ever had!! All in all, the perfect, peaceful, pad in a great location to get anywhere in the Wye valley, Forest of Dean or wider Monmouthshire. And Pete!
Guest favorite
A charming cottage is nestled among lush greenery and trees, with large windows framing the serene surroundings. Colorful flowering plants in the foreground add vibrancy to the tranquil garden setting, creating a peaceful retreat immersed in nature.
Cottage in Llanthony
4.95 out of 5 average rating, 176 reviews

Idyllic Forest Retreat - Abergavenny 12 miles

LisaRating, 5 stars4 weeks ago
What a gorgeous place if all you need is peace and quiet and the sound of the birds this is for you. Even better is it’s only 25 minutes from Abergavenny and it’s Waitrose 😉. Wilma was lovely and updated us with everything and replied with answers to our queries . We are only annoyed that we took so long to find this little gem!
Top guest favorite
The exterior of the property showcases a blend of stone and wooden materials, with large glass doors providing an open view. A spacious lawn surrounds the building, inviting relaxation in the outdoor space under a clear sky.
Cottage in Penallt
4.98 out of 5 average rating, 230 reviews

Coach House Annex - Annedd Bach - Wye Valley

CharlotteRating, 5 stars2 weeks ago
What an amazing place!! We had a wonderful weekend here - the garden and surroundings are beautiful and peaceful, and the cottage had all the necessary essentials and amenities. The cottage is beautifully finished, and everything was clean and tidy. The underfloor heating meant it was always warm; and there was always hot water and the bathroom/en-suite are luxurious. We had a lot of fun doing activities in the local area, and enjoyed a “Sound of Music” walk to The Boat Inn.
Top guest favorite
A cozy living area features a blue sofa adorned with vibrant cushions and a large ottoman. Framed artwork decorates the walls, and a blue side table holds decorative items. Natural light filters through a window, complemented by soft yellow curtains.
Cottage in Wells
4.98 out of 5 average rating, 323 reviews

The Hidey Hole - Cottage in the heart of Wells

JoyceRating, 5 stars5 days ago
What a perfect spot to stay in Wells! It is absolutely adorable and so well thought out. An easy short walk to do many great shops, restaurants and of course the cathedral and Bishop’s Palace. We really love everything about Wells and this stay added another level of charm.

Private cottage rentals

Top guest favorite
A spacious living area is highlighted by exposed wooden beams and natural light from multiple windows. A plush grey sofa and a green armchair provide seating options, while a wooden side table and lamp add functionality. A bookshelf displays various items, contributing to the cozy environment.
Cottage in Gloucestershire
4.98 out of 5 average rating, 267 reviews

Renovated Rustic Stable set in Rolling Hills

DaveRating, 5 stars1 week ago
What a wonderful place. Location was beautiful and so peaceful. It was just like coming home everything that was needed was supplied. Yvonne our host was so pleasant and helpful. The fresh cows milk was SOOOOO! GOOD
Top guest favorite
The airy bedroom features a vaulted ceiling with exposed stone walls. French doors open to a Juliet balcony, allowing views over the valley. A white dresser and a vase with a flower are positioned atop a surface, with a chandelier suspended overhead, adding charm to the space.
Cottage in Selsley
4.99 out of 5 average rating, 187 reviews

Charming one bed detached cottage in the Cotswolds

BryonyRating, 5 starstoday
Had the perfect get a way and much needed peace and relaxation. This was absolutely perfect!! Beautiful surroundings, Andrew and Sarah were absolutely lovely, so friendly and helpful. We had everything we needed and it was super clean. The little added extras were so sweet, especially catering to my allergies. Overall will definitely come back!
Guest favorite
The entrance door features a rustic wooden design with black iron fittings and a small square window. Stone walls surround the entrance, adorned with subtle landscaping and a decorative lantern on the side.
Cottage in Ruardean
4.95 out of 5 average rating, 359 reviews

Superb Forest of Dean cottage. 'Wye' not stay?

JamesRating, 5 stars2 weeks ago
Rick and Anne were fantastic hosts. I received lots of recommendations tailored to my profile and they were extremely welcoming. The place was as described and looked better than the photos. Would highly recommend to other visitors. Thanks again!
Guest favorite
A well-kept garden area features a patio set consisting of two chairs and a small table, shaded by a large umbrella. Vibrant greenery and flowering bushes surround the space, with a view of the cottage in the background under a clear blue sky.
Cottage in Llanarth
4.95 out of 5 average rating, 474 reviews

Cottage at Grove Court Stud Farm

WayneRating, 5 stars4 days ago
Absolutely wonderful from start to finish we booked late and Zoe was in touch straight away the place is amazing as were our hosts this place is wonderful people thank you for having us Zoe Kindest Regards Wayne (the cyclist) LizzI
Top guest favorite
Cottage in Bristol
4.93 out of 5 average rating, 396 reviews

The Annexe, Champion House, Moorend Farm, BS16 1SP

YaniRating, 5 stars3 days ago
Jan & Garth’s place exudes calm and care. From the first message to farewell, they make you feel like a welcomed friend, and the space itself feels effortlessly soothing. The serene atmosphere, coupled with the horses in the background and the cats frolicking around the yard, made it feel all the more welcoming. The house itself was beautifully decorated and spotless on arrival! We left recharged, smiling, and already plotting a return. A wholehearted five-star stay—grab the dates if you can!
Top guest favorite
Cottage in Timsbury
5 out of 5 average rating, 210 reviews

The Cobblers, detached retreat near Bath & Bristol

AnnelieseRating, 5 stars1 week ago
My husband and I were celebrating our wedding anniversary and wanted somewhere calm and quiet but close enough to explore Bath. This was the perfect choice for us. It was spotlessly clean, well equipped, spacious, and cosy for relaxing. Beautiful views of the garden. We used the park and ride to travel into Bath which was simple and straightforward. We appreciated the little breakfast box in the morning and Teresa and Mark also kindly posted something back to us that we had left behind. A really great stay. Thank you very much! :) xxx
Guest favorite
Cottage in Minchinhampton
4.97 out of 5 average rating, 218 reviews

Grade II listed historic Cotswolds cottage

GaryRating, 5 stars4 weeks ago
We loved the cottage. There are a few challenges that are well communicated by the host due to the age of the house, but in my estimation, this only adds to its charm. the surrounding village and countryside are amazing! Highly recommend breakfast at Henry's.
Top guest favorite
Three surfers are seen riding waves while wearing matching grey suits and helmets. They maintain balance on surfboards amidst a frothy, white ocean. A landscape of rolling hills and farm fields can be seen in the background under an overcast sky.
Cottage in Yorkley
4.96 out of 5 average rating, 146 reviews

Forest of Dean, The Old Chapel

HarrietRating, 5 stars2 days ago
Absolutely lovely. The chapel is beautiful as is the location. So much attention has been paid to all details , everything we needed was available , even down to the log burner being ready to light. The chapel was spotlessly clean. Doreen provides perfect communication so we felt very welcome and knew we could ask if we had needed anything. The location in the forest is very special and we loved sitting out watching the wildlife. We would love to return sometime.

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