Guesthouse vacation rentals in Chesil Beach

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Chesil Beach guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A spacious bed is dressed in a bold plaid design, complemented by vibrant red throw pillows. A decorative heart-shaped cushion adds a charming touch. Natural light illuminates the room, highlighting the warm wooden flooring.
Guesthouse in Dorchester
4.97 out of 5 average rating, 313 reviews

Lovely, Quiet Studio Annex (with Netflix)

AnnaRating, 5 stars1 month ago
The annex is clean, comfortable, warm and well equipped. Nice area, really peaceful. Sliding patio doors overlook the garden, with lots of trees and bird song. Very little other sound which is amazing for somewhere so close to Dorchester. Clear instructions for everything, lots of parking and the hosts are friendly and helpful.
Guest favorite
A spacious studio flat features a king-size bed layered with neatly arranged towels and soft bedding. Natural light floods through large windows beside a cozy sofa. A wooden table with a flower vase adds a welcoming touch, enhancing the peaceful ambiance.
Guesthouse in Stockland
4.9 out of 5 average rating, 196 reviews

Self catering studio flat on beautiful Devon farm

ChrisRating, 5 stars1 month ago
Booked fairly late but were so pleased we did. Perfect location for what we were doing and so close to lovely beaches in the area. Property was spotlessly clean and had everything we needed for our 3 night stay. Would definitely recommend and return in the future.
Top guest favorite
A view from inside the chalet is captured, featuring a comfortable futon sofa bed facing double doors that open to the beach. The wooden floor and light walls create a spacious feel. A small dining table is visible, enhancing the space’s functionality.
Guesthouse in Dorset
4.99 out of 5 average rating, 219 reviews

34 Monmouth Beach

ElleanorRating, 5 stars3 weeks ago
Simply incredible property! The location could not be more perfect. I booked as it’s my husband and son’s dream sort of place, a little apprehensive about having little space myself, but there was an abundance of space! It’s so cleverly designed and it didn’t feel cramped at all, and watching the stars through the skylight on the mezzanine with the ocean sounds was just idyllic. Lovely little touches like tea/coffee/sugar and biscuits, and even in early Spring we only needed to pop the heater on for an hour or so in the night. Simply perfect and I can’t recommend it more (although I want to be able to return already)! Wonderful location for visiting the Ammonite Pavement and very easily walkable to the seafront with restaurants/shops etc (even with a toddler). Thank you Sarah and co-hosts :)
Top guest favorite
A vintage illustration depicts a woman in a uniform holding a pitchfork, symbolizing the Women's Land Army. The background features clouds and agricultural elements, such as a tractor, emphasizing the rural setting. Bold text invites visitors to experience the corrugated cottage.
Guesthouse in Somerset
4.94 out of 5 average rating, 130 reviews

The Corrugated Cottage WWII

NickRating, 5 stars4 weeks ago
an amazing wk end. A step back in time. WWII sets an incredible scene. we loved the history and the fact it allows you to reconnect to what's important. Each other, and interactions. Great place, great surrounding, will without doubt will return. 200% recommended it
Guest favorite
An exterior view of a rural outbuilding features natural wood siding and a slate roof. A car is parked in a covered area, while a spacious gravel drive extends to the foreground. Rolling green hills are visible in the background under a clear blue sky.
Guesthouse in Bridport
4.93 out of 5 average rating, 177 reviews

The Countryside Loft in stunning rural Dorset

ChrisRating, 5 stars6 months ago
We had a fantastic time staying at James and Emma’s. Whilst the location is tucked away off the normal path, their clear instructions made it easy to find. Their restaurant recommendations were also great and meant we found some real gems that we wouldn’t have otherwise known about. We would love to stay again if we were ever back in the area.
Guest favorite
A dining area features a wooden table surrounded by three chairs, positioned next to two windows that allow natural light to fill the space. A flat-screen TV is mounted on the wall, with a clock visible nearby, while a cozy seating area is also present.
Guesthouse in Weymouth and Portland
4.9 out of 5 average rating, 73 reviews

Springfield

JeffreyRating, 5 stars5 days ago
We enjoyed our stay at Georgia's place. The apartment was quite cold on our first evening (it was an unusually cold April/ Easter weekend, and the central heating had been switched off, presumably after the winter), but after the first night the heat from the electric wall-mounted heater built up in the flat. Also, Lara (Georgia's mother) was very friendly and helpful and provided us on our first morning with an extra heater, though in the end we hardly needed it. The location is very peaceful despite being beside a medium busy road, and there are good footpaths running from opposite the house. We resolved the problem of exiting the parking spot close to the blind turning by approaching the property from the South, although that's a detour from many places, and leaving Northwards. The apartment was clean, well-equipped and comfortable, and, whilst quite small, it was adequate for us for four nights and very good value.
Superhost
A stone wall displays the name 'Primrose Hill' in delicate metal lettering. The entrance to the chalet is evident, with a pathway leading to a blue door framed by lush greenery. Natural textures enhance the inviting atmosphere of the setting.
Guesthouse in Langton Matravers, Swanage
4.67 out of 5 average rating, 165 reviews

The Chalet at Primrose Hill BH19 3EE

Sean And ClaireRating, 5 stars2 weeks ago
Fantastic little place to stay, central to an amazing area with loads to do. Home was exactly as described and clean and clutter free with essentials provided. Barbara was friendly and provided local recommendations within the guidance. Would stay again.
Guest favorite
A spacious caravan is positioned on a grassy area, featuring a wide wooden deck with white railings. Large windows provide natural light, and a staircase leads up to the entrance. Surrounding trees create a serene atmosphere.
Guesthouse in Sandy Bay
4.89 out of 5 average rating, 225 reviews

Devon Cliffs Exmouth 6 berth static holiday home

LouiseRating, 5 stars6 days ago
We had such a lovely time at Sunset View. After a little blip getting started (which was very quickly resolved), we quickly settled in and felt right at home in Emily's comfortable and well thought out caravan. Devon Cliffs is a huge site but the van is in a great position in a quiet cul de sac so you're not 'on top' of other people. Only a 5 minute walk to the leisure area and shop and we had a lovely sea view when the sun came out! We really loved it and will definitely be back.

Guest house rentals with a patio

Top guest favorite
The exterior of the house presents a modern design with a light blue façade and large glass doors. Multiple windows, including two skylights, allow natural light to filter in. A balcony extends from the upper level, offering views of the surrounding countryside.
Guesthouse in Pulham
4.99 out of 5 average rating, 67 reviews

Old Smokey

NatalieRating, 5 stars2 weeks ago
Well what can I stay avril and him are the most LOVELIEST people we have ever had the pleasure of meeting and now knowing the old Smokey is exceptional and spotless and it is just a beautiful place and stay the food at the pub over the food is amazing and avril and him went above and beyond for us even giving us lifts to the train as our car was still in the garage they deserve the best in life as there the best most kindest people with the most beautiful air bnb thank you we will be back love Natalie and dom x
Guest favorite
An outdoor courtyard setting is visible, featuring a wooden dining table surrounded by six slatted chairs. A small barbecue is positioned nearby. The stone walls of the barn create a rustic backdrop, complemented by a planter with greenery and a hanging basket of flowers.
Guesthouse in Dorset
4.94 out of 5 average rating, 115 reviews

Character Barn in the Heart of Beaminster

GraceRating, 5 stars6 days ago
We had a lovely stay with Sarah, and was warmly welcomed with treats for us and our dog. Cottage was well equipped and clean. Great location with a short walk for pubs, shop and restaurants. Beautiful area with plenty of walks. There was no parking, but only a short walk to a pay and display or free on road parking and we didn’t struggle to find a space.
Top guest favorite
An outdoor area is framed by a stone exterior, featuring a green bench against the wall. Glass doors provide access to the interior, while potted plants add a touch of greenery. Square, patterned tiles line the ground, creating a clean and welcoming entrance.
Guesthouse in Kilmington
4.99 out of 5 average rating, 103 reviews

Charming 2 bed self-contained cottage with Patio

CharlieRating, 5 stars6 days ago
We had a lovely stay at Susan’s place , it was clean, comfortable, and had everything we needed for a relaxing break. The location is peaceful and perfect for exploring the beautiful Devon countryside. Highly recommend for anyone looking for a quiet getaway!
Guest favorite
A dining area is seen with a neatly set table adorned with a floral tablecloth. Fresh tulips are placed in a vase, alongside breakfast items. Large windows open to the outside, providing natural light and views of the green landscape beyond.
Guesthouse in Lyme Regis
4.97 out of 5 average rating, 179 reviews

Cosy lodge, parking, beautiful setting, Lyme Regis

JaneRating, 5 stars2 weeks ago
Helen’s place was perfect for myself and my daughter as a base to explore the area. I liked that you could either take a very short drive to access the Lyme Regis sea front or if you’re a walker like we are you can take a nice walk along the Lim River down to the sea front. Coming back (uphill) it took us 50 minutes. The property was very clean, tidy and well organised. We did have a little noise from some night visitors - local wildlife coming under the lodge but on reporting this to Helen she took swift action and secured the area they were gaining access. We had a lovely stay and I would have no reservation in recommending or staying there again myself.
Top guest favorite
Guesthouse in Moreton
4.93 out of 5 average rating, 165 reviews

Full use: hot tub/sauna/bbq/firepit/Netflix/Prime

LukeRating, 5 stars2 weeks ago
Perfect place for a relaxing weekend. Beautiful garden with fire pit and hot tub. Amazing pub across the road. Close to the Jurassic coast for nice long walks 👍 Would highly recommend to everyone!
Top guest favorite
An outdoor seating area features weathered wooden furniture arranged around a central table. Lush greenery serves as a backdrop, with a wooden fence providing privacy. The ground is covered in light gravel, complementing the rustic charm of the space.
Guesthouse in Curry Rivel
4.99 out of 5 average rating, 116 reviews

Secluded, rural bolthole with tennis court

SueRating, 5 stars1 week ago
great place to stay…. spotlessly clean and very comfortable…. we will be back!
Superhost
The exterior of The Cabin is highlighted by a wooden facade and spacious decking area. Two deck chairs are positioned for relaxation, surrounded by a natural landscape of grass and greenery. The large glass doors provide a view into the interior.
Guesthouse in Bere Regis
4.8 out of 5 average rating, 122 reviews

Unique Private Cabin in Purbeck Dorset Countryside

PatriciaRating, 5 stars3 weeks ago
The cabin was exactly what we wanted. We had a busy weekend planned, so just needed somewhere to rest, and Charlotte's place did it beautifully. The weather was amazing so we were able to sit outside and enjoy the peace and quiet, with wonderful views across the countryside. The two local pubs and village store were all within a few minutes walk from the cabin, and everyone was very friendly. We would highly recommend this Airbnb
Guest favorite
The exterior of the studio annex features large double doors that open to the patio area. Potted plants and a small table with chairs are visible on the patio, surrounded by a landscaped garden. Skylights are positioned on the sloped roof.
Guesthouse in Morrison Avenue
4.89 out of 5 average rating, 38 reviews

The Daisy Annex A separate studio

DebbieRating, 5 stars6 months ago
Due to delayed works on our house we found Barbara's place nearby. It was a god-send for us and our dog Winnie. Barbara was very responsive and kind, especially with allowing the flexibility for us to extend. The place was very clean and comfortable, nice and quiet and private. Perfect for us during alot of upheaval! Thank you!

Guest house rentals with a washer and dryer

Guest favorite
A paved pathway leads from the garden towards a conservatory, which features large glass panels allowing for natural light. Neatly arranged flower beds enhance the area with blooming plants. The surrounding grass is well-maintained, and a large tree provides shade.
Guesthouse in Fontmell Magna
4.94 out of 5 average rating, 32 reviews

A spacious home from home in North Dorset

JoeRating, 5 stars6 days ago
A lovely place, close to some beautiful scenery and lovely walks.
Guest favorite
Guesthouse in Piddlehinton
4.96 out of 5 average rating, 191 reviews

The Yorkshireman @ Piddlehinton

KirstenRating, 5 stars6 days ago
Another fabulous stay at the Yorkshireman. Claire was the perfect host again - there but not there! We rarely, if ever, go anywhere twice but would visit again. Just love everything about the Yorkshireman and surrounding area. Hope to be back again sometime ❤️
Guest favorite
A private outdoor space is presented with a wooden decking area featuring seating and a small coffee table. Lush greenery surrounds the space, including trees and grass, creating a serene environment for relaxation.
Guesthouse in Kenny, Ashill
4.98 out of 5 average rating, 53 reviews

*Secluded detached Modern property with garden*

EmmaRating, 5 stars1 week ago
super comfortable stay for a couple of nights whilst working away. The house was spotless and well maintained. Situation is beautifully secluded and a little paradise when the sun came out! Hot shower, good appliances & clear instructions for heating etc.
Top guest favorite
Windows are opened wide to showcase a serene view of the lush green landscape beyond. A collection of books rests on the windowsill, providing a cozy touch to the scene, while soft morning light enhances the tranquil atmosphere.
Guesthouse in Devon
4.98 out of 5 average rating, 58 reviews

The Wheel House, Cosy Rural Getaway

hilaryRating, 5 stars4 months ago
An ideal location for local Christmas family visiting , so we didn’t have need for local pubs/restaurants, however useful info from previous guests was available. It’s a lovely little ‘cottage’ with all you need , loads of hot water , and a nice cool bottle of wine on arrival !
Top guest favorite
A spacious outdoor patio area features a modern dining table surrounded by six comfortable chairs. Large glass doors lead into the interior space, showcasing a seamless transition with expansive views of the surrounding landscape under a bright blue sky.
Guesthouse in Hambridge
5 out of 5 average rating, 21 reviews

Spacious Stables Conversion

CharlieRating, 5 stars1 week ago
We had a wonderful stay, it was incredibly clean, spacious and peaceful, and they provided everything we needed for the kids (aged 10 months, 3 and 6), which made our lives so much easier! Damien and Ele were very responsive and helpful. Thank you!
Superhost
An impressive stone structure exhibits architectural details characteristic of historic buildings, surrounded by lush green lawns and towering trees. The front path leads through a stone gate to the main entrance, highlighting the structure's grandeur against a backdrop of overcast skies.
Guesthouse in Norton-sub-Hamdon
5 out of 5 average rating, 13 reviews

Cottage with beautiful garden views

ClaraRating, 5 stars9 months ago
Beautiful property with lovely grounds to explore, my friends and I had the best time looking around the local attractions.
Top guest favorite
The exterior of a charming stone building is displayed, featuring a sloped roof with skylights. A rustic wooden gate is positioned at the entrance, framed by a gravel pathway. Surrounding greenery and a clear blue sky enhance the serene countryside setting.
Guesthouse in Dalwood
4.97 out of 5 average rating, 70 reviews

New 1 bed stable conversion in Dalwood, East Devon

FayeRating, 5 stars4 weeks ago
Excellent stay! We had a wedding at Deer Park and the Airbnb was excellently located for that. Very clean and homely. Under floor bathroom heating was perfect! Thank you!
Top guest favorite
Large glass doors offer a view of lush countryside, framed by soft cream curtains. A round table is positioned nearby, accessorized with a small vase and several items, complementing the outdoor scene visible through the doors.
Guesthouse in Galhampton
4.96 out of 5 average rating, 94 reviews

Lovely two bedroom bungalow with hot tub

SamRating, 5 stars1 week ago
absolutely amazing! I can't say enough good things about Paula and Barry and the Bungalow! it was in a beautiful location, with everything you need at your fingertips. Paula and Barry done everything they could to make our stay a good one! even had an amazing double chocolate cake upon arrival waiting for us in the kitchen! I honestly can't say enough about our stay! would love to come again!! thank you, from Sam, Rachel, Sandra and noisey Nola! oh, and myla the dog 😅

Destinations to explore