Chalet holiday rentals in Dorset

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Popular amenities for chalet rentals in Dorset

Family-friendly chalet rentals

Guest favourite
Chalet in Hamworthy, Poole
4.98 out of 5 average rating, 63 reviews

Harbour View Poole

AshleighRating, 5 stars13 months ago
We stayed here for my husband’s birthday as a family of two adults, three children, our small dog and my mother in law. It was a lovely clean spacious caravan with an amazing view. We had gorgeous weather which really was the icing on the cake. When we arrived it was easy to find and there were biscuits and cakes left for us by Caroline. We also went to Haven reception and they gave us free entertainment passes which meant we could visit the entertainment in the evenings with the children. We’d definitely love to stay again! Ashleigh
Chalet in Weymouth
4.81 out of 5 average rating, 21 reviews

Beautiful Shepherd Oak~ Escape to the coast

AlexandraRating, 5 stars14 months ago
I stayed at Shepherd Oak from February to March during my 6 week placement as a student at the hospital in Dorchester and loved having such a lovely, quiet place to retreat to in the evenings after busy weekdays. The cottage and its surroundings were very clean and tidy and its location is beautiful and very peaceful. The town of Upwey in general is also lovely and I spent my weekends discovering the walks around the area and frequenting the most gorgeous tearoom I've ever been in (the Wishing Well tearoom just down the road!) so for me the cottage couldn't have been in a more perfect location! The host and co-host, Helen and Gemma, were very friendly and communicative throughout my stay and overall I thoroughly enjoyed my time at Shepherd Oak and would wholly recommend to anyone. Thanks Helen and Gemma for a wonderful stay!
Superhost
Chalet in Woolland
5 out of 5 average rating, 4 reviews

Dog-Friendly Country Stay | Pool + Scenic Trails

SeanRating, 5 stars10 months ago
We had a superb 4 night stay at The Victorian Barns, staying in the lovely Lodge. The property was set in beautiful private grounds with its own larger indoor heated swimming pool, huge activity barn (complete with table tennis and badminton court) and plenty of land and lakes to walk our two Springer Spaniels around! Our host Claire gave us lots of information before our stay and also answered any questions that we had during our time there. Their on site EV charger was a god send allowed us to to-up our car at the end of the day after trips out. All in all we loved our stay and we hope to visit again soon!
Chalet in Dorset
4.67 out of 5 average rating, 212 reviews

Self-catering Chalet with Parking

VivienneRating, 5 stars1 week ago
The place was perfect for three of us and our dog. Located right in the town centre and short walk to two great beaches. You park in the driveway right next to the chalet which is a major bonus in Portland.
Chalet in Weymouth
4.91 out of 5 average rating, 134 reviews

Bowleaze Cove with a view

LaraRating, 5 stars9 months ago
Kirsty and Gary’s caravan was lovely. Very cosy and clean, loved the patio! The duvet covers were super soft and comfy as well. The park is not even a 5 minute walk from Bowleaze Cove, and you can get into town in about 30 minutes walking, or 15 minutes by car. Guest passes are included so you can use the on site club which is lovely. The hosts were very professional and friendly, and responded quickly whenever necessary! Definite recommend and will stay again if we have the opportunity!
Superhost
Chalet in Milton on Stour
5 out of 5 average rating, 4 reviews

Stunning Lakeside Lodges

SarahRating, 5 stars34 months ago
This lodge was just perfect for a relaxing week away, which was just what we needed. It was immaculately clean, well set out and well equipped. We loved the fact that our children and dog could explore and play freely and safely, and the lodge was well fenced and very dog friendly. We would definitely recommend, and would love to visit again ourselves.
Guest favourite
Chalet in Weymouth
4.85 out of 5 average rating, 40 reviews

Peaceful retreat ~ Everdene Jurassic Coast

BethanyRating, 5 stars1 week ago
We stayed at this property for 5 nights and had a really enjoyable experience overall. While there was some noticeable wear and tear throughout the accommodation, it didn’t detract too much from our stay. The place was clean, well-equipped, and had everything we needed for a comfortable visit. The location was absolutely beautiful — peaceful, scenic, and a perfect base for exploring the area. It made our trip feel extra special. Weymouth seafront was just a short drive and there was a lot to do. Overall, a great stay. With a bit of maintenance, it could be even better, but we were very happy and would recommend it to others looking for a quiet, well-equipped place in a lovely setting. Thank you for allowing us to stay :)
Chalet in Gillingham
4.88 out of 5 average rating, 40 reviews

Chalet with own hot tub in Dorset with 3 bedrooms

ClaireRating, 5 stars10 months ago
Christina was a fantastic host. The chalet was beautiful, clean and peaceful. The little extra touches were a nice surprise when we arrived. The kids loved the cows, hot tub and games room and Christina and her farm team were always so friendly answering all our questions and allowing the kids to see the calves. A very enjoyable stay.

Luxury chalet rentals

Superhost
Chalet in Wareham
4.5 out of 5 average rating, 4 reviews

The Dorset Resort

DilekRating, 5 stars1 month ago
Absolutely loved it. We stayed over for the Easter weekend with my family and it was just the perfect home and location to switch off. My little boy loved the home and the surroundings. The private sauna in the lodge was just the right treat. They have a designated BBQ area which is a walking distance from the homes. The home was so clean and well organised we felt soo comfortable. We definitely will be back. 5*
Superhost
Chalet in Wareham
4.71 out of 5 average rating, 34 reviews

The Dorset Resort

McArthurRating, 5 stars5 months ago
The home was spacious and easily accommodated my family of 8. There was a crib provided for my youngest. Each room had an joined bath which was really appreciated. The location is perfect for exploring the Jurassic coast. If I visit the area again, I would gladly choose the same location.
Superhost
Chalet in Wareham
4.8 out of 5 average rating, 30 reviews

The Dorset Resort

KrinaRating, 5 stars3 months ago
Fantastic location, very peaceful. Lovely setup within the lodge and great additional feature with the private sauna. All round very good and everyone was excited to stay over.
Superhost
Chalet in Wareham
4.86 out of 5 average rating, 90 reviews

The Dorset Resort

DeniseRating, 5 stars1 month ago
Lovely accommodation good communications with the host :)
Superhost
Chalet in Bournemouth
4.89 out of 5 average rating, 9 reviews

Large chalet in woodland setting inc shepherds hut

BeverleyRating, 5 stars9 months ago
Joe was a great host and provided all information requested. Arrival was straightforward plenty of space. House was clean and welcoming. Photos need updating as property has been extended further. Shepherd hut in Garden was a great addition however it is cited at the bottom of a steep incline. The hot tub was a great addition and used well journey to the beach was about 15 minutes and parking was difficult but manageable. Shops et cetera were a short drive from the house. There were not many places to eat locally but plenty of takeaways if you needed them. A very enjoyable week in a lovely area about 30 minute drive to New Forest. Definitely worth considering.
Superhost
Chalet in Wareham
4.94 out of 5 average rating, 16 reviews

The Dorset Resort

DiRating, 5 stars10 months ago
Our stay at The Dorset Resort Chalet (called Sand Banks) was exceptionally good. Had most enjoyable comfortable stay. Chalet had just about everything you could need or wish for. Stayed July 2024. Beds super comfy. Best AirB&B’s we’ve stayed in – exceptionally comfortable, roomy, clean and just perfect. We would have absolutely no hesitation in recommending this Chalet as a great place to stay. We travelled to The Boat on the Bay Kimmeridge & had fresh lobster and scampi with salad and the best chips ever…! Fresh Crab and other fish available. This really is worth a visit as food incredible & prepared in professional food van served outside on picnic benches – all very comfortable. The Dorset Resort Chalet complex is connected to The Dorset Golf Resort and because of that, we had use of the Golf Bar, Club and Dining room for drinks, breakfast, sandwiches & Dinner. Our particular chalet also had a Sauna and 3 bathrooms. Top spec highly recommend.
Superhost
Chalet in Wareham
4.77 out of 5 average rating, 81 reviews

The Dorset Resort

SimonRating, 5 stars4 months ago
As a large group of friends getting together, the lodge was ideal; with eight separate beds, plenty of space, multiple ensuite bathrooms and a separate additional bathroom, alongside the bonus of a sauna. The resort was easy to find, with generous parking outside (we had five cars and a car trailer between us!). The kitchen was well stocked and laid out (you might need to bring an additional tea towel as only one is supplied) dishwasher tabs, UHT milk all provided. The oven was immaculate, and perfect for cooking multiple meals for the eight of us. Smart TV, fast free easy access WiFi, a beautiful and quiet location, with plenty of walks and places of interest nearby. The reception staff were friendly, helpful and accommodating.

Beachfront chalet rentals

Superhost
Chalet in Dorset
4.8 out of 5 average rating, 30 reviews

Luxurious holiday home at Weymouth Bay

KinaRating, 5 stars1 month ago
We stayed for 3 nights. The holiday house was spacious enough to fit family of 4. Plenty of room to play for little ones. Very clean and well organised. The only improvement I could suggest would be to install slim dishwasher but it was perfect anyway. I would recommend and come back.
Top guest favourite
Chalet in Dorset
4.97 out of 5 average rating, 39 reviews

Chesil Holiday Lodge, Weymouth *sea views*

SonjaRating, 5 stars7 months ago
We had such a lovely stay at Kate’s place. It was just what we needed…. Relaxing, peaceful with beautiful surroundings and views. The Chalet has been nicely decorated and has everything you’d need for a comfortable stay. There are activities onsite and lots to do locally. We especially loved our visits to Portland Bill. We’d definitely come back another time. Thanks for a wonderful stay. :-)
Top guest favourite
Chalet in West Lulworth
4.96 out of 5 average rating, 294 reviews

Durdle Door & Lulworth Cove. Family/Dog friendly.

AnnabelRating, 5 stars1 week ago
Immaculate place in a perfect location. The holiday park was very quiet and spotless, with great access to the coastal footpath. We explored so much of the Jurassic Coast & it was great to come back to our base. We found lots of great pubs close by and several different walking routes into Lulworth Cove. A super place to stay - we would highly recommend!
Chalet in Dorset
4.61 out of 5 average rating, 127 reviews

Weymouth Caravan Hire at Haven Littlesea

JimmyRating, 5 stars1 month ago
quick response time , clean and comfortable caravan in a great location. will be back again . even posted back our left behind iPad
Top guest favourite
Chalet in Dorset
4.96 out of 5 average rating, 129 reviews

Chalet 31 Monmouth Beach Lyme Regis

VickyRating, 5 stars1 month ago
It is hard to describe the beauty of this place. From the step out onto the beach which is at the quieter end of Lyme Regis but still very close to all the action to the Sky window to watch the stars. It has everything you could want in a small space which makes it feel cozy but also homely. This is my third time and I am someone who doesn’t like to visit the same place twice. I would recommend you book this place – you won’t be disappointed!
Top guest favourite
Chalet in Puncknowle
4.94 out of 5 average rating, 87 reviews

Little Beach House on West Dorset’s Jurassic coast

RosieRating, 5 starstoday
The Beach house was just perfect for our weekend away. It is situated in a peaceful location with beautiful views and within walking distance of two restaurants. For me it provided an ideal space to relax and read. From the lounge or the bench in the front garden I had views of the sea or I could enjoy sitting in the shrub lined garden at the back. I was also able to walk some of the coastal path, although very slowly with our 15 year old Jack Russell! For Andy it was just a 2 min walk down the path to the sea to go fishing. He's been fishing at West Bexington over the past 15 years and it was an absolute bonus to find this fab beach house. Sadly no fish this time! The Beach house is tastefully decorated and had absolutely everything we could possibly have needed for our stay. We also appreciated the eggs, milk and biscuits which were there for us on our arrival. We'll definitely be back! Many thanks Rosie and Andy
Guest favourite
Chalet in Weymouth
4.96 out of 5 average rating, 203 reviews

Summer Lodge

MarkRating, 5 stars1 week ago
Stayed for a few days in May 25. The place is stunning, with excellent views. Is exactly as described and has been a pleasure to stay at! Great communication and excellent hosts. Cheryl & Mark

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