
Chalet vacation rentals in Weymouth
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Top-rated chalet rentals in Weymouth
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Popular amenities for Weymouth chalet rentals
Family-friendly chalet rentals

The Well Annex
Sal is extremely helpful and friendly. Sal made us feel very welcome by ensuring we had milk, bread ( of our choice), tea,coffee, juice, eggs butter etc when we arrived after a long journey. The Well is a clean, well equipped, tranquil place with a lovely peaceful enclosed garden with ample seating/ dining areas. The Well allows easy access to several beaches: West Bay, Charmouth, Lyme Regis as well as other beautiful spots in Dorset & East Devon. We had a lovely stay. Thank you Sal & family.

Shepherd Oak - Escape to the country
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!

Dogs welcome! Lodge for 4, enclosed garden Dorset
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!

Self-catering Chalet with Parking
Really nice place, will go again!

Bowleaze Cove with a view
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!

Avon Tyrrell Forest Lodge- 6 Berth
We loved our stay here. Will be back in the summer for sure. Thank you

Caravan 24 Hurst View
The host and reception staff were extremely helpful and friendly. A couple of issues we had on arrival were swiftly dealt with in a friendly and efficient manner. Our host was very flexible and went out of her way to ensure we were happy during our stay. The location of the accommodation is excellent and it sits in an amazing area. It's quiet, rural and very pretty. We look forward to visiting again.

Stunning Lakeside Lodges
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.
Luxury chalet rentals

New Forest chalet sleeps 12 chef/hot-tub
Great host, really good communicator and very responsive to any questions. Easy to follow instructions for check in and they had left a lovely gift for my daughter as it was her 3rd Birthday, which was a very kind and personal touch. We made use of the private chef and hot tub which were both excellent. The house was immaculate and great for kids too, with plenty of toys and a large enclosed garden. We would definitely stay here again.

Large chalet in woodland setting inc shepherds hut
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.

The Great Escape
Beachfront chalet rentals

Chesil Holiday Lodge, Weymouth *sea views*
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. :-)

Luxurious holiday home at Weymouth Bay
Sam’s place is exactly as described, spotlessly clean and extremely comfortable. Sam is a brilliant host, very responsive and a delight to deal with. I would highly recommend both the home and the host.

Fort Albert
Gregory was helpful, very responsive to emails. The chalet is in the most spectacular location with sunsets galore and a beach visible from the chalet. The Downs are also visible. It's quiet and peaceful. Freshwater and Yarmouth are close by with their own beaches and village centres. There's a good curry house called Jaffran, both restaurant and take away in Freshwater, which I believe will deliver as far as the chalet. The chalet is very nice, comfortable beds with good cupboard space. The kitchen is clean and well stocked, the bathroom as well. The shower is quick to heat up, with good water pressure. I definitely will stay here again if I come back to the Island. Thanks Gregory.

Little Beach House on West Dorset’s Jurassic coast
The chalet is small but perfectly formed with all the home comforts you need, the location was great just 30 secs from the beach which the dog loved, set on a private no though road with a lovely cafe / Bar a minutes walk away I would definitely recommend

Holiday chalet with stunning sea views
Absolutely recommend Amanda's Chalet to stay. I stayed for a week. The place was beautifully presented as described in the listing. Everything was clean. Beautiful peaceful setting, Easy walk to the seafront and Colwell Bay. I found the bed very comfortable, the Chalet had everything I needed for a relaxing break. Would return again, thank you Amanda 😊

Hengistbury Head Chalet
We enjoyed a lovely stay, a nice stylish chalet in great location fresh, clean and well laid out. We had everything we needed. The hosts were extremely kind and helpful. Will 100 % be staying there again on my next visit. Thank you Gosia 🙏

Weymouth Caravan Hire at Haven Littlesea
quick response time , clean and comfortable caravan in a great location. will be back again . even posted back our left behind iPad

Bungalow with sunset views and ferry discount
I really liked the place. The sunset view from bedroom and carpark(right in front of the house) is incredibly beautiful. House was clean and only 15 min drive to needles attraction landmark. Overall, very pleased with the stay. Definitely recommend to everyone.
Quick stats about chalet rentals in Weymouth
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Wifi availability
10 properties include access to wifi
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- New Forest national park
- Chesil Beach
- Cheddar Gorge
- Weymouth Beach
- Bournemouth Beach
- Kimmeridge Bay
- Avon Beach
- Boscombe Beach
- Southbourne Beach
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Tapnell Farm Park
- The Tank Museum
- Crealy Theme Park & Resort
- Preston Sands
- Torre Abbey
- Sandy Bay Beach Blue Flag Winner 2019
- Charmouth Beach
- Hurst Castle
- Palace House
- Dawlish Warren Beach
- Poole Quay
- St Mary's Bay
- Watcombe Beach