Chalet vacation rentals in Weymouth

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Popular amenities for Weymouth chalet rentals

Family-friendly chalet rentals

Top guest favorite
Chalet in Bridport
4.95 out of 5 average rating, 221 reviews

The Well Annex

Yasmin Rating, 5 stars1 week ago
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.
Chalet in Weymouth
4.81 out of 5 average rating, 21 reviews

Shepherd Oak - Escape to the country

AlexandraRating, 5 stars13 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

Dogs welcome! Lodge for 4, enclosed garden Dorset

SeanRating, 5 stars8 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
4.66 out of 5 average rating, 211 reviews

Self-catering Chalet with Parking

PetreRating, 5 stars2 weeks ago
Really nice place, will go again!
Chalet in Weymouth
4.91 out of 5 average rating, 134 reviews

Bowleaze Cove with a view

LaraRating, 5 stars7 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 Bransgore
4.79 out of 5 average rating, 28 reviews

Avon Tyrrell Forest Lodge- 6 Berth

TansyRating, 5 stars2 months ago
We loved our stay here. Will be back in the summer for sure. Thank you
Chalet in Lymington
4.76 out of 5 average rating, 37 reviews

Caravan 24 Hurst View

JacquiRating, 5 stars23 months ago
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.
Superhost
Chalet in Milton on Stour
5 out of 5 average rating, 4 reviews

Stunning Lakeside Lodges

SarahRating, 5 stars32 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.

Luxury chalet rentals

Guest favorite
Chalet in Hordle
4.88 out of 5 average rating, 94 reviews

New Forest chalet sleeps 12 chef/hot-tub

AliceRating, 5 stars1 month ago
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.
Superhost
Chalet in Bournemouth
4.89 out of 5 average rating, 9 reviews

Large chalet in woodland setting inc shepherds hut

BeverleyRating, 5 stars8 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 Mudeford
New place to stay

The Great Escape

Beachfront chalet rentals

Top guest favorite
Chalet in Dorset
4.97 out of 5 average rating, 39 reviews

Chesil Holiday Lodge, Weymouth *sea views*

SonjaRating, 5 stars6 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. :-)
Superhost
Chalet in Dorset
4.81 out of 5 average rating, 27 reviews

Luxurious holiday home at Weymouth Bay

CarolRating, 5 stars2 weeks ago
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.
Chalet in Isle of Wight
4.71 out of 5 average rating, 17 reviews

Fort Albert

RoseRating, 5 stars11 months ago
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.
Top guest favorite
Chalet in Puncknowle
4.94 out of 5 average rating, 78 reviews

Little Beach House on West Dorset’s Jurassic coast

DaveRating, 5 stars5 days ago
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
Top guest favorite
Chalet in Isle of Wight
4.94 out of 5 average rating, 18 reviews

Holiday chalet with stunning sea views

AmandaRating, 5 stars1 month ago
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 😊
Guest favorite
Chalet in East Southbourne
4.87 out of 5 average rating, 23 reviews

Hengistbury Head Chalet

AbderaoufRating, 5 stars8 months ago
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 🙏
Chalet in Dorset
4.62 out of 5 average rating, 125 reviews

Weymouth Caravan Hire at Haven Littlesea

JimmyRating, 5 stars5 days ago
quick response time , clean and comfortable caravan in a great location. will be back again . even posted back our left behind iPad
Guest favorite
Chalet in Isle of Wight
4.79 out of 5 average rating, 58 reviews

Bungalow with sunset views and ferry discount

PrayashRating, 5 stars7 months ago
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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