Holiday rentals in Chickerell

Palm Cottage

A good sized modern One bedroom garden annex only a short walking distance to local pub, take away, convenience store & hairdressers with a 20 minute walk into the Town Centre and Beach (£6 - £7 taxi ride) Weymouth is a very popular tourist attraction with numerous high end eating establishments, a superb beach and harbour which are particularly vibrant during the Spring and Summer months, a golf course and a railway station. Only 13 miles from the picturesque Lulworth Cove & Durdle Door

Valentines Holiday Cottage

The cottage can sleep four people, with two bedrooms, a fitted kitchen, comfortable lounge and modern bathroom. Everything is recently fitted and is in lovely condition. The cottage is set in beautiful countryside with great views. Located a short walk from the Fleet, which is a tidal inland water that has views all along the Chesil beach from Portland to Lyme Regis. The Chesil beach itself is a world class beach for fishing all year round and is especially popular during the mackerel season.

The Outback Cabin

Relax with the whole family at this peaceful place to stay. There is a super king memory foam bed as well as a sofa which pulls out into a double bed. The bedroom leads directly into a bathroom equipped with walk in electric shower, toilet and sink. There is a small kitchenette area which hosts a fridge, microwave, toaster and kettle. Tea and coffee is supplied. There is a 5 seat hot tub at the side of the cabin for use whilst staying at the property as well as outdoor patio furniture.

Newly built self contained Annex in Weymouth

A new purpose built self-contained annex, located in one of Weymouth's most prestigious and quiet locations. Situated a few minutes walk from a local beach and with just a 10 minute walk to Weymouth harbour. The property is thoughtfully furnished to provide a comfortable experience. A large Juliet balcony and plenty of windows ensure a light and airy ambience. Private gated off road parking with security cameras leads to a rear self contained outdoor patio area and the main entrance.

Marwells Farm Cottage

Beautiful countryside Cottage, located in a rural setting on the river Wey. Local walks from your doorstep, Short car journey to Weymouth sea front. Self contained annexe with private entrance. Fully fitted galley kitchen. One bedroom with a double and single bed+ sofa bed in the sitting room. Children of all ages welcome. I am pet friendly, with felines of my own. Wi-Fi is available but very limited due to rural location. Free on site parking. All photographs taken in January 2026

Dream beach

Dream Beach is a newly renovated 3 bedroom apartment, immaculate throughout, and only a stones throw from the beautiful Weymouth beach. The apartment has the most amazing panoramic sea views which are an absolute dream and a view you’ll never grow tired of. The apartment is brand new throughout, including new kitchen and bathroom. The master bedroom and lounge diner have wonderful sea views of the whole bay that stretch as far as Lulworth Cove and Portland.

Seaview Self Catering-Chesilhay

Modern one bed ground floor studio with open plan kitchen and living area and on-suite bathroom. Tastefully designed with everything you could need for your perfect getaway. Spacious bedroom with king size bed leading to the on-suite, with a large shower and fresh towels provided. The living area is equipped with a modern kitchen and breakfast bar dining area, with a comfy sofa positioned in front of the smart TV. Access to a shared garden.

The Hide in the treetops near weymouth town/beach

Open plan space: sleeps 2; king size bed; bed linen. Kitchen with induction hob; electric oven; microwave and fridge freezer; coffee machine; tea towels. Ensuite shower room; hand towels & Bath sheets. Beach Towels not provided so please remember to pack yours! Comfy sofa; dining table and 4 chairs. Large TV and wifi. No children of any age and no animals/pets allowed. Smoking strictly prohibited inside The Hide or on the grounds.

Luxury Coastal Bolthole · Hot Tub · Beach Access

Walk past what looks like a garage and discover a stunning coastal bolthole all your own. Perfectly formed for two, with uninterrupted sea views, an open-plan living space opening onto a sun terrace, and your own private steps down to Castle Cove beach. Soak in the hot tub, fire up the BBQ, and watch the boats drift by. All towels, toiletries, and even beach kit provided. A romantic, characterful hideaway on the Dorset coast.

Weymouth nest with FREE parking, 10 min to beach

A stunning newly refurbished two bedroom ground floor flat stylishly finished to a high standard with garden and free parking. situated in a residential area of chickerell village with play park, local shops, Bennett’s water gardens, the gorgeous fleet is a stones through away and our award winning beach is a short drive away with it’s gorgeous restaurants and bars there is definitely something for all the family.

Detached property, beams, hot tub big garden 166m2

Take it easy at this unique and tranquil getaway. Totally relax with traditional property with beams , hot tub with roof , underfloor heating , log burner, large outdoor detached bar . And large garden and air conditioning upstairs. Located 800 yards from Upwey train station and 2.5 miles from Weymouth with bus stop 100 yards away. Lots of great walks and property 10 yards from river wey.

Quiet 3 bed cottage with views over fields

Enjoy the Dorset countryside from this modern cottage in a traditional style. Looks out over fields with just a footpath at the front this is a perfect spot to unwind and explore from. Suitable for up to 3 couples or if you are travelling as a family. Huge kitchen diner with boot room leading outside to an enclosed garden with lawn. Have a relaxing stay (min.7 nights).