Vacation 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

The Old Reading Room West Stafford, Dorset.

The Victorian Reading Room of West Stafford is of historical importance. Used before the war as a Reading Room for the villagers and estate workers, the newspapers were provided, the village shop in the late 1930s, then a workshop and a store room for the church. We have now lovingly restored, decorated and furnished this amazing building into a cosy self catering holiday retreat, "far from the madding crowd" Open plan, comfy double sofabed, wood burner, country walks and fabulous village pub.

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

Seaview Self-Catering-Fossils Reach

Modern double bed studio with bath/shower room and open plan kitchen/lounge situated on a working farm. Beautiful seaviews over the fleet and jurassic coast. Only 2 miles from Weymouth beach and a few strides from the south west coastal footpath. We are in walking distance of 5 public houses and restaurants and have ample parking. If your here for the breathtaking seaview walks or the attractions that weymouth has to offer you have found the right place.

Thatched Cottage by the Beach

The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.

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.

Carlton Guest Suites - Weymouth

This self contained guest suite located in Weymouth has its own entrance. One room with a small kitchenette and a separate bathroom. Though totally separate, it is attached to our house and there is a lock box at your front door for you to collect and return your key. It has it's own allocated parking spot on our drive at the front of the house. We are minutes away from the beach and are close to town and amenities!

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.