Vacation rentals in Chickerell

Flat One The Beaches

New for 2026 parking permit for Zone F on street parking The apartment is in a central position & can be noisy in the evenings especially at the weekends Recently converted Grade II listed property on Weymouth seafront. The apartment is one of four located off a private inner courtyard on the first floor. well equipped apartment across the road from Weymouth’s award winning beach and nestled a stones throw away from Weymouth town with its great choice of harbour side restaurants and bars.

Chalkhill View - Idyllic, Sea Views & Parking

Welcome to Chalkhill View, our family friendly holiday home based in Weymouth, Dorset. A two bedroom property with free parking and beautiful sea views. 𓇼 Sleeps 4; one double with sea views, one twin. 𓇼 Walking distance into Weymouth and just a 5 minute drive from Portland. 𓇼 Dog friendly with an enclosed garden. 𓇼 One free parking space, plus more on the road if you need. 𓇼 Gorgeous sea views across Weymouth Bay to the cliffs of Portland. 𓇼 Situated on The South West Coast Path.

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.

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

Beachside View

Enjoy easy access both beach and town centre from this beachfront couples' retreat. This top floor (3rd floor) flat has panoramic views across the bay and there's even a telescope. This apartment is right next to a M&S food hall and within 100m of a fish n chip shop, a Chinese takeaway, a traditional pub and several bars and restaurants. There is a king size bed in the bedroom and a sofa that pulls out into a bed in the lounge. Access to the bathroom is through the bedroom.

Seaside snug next to harbour

Welcome to our small but perfectly located seaside snug, tucked adjacent to Weymouth's beautiful bustling harbour. Just a two minute walk to the beach, you'll be right in the heart of it all, surrounded by local restaurants, pubs, boats and the buzz of harbour life. This is a compact space, ideal for couples, friends or solo travellers who'd like a simple but stylish base while exploring the coast. Sofa bed bedding available by request. Limited F zone parking £5 day.

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.

The Bunker • Stylish Coastal Stay • Walk to Beach

Stay close to everything in this stylish apartment, just a short walk from Weymouth’s beach and town centre. The area is breathtaking, with the Jurassic Coast and iconic spots like Lulworth Cove and the Isle of Portland nearby. Weymouth’s harbour, restaurants, cafés and coastal paths are all within easy reach, making it a great base for exploring. Complimentary tea, coffee, some biscuits and toiletries are provided to help you settle in on arrival.

Captain's Retreat

A stone's throw from Weymouth's award winning beach, Captain's Retreat is a spacious apartment within a grand Georgian building on Weymouth's famous Esplanade. A cozy and stylish theme, with 180 degree views of beautiful Weymouth bay and Durdle Door in the distance from both the lounge and kitchen. A home from home experience awaits! Captain's Retreat also offers free parking in zone H. The permit is provided in a wallet inside the apartment.

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.