Holiday rentals in Chickerell

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Top-rated holiday rentals in Chickerell

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Guest favourite
Guest house
4.84 out of 5 average rating, 296 reviews

Bright & Snug annexe with Parking in Weymouth

Welcome to our one bedroom self contained private accommodation with parking space in Weymouth. Consisting of a double bed, two seater sofa ( NOT suitable to sleep) , mini kitchen unit with sink, kettle & toaster, fridge, smart TV, chest of drawers, shower room. Weymouth town Centre, train station and Weymouth’s popular beach is a 20 minute walk through the RSPB nature reserve, where you will see swans, ducks & plenty of bird species. Pub, pharmacy & shop is only a 5 min stroll down the road

Top guest favourite
A view of a charming seafront street, lined with historic buildings in various hues. Pedestrian-friendly spaces are visible, with outdoor seating outside restaurants. The well-maintained promenade leads towards the beach, highlighting the vibrant coastal atmosphere of Weymouth.
Flat
4.9 out of 5 average rating, 460 reviews

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.

Guest favourite
Guest house
4.96 out of 5 average rating, 136 reviews

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

Guest favourite
An open-plan living area offers large glass doors with views of the Fleet Lagoon. Comfortable furnishings include a spacious beige sofa and a glass coffee table. A telescope is positioned next to a seating area, allowing guests to enjoy the scenic coastal landscape.
Chalet
4.95 out of 5 average rating, 218 reviews

Summer Lodge

The Summer Lodge boasts uninterrupted views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the South West Coast Path (Jurassic Coast). Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre and harbour, our stunning holiday home is perfectly situated for anyone wanting a coastal escape. Our sea view lodge sleeps 6 people. There are 2 double bedrooms and a small double sofa bed.

Top guest favourite
Apartment
4.97 out of 5 average rating, 204 reviews

Townhouse Flat

A lovely one bed first floor flat within family home. The flat sleeps 4, max 5 with z bed. The flat is self-contained, but is accessed via the family home front door, hallway and stairs. The flat is on the first floor of a period townhouse on Dorchester Road, and is close to local amenities (Tesco Express, pub, Post Office and chip shop). The beach is a 10 min walk away and the town centre is a 20 min walk. Free on street parking is available. See additional charges for Z bed hire.

Top guest favourite
The exterior of Sunnyside Lodge features a well-maintained brick facade adorned with vibrant flower planters. A paved driveway is visible, leading to the entrance, with clear space indicating off-road parking availability. The surrounding area includes privacy fencing and additional greenery.
Bungalow
4.97 out of 5 average rating, 344 reviews

Sunnyside Lodge

Sunnyside Lodge is a fully self-contained property with a private entrance and off-road parking located 1.4 miles from Weymouth town centre. The property has been converted to a holiday let, decorated to a crisp, clean and comfortable finish. The property comes with access to high speed WiFi, Sky Q and is fully fitted with fire alarms and a CO2 alarm. The location provides excellent transport links to surrounding local attractions including The Jurassic Coast - a World Heritage Site.

Superhost
Cottage
4.79 out of 5 average rating, 146 reviews

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

Top guest favourite
The wood-fired hot tub, crafted from cedar, is positioned under a wooden shelter, offering a view of the vineyard and sunset. The serene water surface reflects the trees and warm evening light, providing a tranquil setting for relaxation.
Shepherd’s hut
4.97 out of 5 average rating, 270 reviews

The Hide on the Vineyard with wood fired hot tub

'The Hide' is a truly romantic hideaway on an English Vineyard with your own Shepherd's Hut, Cabin, Shower room & Private Wood Fired Hot Tub for two adults Everything you see in the photos are for your own exclusive use - no sharing - your own corner of a beautiful little vineyard! A perfect place to relax in a romantic setting for two Enjoy beautiful sunsets over the vines whilst soaking in your own private wood fired hot tub which has a small extra charge of £50 per stay

Guest favourite
A round window frames a view of a bright sky and distant sea. A collection of tea cups and a teapot is positioned near the window, enhancing the serene setting. Coastal greenery is visible outside, inviting reflection.
Loft
4.84 out of 5 average rating, 248 reviews

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.

Top guest favourite
An open-plan loft apartment is visible through large sliding glass doors, inviting natural light. A comfortable sofa and kitchen area can be seen. A deck features two outdoor chairs, reflecting a serene outdoor space for relaxation.
Place to stay
4.96 out of 5 average rating, 281 reviews

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.

Top guest favourite
Tiny home
4.9 out of 5 average rating, 254 reviews

Cosy Sail Loft on the harbour.

This special place is close to everything, making it easy to plan your visit. With your own parking space, own entrance, bedroom / lounge, own kitchen and Bathroom, you can be fully self sufficient or enjoy all the local pubs and restaurants on your door step. Literally right on the harbour front and only a minute away from the beach, this cosy property allows you to enjoy all of this seaside town within a few minutes.

Top guest favourite
A bright dining area is highlighted by a round table surrounded by six white chairs. Natural light pours through a glass-roofed conservatory, illuminating the light grey walls and patterned flooring. A vase with flowers sits at the center, enhancing the welcoming ambiance.
Apartment
4.99 out of 5 average rating, 76 reviews

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.

Popular amenities for Chickerell holiday rentals

When is the best time to visit Chickerell?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Chickerell?

    Chickerell has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in rv rentals in Chickerell?

    Experience the best of Chickerell with our rv rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Chickerell?

    Four-legged friends are welcome in Chickerell. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Chickerell?

    Yes! Work meets play with ease at over 10 vacation rentals in Chickerell featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Chickerell vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Chickerell, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Chickerell?

    Make yourself at home in Chickerell by choosing from our most frequently booked neighborhoods. We have over 810 vacation rentals in Charlestown, over 900 vacation rentals in Chickerell, and over 810 vacation rentals in Buckland Ripers.

  • Do rv rentals in Chickerell have a kitchen?

    Absolutely! We offer over 10 rv rentals with a kitchen in Chickerell. Enjoy a tailored experience with all the comforts you desire.

  • Do rv rentals in Chickerell have free parking?

    Absolutely! We offer over 10 rv rentals with free parking in Chickerell. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Chickerell

  • Total holiday rentals

    Explore 70 holiday rentals in Chickerell

  • Nightly prices starting at

    Chickerell holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 2,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Chickerell holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chickerell rentals

  • 4.8 Average rating

    Chickerell stays are highly rated by guests – averaging 4.8 out of 5!

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