Holiday houses in Chickerell

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Top-rated holiday rentals in Chickerell

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Guesthouse in Southhill
4.84 out of 5 average rating, 295 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.
Apartment in Weymouth
4.9 out of 5 average rating, 459 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
Guesthouse in Dorset
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

Top Guest favourite
Condo in Dorset
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 in Weymouth
4.97 out of 5 average rating, 342 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 in Dorset
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

Superhost
A row of historic seaside buildings is illustrated along the waterfront, reflecting in the calm water below. A clock tower stands prominently amongst the architecture. The blue sky is dotted with clouds, contributing to the serene coastal ambiance.
Apartment in Dorset
4.77 out of 5 average rating, 130 reviews

Belle View Apartment

Whitesands apartments are situated on the seafront overlooking Weymouth’s glorious sandy beach and close to the Pavilion, harbour and town centre. Whilst retaining many of its original features, the property has been modernised to include fully fitted kitchens, central heating and new bathrooms. Refurbished and redecorated to a very high standard, Whitesands can now boast the interior quality that its imposing exterior has demanded. Enjoy the glorious view over Weymouth Bay.

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 in Chickerell
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 in Dorset
4.96 out of 5 average rating, 280 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 in Weymouth
4.9 out of 5 average rating, 252 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 clear view is provided through a window, framing the sandy beach and sea beyond. Vibrant beach umbrellas dot the shoreline, and seating is visible on a small balcony. The scene captures a sunny day, reflecting the coastal charm of Weymouth.
Apartment in Weymouth
4.93 out of 5 average rating, 261 reviews

Central, beach front apartment - with own balcony

Watch the sun rise and night fall over the bay from this charming, central Esplanade, Georgian first floor apartment with free parking permit. Looking directly onto Weymouth's award winning beach and just minutes from Weymouth's picturesque harbour and town. A comfortable, light and airy living space offering a large sea and beach view balcony with seating. Ideal for couples. Superfast Sky WiFi.

Top Guest favourite
A dining area outdoors features a round glass table surrounded by four wicker chairs. A vase of fresh tulips sits at the center, with two glasses and a bottle nearby. The view overlooks a tranquil body of water and distant landscapes under a clear blue sky.
Place to stay in Weymouth
4.94 out of 5 average rating, 273 reviews

Pebble Lodge

Pebble Lodge is a stylish, modern and luxury home from home for four guests (plus one infant). Situated on the five star Chesil Beach Holiday Park, Pebble Lodge boasts an uninterrupted view of the Fleet Lagoon and Chesil Beach, infamous parts of the Jurassic Coast. Beautiful accommodation, finished with some personal touches really makes Pebble Lodge the perfect coastal escape in all seasons.

Popular amenities for Chickerell holiday rentals

When is the best time to visit Chickerell?

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Avg. price$258 NZD$261 NZD$226 NZD$221 NZD$231 NZD$231 NZD$281 NZD$306 NZD$219 NZD$224 NZD$219 NZD$223 NZD
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Frequently Asked Questions

  • 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 810 vacation rentals in Buckland Ripers, and over 900 vacation rentals in Chickerell.

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

    Experience the best of Chickerell with our rv rentals, starting at about $90 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 30 vacation rentals for guests traveling with pets.

  • 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!

  • 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.

  • 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.

  • 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.

  • What are the most popular amenities for RV Rentals in Chickerell?

    Enhance your stay in our RV Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $33 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    50 of Chickerell holiday rentals include Wi-Fi 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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