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Vacation rentals in Chickerell

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Top-rated vacation rentals in Chickerell

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

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Guesthouse in Dorset

4.98 out of 5 average rating, 107 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

Guesthouse in Dorset

4.96 out of 5 average rating, 139 reviews

Seaside studio cabin minutes from 'secret' beach

Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

Home in Wyke Regis

4.97 out of 5 average rating, 109 reviews

Seaside house. Free parking. Near sailing academy.

Sea Holly is a very well presented, two bedroomed, terraced house, situated just 100 metres from sea. There is high speed wifi, self check-in and allocated parking. The location provides easy access to a variety of water sports, the spectacular Chesil Beach, Jurassic coast and the tranquil Fleet lagoon. The close-by Smallmouth Bay provides a sandy beach and safe swimming for all the family. There are a selection of restaurants, pubs and takeaways, to suit all tastes, within walking distance.

Townhouse in Wyke Regis

4.93 out of 5 average rating, 123 reviews

The Wyke Square House in charming Weymouth

The Wyke Square House is a delightful and comfortable home-away-from-home spread over three floors. Located in the heart of charming Wyke Regis, you are moments away from the town centre and Weymouth's coves and renowned beaches. There are plenty of great pubs and restaurants nearby, as well as loads of attractions. Whether you are here to relax or for work, to hike along the Jurassic Coast, or to sail or windsurf at the National Academy - welcome to our piece of Jurassic Coast paradise!

Condo in Dorset

4.97 out of 5 average rating, 102 reviews

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.

Rental unit in Weymouth

4.9 out of 5 average rating, 355 reviews

(Upper Deck) Beachside studio Weymouth

A stones throw from the waters edge this studio has 270 degrees of coastal views from an elevated position (The 'crows nest' balcony! ) The windows and Private balcony have outstanding panoramic views across the Jurassic coast and Weymouth, catching beautiful sunrise and sunsets. NO NEED FOR A CAR- ITS ALL HERE! ...hikes, cycle, kayak, swim, run! Great vibe at the famous Oasis Cafe nearby. Please note: Beach terrace shared with shop - can get busy in July/August period.

Guesthouse in Southhill

4.83 out of 5 average rating, 166 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, 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.

Townhouse in Dorset

4.94 out of 5 average rating, 100 reviews

Sailor's Watch: A beautiful home by the sea...

A spacious Grade 2 Listed Dutch Style harbourside merchant house which has been split into two homes. You will be renting our home which spans across the first and second floors. It has been recently refurbished and has wonderful views of the harbour. There is a garden out the back with table and chairs. Close to the main town, beach and amenities of Weymouth. Dogs will be charged at £20 each per booking, please let me know if you are bringing your dog with you.

Rental unit in Weymouth

4.91 out of 5 average rating, 377 reviews

Flat One The Beaches

***Flat one the Beaches is in a central position & can be noisy in the evenings especially at the weekends***Recently converted Grade II listed building 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.

Rental unit in Weymouth

4.92 out of 5 average rating, 202 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 2 adults but also sleeps up to 1 child aged 4-12. Superfast Sky WiFi.

Rental unit in Weymouth

4.91 out of 5 average rating, 616 reviews

Splendid Quiet Ground Floor Apartment Near the Sea

This gorgeous large studio apartment with separate entrance is contained within an historic Georgian house, minutes from the ocean. Peace and quiet are ensured by a large well tended front garden with off street parking. The accommodation has a spacious shared patio, giving way to an established secluded garden. The apartment boasts a stylish fully fitted kitchen and leather Chesterfield sofa, chairs and a large comfy bed .

Tiny home in Weymouth

4.86 out of 5 average rating, 153 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.

Vacation rentals for every style

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Homes

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Popular amenities for Chickerell vacation rentals

Free parking on premises

Air conditioning

Stay near Chickerell's top sights

Turks Head Inn6 locals recommend

The Fat Badger14 locals recommend

Bennetts Water Gardens6 locals recommend

Other great vacation rentals in Chickerell

Place to stay in Weymouth

4.95 out of 5 average rating, 222 reviews

Pebble Lodge

Shepherd’s hut in Waddon

4.97 out of 5 average rating, 202 reviews

The Hide on the Vineyard with wood fired hot tub

Condo in Chickerell

5 out of 5 average rating, 22 reviews

Weymouth nest with FREE parking, 10 min to beach

Guest suite in Chickerell

4.92 out of 5 average rating, 73 reviews

Valentines Holiday Cottage

Rental unit in Dorset

5 out of 5 average rating, 25 reviews

Seaside apartment with parking

Rental unit in Dorset

4.98 out of 5 average rating, 41 reviews

Perfect 2 bed home from home close to beach

Condo in Dorset

4.88 out of 5 average rating, 41 reviews

Beachside View

Farm stay in Nottington

5 out of 5 average rating, 9 reviews

Dirdale - Spacious & Luxurious Rural Luxury

Quick stats about vacation rentals in Chickerell

Total rentals
90 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
2.6K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
30 properties have a pool

Frequently Asked Questions

Do house rentals in Chickerell have wifi?
Absolutely! We offer over 10 house rentals with wifi in Chickerell. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Chickerell?
Make yourself at home in Chickerell by choosing from our most frequently booked neighborhoods. We have over 830 vacation rentals in Charlestown, over 830 vacation rentals in Buckland Ripers, and over 900 vacation rentals in Chickerell.
How much does it cost to stay in house rentals in Chickerell?
Experience the best of Chickerell with our house rentals, starting at about $40 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 30 vacation homes with pools in Chickerell, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Chickerell have free parking?
Absolutely! We offer over 10 house rentals with free parking in Chickerell. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chickerell have a kitchen?
Absolutely! We offer over 10 house 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 60 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 a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Chickerell?
Yes! Work meets play with ease at over 30 vacation rentals in Chickerell featuring dedicated workspaces. Stay connected and productive in your home away from home.

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