Self catering holiday cottage rentals in Weymouth, Dorset, England

25 rental properties

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Price from £4900
Next available 02/10 to 05/08/23
sleeps 6 - 12 guests 6 - 12
5 bedrooms 5
4 bathrooms 4
no dogs allowed
5 star

5 bedroom Coastal Cottage

Beautifully furnished family-friendly holiday cottage with an outside heated swimming pool, extensive gardens, plus a trampoline and table-tennis, just 100 metres walk from the beach at Seatown.

Facilities & Features: Gold Award Winning CottageTVFree WifiGames roomHeated pool
Price from £390
Next available 29/10 to 12/11/22
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
4 star

2 bedroom Cottage

Charming 2 bedroom, dog-friendly holiday home located near the heart of Chickerell, conveniently close to the beautiful Dorset Jurassic coast and just 3 miles from Weymouth.

Facilities & Features: TVFree Wifi
Price from £695
Next available 31/10 to 05/11/22
sleeps 2 - 6 guests 2 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

3 bedroom Holiday Barn

Want to stay somewhere with tranquil rural views over fields and pastures where you can relax and unwind in Dorset? This 3 bedroom family-friendly and dog-friendly ban could be perfect, close to Thomas Hardy's Country and within reach of Dorset's Jurassic Coast for day trips.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £675
Next available 04/11 to 21/11/22
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1

1 bedroom Thatched Cottage

Delightful thatched cottage in Dorset in the West Country, with one double bedroom, original features and a location very near to the stunning Jurassic coast this is an ideal cottage for a romantic break.

Facilities & Features: TVFree Wifi
Price from £1125
Next available 17/10 to 21/10/22
sleeps 6 - 8 guests 6 - 8
4 bedrooms 4
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2

4 bedroom Farmstay

This 4 bedroom country cottage has a definite wow factor with high quality interiors, an inglenook fireplace, a woodburning stove and a private hot tub along with a secluded garden and a location in rural Dorset close to the Jurassic coast.

Facilities & Features: TVFree WifiOutdoor Hot Tub
Price from £572
Next available 04/11 to 11/11/22
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
dog-friendly cottage, 2 dog(s) welcome2
5 star

2 bedroom Barn Conversion

This 2 bedroom pet-friendly barn conversion is located within a development of six holiday barns in a tranquil rural setting close to the Purbeck Heritage Coast and the Jurassic Coast, shared facilities on site include a games room with pool table, table football and air hockey, whether for a family holiday or a getaway with friends, there is plenty to keep you entertained here.

Facilities & Features: TVGames room
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1751
Next available 01/10 to 24/12/22
sleeps 5 - 10 guests 5 - 10
5 bedrooms 5
6 bathrooms 6
no dogs allowed
5 star

5 bedroom Townhouse

Elegant 5 bedroom holiday rental in Weymouth, all ensuite bedrooms, stunning sea views and excellent location opposite the beach.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1335
Next available 21/10 to 28/10/22
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed
4 star

2 bedroom Unique Lighthouse Cottage

For a seaside holiday how about Branscombe Holiday Cottage right next to Old Higher Lighthouse? With a stunning location perched on the cliff-side on the Jurassic Coast and with access to a shared outdoor pool in the summer months, this is a very special and unique holiday home.

Facilities & Features: TVHeated pool
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £499
Next available 30/09 to 28/12/22
no booking fee
sleeps 2 - 6 guests 2 - 6
2 bedrooms 2
2 bathrooms 2
no dogs allowed
4 star

2 bedroom Cottage Complex

Luxurious 2 bedroom holiday rental on a farm in rural Dorset, with country views, a private bubbly hot tub and access to excellent onsite leisure facilities including a swimming pool, a sauna, a children's play area and a games room.

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
Price from £1004
Next available 15/10 to 24/12/22
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed
3 star

2 bedroom Chalet

Tucked away on the Eypes Mouth Chalet Park in Eype, Dorset is this wonderful, two-bedroom chalet, Beside the Sea.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £574
Next available -
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
2 bathrooms 2
no dogs allowed
4 star

2 bedroom Holiday Apartment

Smartly Presented 2 Bedroom Holiday Apartment in Weymouth with Harbour Views.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1128
Next available 24/10 to 28/10/22
sleeps 3 - 6 guests 3 - 6
3 bedrooms 3
2 bathrooms 2
dog-friendly cottage, 1 dog(s) welcome1
5 star

3 bedroom Barn Conversion

Family-friendly and dog-friendly barn conversion with modern interior, situated within a small development on a working farm, ideal for rural retreat breaks and within reach of the Jurassic Coast.

Facilities & Features: TVGames room
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £6000
Next available 28/10 to 04/11/22
sleeps 12 - 40 guests 12 - 40
16 bedrooms 16
11 bathrooms 11
dog-friendly cottage, 3 dog(s) welcome3

16 bedroom Mansion

Wonderful Georgian country house set in over an acre of gardens close to a gorgeous Dorset valley and near to the seaside, with a location and accommodation like this, this is a very special place.

Facilities & Features: TVFree WifiGames roomSaunaHeated pool
Price from £499
Next available 30/09 to 28/12/22
no booking fee
sleeps 4 - 6 guests 4 - 6
2 bedrooms 2
2 bathrooms 2
no dogs allowed
4 star

2 bedroom Rural Retreat

High quality 2 ensuite bedroom holiday rental with private hot tub and access to a shared swimming pool, on a family run farm in rural Dorset.

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
Price from £1624
Next available 30/09 to 22/10/22
sleeps 4 - 8 guests 4 - 8
4 bedrooms 4
2 bathrooms 2
no dogs allowed
3 star

4 bedroom Cottage

Positioned in the heart of the popular seaside resort of Weymouth rests this remarkable whitewashed holiday home, Picardy Cottage.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
* Price quoted is not inclusive of any applicable booking fees or local charges.

Chesil Beach near WeymouthFor a seaside self-catering holiday destination Weymouth certainly ticks all of the boxes. There’s something for everyone whether you’re a family, a couple or travelling on your own. The long sandy beach and safe waters are perfect for kids to have fun. Whether they’re splashing in the sea, playing ball or building sand castles they’ll have the time of their lives in Weymouth. Donkey rides, Punch & Judy and other beachside fun shows will help to keep them entertained and happy throughout the long summer days. And there’s the picturesque, historic harbour too. From there you can take a pleasure or fishing trip out to sea, along the Jurassic coast, to Portland or just across the harbour. You could even splash out and all go on a day trip to the Channel Isles from Weymouth.  Weymouth certainly has plenty to recommend it for cottage holidays for families as well as couples.


What Weymouth, Dorset offers for Self-Catering Holidays

When it comes to finding a comfortable place to stay, Country Cottages Online’s collection includes coastal cottages and even cottages with sea views. Take a look and see if you can find an inspirational place to stay.

It’s not just the beach that attracts tourists to Weymouth. There are some lovely gardens and parks in the resort for a bit of tranquillity, coastal walks with stunning views and nature reserves like Radipole and Lorton Valley. The promenade is flat and taking things at a leisurely pace gives you a chance to take in some of the sights, the beautiful Victorian jubilee clock for example. Another royal jubilee is celebrated in the town with a statue, the golden anniversary of King George III who was a regular visitor to Weymouth. King George is also depicted in the ‘White Horse’ cut into a chalk hillside out of town.

Weymouth and adjacent Portland featured in the 2012 Olympics as the sailing and water sports centre. The legacy continues as Weymouth welcomes sailors, kayakers and windsurfers to its waters. You may want to try your hand at one of these activities whilst enjoying a cottage holiday in this area. There is the chance for beginners to take up the sports with the help of expert tuition.

Those who love to shop will find the shopping in Weymouth is excellent. Leading High Street brands abut speciality shops and you can ensure that fresh fish is on the menu on at least one day during your stay. When the sun eventually goes down at Weymouth the town comes alive with diners, pub goers and strollers. Electrifying laser beams put on a show, lighting up the promenade and the seafront. The lights also go up at the Weymouth Pavilion, the resort’s premier entertainment centre.

With all this on your doorstep Weymouth could be a great place for a self-catering holiday to remember. This town has plenty to keep you entertained and could also be a great base from which to discover some of the best of Dorset such as castles, historic houses, iconic landmarks, quiet coves, outstanding landscapes, and pretty unspoilt villages.

Book a Weymouth cottage and look forward to discovering some of the best of Dorset on holiday.

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