Self catering holiday cottage rentals in Weymouth, Dorset, England

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.

23 rental properties

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Stonebank Annexe, Chickerell, Weymouth, Dorset, West Country, England

2 bedroom Cottage

sleeps 2 - 4 guests
2 - 4
2 bedrooms
2
1 bathrooms
1
dog-friendly cottage, 1 dog(s) welcome
1
4 star

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.

Special features: free internet access.

Weekly Price from: £360
Next availability:
from 01 December to 23 April 22 from 30 April to 21 May 22

High Tide, Weymouth, Dorset, West Country, England

5 bedroom Townhouse

sleeps 5 - 10 guests
5 - 10
5 bedrooms
5
6 bathrooms
6
no dogs allowed
5 star

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

Special features: free internet access.

Weekly Price from: £1615
Next availability:
from 01 December to 18 December 21 from 26 December to 08 April 22

Townbridge Apartment, Weymouth, Dorset, West Country, England

2 bedroom Holiday Apartment

sleeps 2 - 4 guests
2 - 4
2 bedrooms
2
2 bathrooms
2
no dogs allowed
4 star

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

Special features: free internet access.

Weekly Price from: £564
Next availability:
from 01 December to 14 May 22 from 21 May to 18 June 22

Wans Barton, Langton Herring, Dorset, West Country, England

4 bedroom Farmstay, Weymouth 4 miles away

sleeps 2 - 10 guests
2 - 10
4 bedrooms
4
4 bathrooms
4
no dogs allowed

Set in the grounds of Higher Farm is this fabulous large barn conversion offering high quality accommodation throughout as well as sea views, making this a very special place to holiday.

Special features: free internet access.

Weekly Price from: £1542

Stable cottage, Portesham, Dorset, West Country, England

1 bedroom Rural Retreat, Weymouth 4 miles away

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
dog-friendly cottage, 2 dog(s) welcome
2

Book a rural retreat break at this lovely Dorset romantic barn conversion, conveniently located on a working farm, close to idyllic countryside and the Jurassic Coast, this property is both dog-friendly and horse-friendly.

Weekly Price from: £325
Next availability:
from 01 May to 25 May 22

Pennsylvania Castle, Portland, Dorset, West Country, England

9 bedroom Castle, Weymouth 7 miles away

sleeps 10 - 20 guests
10 - 20
9 bedrooms
9
11 bathrooms
11
no dogs allowed
5 star

9 bedroom castle with stunning sea views, sleeping groups of up to 20 people on the Isle of Portland.

Special features: free internet access, pool (Indoor swimming pool in second conservatory), games room.

Weekly Price from: £11847

The Shooting lodge, Wrackleford Estate, Stratton, Dorset, West Country, England

4 bedroom Large Country House, Weymouth 8 miles away

sleeps 2 - 8 guests
2 - 8
4 bedrooms
4
4 bathrooms
4
no dogs allowed

An ideal country retreat, this holiday lodge enjoys a fantastic rural setting high within the Dorset Downs and offers characterful accommodation along with fishing on the River Frome nearby.

Special features: free internet access, games room.

Weekly Price from: £1100
Next availability:
from 11 February to 18 February 22 from 24 February to 01 April 22

The Fishing Lodge, Sydling St. Nicholas, Dorset, West Country, England

2 bedroom Holiday Lodge, Weymouth 8 miles away

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed

Idyllic 2 bedroom hideaway set by Sydling Brook and Langford Lake within Dorset's Area of Outstanding Natural Beauty, relax and unwind in this tranquil setting or enjoy fishing on site.

Special features: free internet access.

Weekly Price from: £800
Next availability:
from 01 December to 24 December 21 from 26 December to 01 April 22

Langford Valley Stables, Dorchester, Dorset, West Country, England

3 bedroom Barn Conversion, Weymouth 9 miles away

sleeps 1 - 6 guests
1 - 6
3 bedrooms
3
3 bathrooms
3
no dogs allowed

Langford Valley Stables has recently be converted from a flint and brick barn to create a luxury 3 bed self catering property.

Special features: free internet access.

Weekly Price from: £995
Next availability:
from 01 December to 08 April 22 from 21 April to 27 May 22

Langford Valley Barn, Dorchester, Dorset, West Country, England

4 bedroom Barn Conversion, Weymouth 9 miles away

sleeps 1 - 8 guests
1 - 8
4 bedrooms
4
4 bathrooms
4
no dogs allowed
5 star

Newly available is this stunning 4 bedroom barn conversion set by the unspoilt Dorset Downs, enjoy a luxury country holiday, just half an hour's drive from the beautiful Jurassic coastline.

Special features: free internet access, games room, Gold Award Winning Cottage.

Weekly Price from: £1200
Next availability:
from 12 December to 22 December 21 from 04 January to 07 January 22

Branscombe Holiday Cottage at Old Higher Lighthouse, Portland, Dorset, West Country, England

2 bedroom Unique Lighthouse Cottage, Weymouth 9 miles away

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
no dogs allowed
4 star

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.

Special features: free internet access, pool (Shared outdoor pool in grounds).

Weekly Price from: £599
Next availability:
from 17 December to 24 December 21 from 26 December to 31 December 21

The Old Rectory, Bridport, Dorset, West Country, England

11 bedroom Mansion, Weymouth 11 miles away

sleeps 12 - 29 guests
12 - 29
11 bedrooms
11
9 bathrooms
9
no dogs allowed

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.

Special features: free internet access, games room.

Weekly Price from: £1620