Book a cottage break in Weymouth, Dorset, England

23 properties

Victoria Albert at The Victorian Barn

, Blandford Forum, Dorset, West Country, England
Online Booking Available
Viewed 55 times recently.
Price from £1800
Next available 12/06 to 23/06/23
no booking fee
sleeps  16 sleeps 16
5 bedrooms 5 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets

5 bedroom cottage for families

5 bedroom cottage for families in Dorset with hot tub spa bath, swimming pool, jacuzzi, sauna room, games room and garden.

Sleeps 16 no pets holiday home in Dorset AONB, just half an hour’s drive from the Jurassic coast, with private hot tub and access to excellent onsite leisure facilities included a heated indoor pool, a sauna, games room, kids play areas and coarse fishing lakes

Facilities & Features: Gold Award Winning CottageDigital TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
4 star rated

The Old Rectory

, Bridport, Dorset, West Country, England
Family-Friendly
Viewed 32 times recently.
Price from £6000
sleeps  40 sleeps 40
16 bedrooms 16 bedrooms
11 bathrooms 11 bathrooms
3 dogs welcome  3 pets

16 bedroom family holiday house

16 bedroom family holiday house in Dorset with sauna room, games room, real fireplace and garden.

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

Stonebank Annexe, Chickerell

, Weymouth, Dorset, West Country, England
Pet-Friendly
Viewed 29 times recently.
Price from £420
Next available 19/08 to 26/08/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
1 dog welcome  1 pet

2 bedroom dog-friendly holiday home

2 bedroom dog-friendly holiday home in Dorset with garden.

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
4 star rated

High Tide

, Weymouth, Dorset, West Country, England
Online Booking Available
Viewed 15 times recently.
Price from £2272
Next available 10/06 to 03/07/23
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets

5 bedroom family holiday home

5 bedroom family holiday home in Dorset .

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

Facilities & Features: TVFree Wifi
5 star rated
Best for: Family holidays, No Pets

Glenacres

, Chideock , Dorset, West Country, England
Price from £4900
Next available 26/08 to 02/09/23
sleeps  12 sleeps 12
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets

5 bedroom pet-friendly holiday home

5 bedroom pet-friendly holiday home in Dorset with recreation room, wood stove, open fire and garden.

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
5 star rated

Beside the Sea

, Eype, Dorset, West Country, England
Online Booking Available
Viewed 48 times recently.
Price from £720
Next available 12/07 to 15/07/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets

2 bedroom family cottage

2 bedroom family cottage in Dorset with garden.

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

Facilities & Features: TVFree Wifi
3 star rated
Best for: Family-friendly, No Pets Holidays

Symondsbury Manor

, Bridport, Dorset, West Country, England
Family-Friendly
Viewed 8 times recently.
Price from £3500
Next available 11/06 to 16/06/23
sleeps  22 sleeps 22
11 bedrooms 11 bedrooms
5 bathrooms 5 bathrooms
 dog-friendly cottage

11 bedroom dog-friendly cottage

11 bedroom dog-friendly cottage in Dorset with games room, wood stove and garden.

Fine country holiday house with 11 bedrooms, set in two and a half acres of gardens in rural Dorset just one mile from the seaside, bookings welcome for weddings, special celebrations, family and group holidays

Facilities & Features: TVFree WifiGames room

Townbridge Apartment

, Weymouth, Dorset, West Country, England
Price from £574
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

2 bedroom family holiday cottage

2 bedroom family holiday cottage in Dorset .

Smartly Presented 2 Bedroom Holiday Apartment in Weymouth with Harbour Views

Facilities & Features: TVFree Wifi
4 star rated
Best for: Family holidays, Pet Free Breaks

Picardy Cottage

, Weymouth, Dorset, West Country, England
Price from £1151
Next available 09/06 to 21/06/23
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

4 bedroom children-welcome cottage

4 bedroom children-welcome cottage in Dorset with garden.

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

Facilities & Features: TVFree Wifi
3 star rated
Best for: Families, No Pets Holidays

Corner Pet-Friendly Barn, Dorset AONB

, Winterborne Stickland, Dorset, West Country, England
Online Booking Available
Viewed 52 times recently.
Price from £806
Next available 30/06 to 14/07/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 pets

2 bedroom pet-friendly holiday house

2 bedroom pet-friendly holiday house in Dorset with games room, woodburning stove, open fireplace and garden.

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: TVFree WifiGames room
5 star rated
Best for: Family holidays, Dog-Friendly Holidays

The Old Stables Holiday Barn

, Winterborne Stickland, Dorset, West Country, England
Online Booking Available
Viewed 14 times recently.
Price from £1000
Next available 19/06 to 23/06/23
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome  1 pet

3 bedroom pet-friendly cottage

3 bedroom pet-friendly cottage in Dorset with games den, log burner, real fireplace and garden.

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: TVFree WifiGames room
5 star rated
Best for: Families, Pets Welcome Breaks

Shepherd's Hut Barn, rural Dorset

, Winterborne Whitechurch, Dorset, West Country, England
Online Booking Available
Viewed 15 times recently.
Price from £1279
Next available 15/06 to 18/06/23
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 pets

3 bedroom dog-friendly holiday cottage

3 bedroom dog-friendly holiday cottage in Dorset with log burner and garden.

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: TVFree Wifi
5 star rated
Best for: Family-friendly, Dogs Welcome Breaks

Branscombe Holiday Cottage at Old Higher Lighthouse

, Portland, Dorset, West Country, England
Online Booking Available
Viewed 15 times recently.
Price from £1012
Next available 21/07 to 28/07/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets

2 bedroom cottage for families

2 bedroom cottage for families in Dorset with pool, jacuzzi bath and garden.

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: TVFree WifiHeated pool
4 star rated
Best for: Family-friendly, No Pets Breaks

The Fishing Lodge

, Sydling St Nicholas, Dorset, West Country, England
Online Booking Available
Viewed 28 times recently.
This owner/agency is showing availability but has not provided full pricing information.
Price from £800
Next available 06/07 to 14/07/23
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets

2 bedroom children-welcome cottage

2 bedroom children-welcome cottage in Dorset with open fire and garden.

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

Facilities & Features: TVFree Wifi

Langford Valley Barn

, Dorchester, Dorset, West Country, England
Online Booking Available
Viewed 16 times recently.
This owner/agency is showing availability but has not provided full pricing information.
Price from £1200
Next available 09/06 to 16/06/23
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets

4 bedroom family holiday home

4 bedroom family holiday home in Dorset with games den, woodburning stove and garden.

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

Facilities & Features: Gold Award Winning CottageTVFree WifiGames room
5 star rated
* 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.