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Book a cottage break in Weymouth, Dorset, England

19 holiday rentals
Online Booking Available
Viewed 15 times recently.
Weymouth 19 miles away

The Old Stables Holiday Barn,

Winterborne Stickland, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
1 dog welcome  1 dog
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £508
Next available: 04 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 15 times recently.

High Tide,

Weymouth, Dorset, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

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

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiParking
7 nights from £1479
Next available: 31 Dec - 7 nights
book online online booking
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Family-Friendly
Viewed 181 times recently.
no booking fee
Weymouth 16 miles away

Symondsbury Manor,

Bridport, Dorset, England
sleeps  22 sleeps 22
11 bedrooms 11 bedrooms
5 bathrooms 5 bathrooms
3 dogs welcome  3 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)country views
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
7 nights from £5600
Next available: 31 Dec - 7 nights
Special Offer: 30 Dec - 4 nights
Family-Friendly
Viewed 34 times recently.
no booking fee
Weymouth 19 miles away

Harvest Cottage,

Beaminster, Dorset, England
sleeps  6 sleeps 6
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
6 dogs welcome  6 dogs
wheelchair accessible accessible

2 en-suite bedroom, accessible pet-friendly holiday rental set on an organic farm in the unspoilt Dorset AONB, just 16 miles from Lyme Regis, enjoying access to shared games room on site and fishing on nearby coarse fishing lakes.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
7 nights from £575
Next available: 31 Dec - 3 nights
Online Booking Available
Viewed 19 times recently.
Weymouth 18 miles away

Corner Pet-Friendly Barn, Dorset AONB,

Winterborne Stickland, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £472
Next available: 02 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 15 times recently.
Weymouth 9 miles away

Branscombe Holiday Cottage at Old Higher Lighthouse,

Portland, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

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.

0 ( reviews)
coastal location
Facilities, Features & Awards:
TVWashing machineMicrowaveHeated poolFree WifiGardenParking
7 nights from £609
Next available: 10 Jan - 7 nights
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Online Booking Available
Viewed 19 times recently.
Weymouth 19 miles away

Millers Cottage,

Beaminster, Dorset, England
sleeps  3 sleeps 3
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
6 dogs welcome  6 dogs
family friendly family friendly

2 bedroom pet-friendly rural retreat on an organic farm in Dorset AONB, with enclosed garden, fishing close by and onsite shared games room with coarse fishing for carp, perch, bream and tench.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
7 nights from £430
Next available: 02 Jan - 7 nights
book online online booking
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Family-Friendly
Viewed 21 times recently.
no booking fee
Weymouth 19 miles away

Threshers Barn,

Beaminster, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
6 dogs welcome  6 dogs
family friendly family friendly

3 bedroom very pet-friendly barn conversion on an organic farm with access to onsite games room and fishing lakes nearby, in the beautiful Dorset National Landscape, close to Beaminster and just half an hour’s drive from the coast.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
7 nights from £625
Next available: 06 Jan - 7 nights
Weymouth 8 miles away

The Shooting lodge, Wrackleford Estate,

Stratton, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

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.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £1100
Next available: 06 Feb - 7 nights
Online Booking Available
Viewed 19 times recently.
Weymouth 14 miles away

Shepherd's Hut Barn, rural Dorset,

Winterborne Whitechurch, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £641
Next available: 31 Dec - 3 nights
book online online booking
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Weymouth 9 miles away

Langford Valley Stables,

Dorchester, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
3 bathrooms 3 bathrooms
no dogs allowed No pets
family friendly family friendly

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

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £995
Next available: 31 Dec - 7 nights
Online Booking Available
Viewed 6 times recently.
Weymouth 18 miles away

New Barn,

Blandford Forum, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 dog-friendly cottage
family friendly family friendly

The Winterborne Stickland holiday cottage is a charming single-storey, mid-terrace property located in the picturesque Dorset countryside.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £472
Next available: 02 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 22 times recently.
Weymouth 9 miles away

Langford Valley Barn,

Dorchester, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

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.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Gold Award Winning CottageTVDishwasherWashing machineMicrowaveGames roomFree WifiEnclosed GardenParking
7 nights from £1200
Next available: 02 Jan - 7 nights
book online online booking
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Online Booking Available
Viewed 54 times recently.
Weymouth 8 miles away

The Fishing Lodge,

Sydling St Nicholas, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

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.

0 ( reviews)
ground floor bedroomlake views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £800
Next available: 31 Dec - 7 nights
book online online booking
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Picardy Cottage,

Weymouth, Dorset, England
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

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

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherMicrowaveFree WifiGarden
7 nights from £733
Next available: 31 Dec - 7 nights
book online online booking
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* 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.

Whether you choose to book a holiday cottage in Weymouth, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Dorset.

Frequently Asked Questions about Weymouth

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Weymouth, or use the filters to refine your search.
See our selection of lodges and cabins in Weymouth, Dorset.
Read the description of Weymouth to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Dorset has to offer for holidaymakers.

Weymouth Holiday Rental Searches