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Book a cottage break in Weymouth, Dorset, England

Showing all properties across the UK. Select a destination from the list to refine your search.
20 holiday rentals
Family-Friendly
Viewed 30 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  multi-dogs (up to 6)
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.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenBBQParking
7 nights from £1050
Next available: 06 Dec - 7 nights
Online Booking Available
Viewed 30 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.

fabulous setting near to the cliff edge with wonderful sea views near local pub
Facilities, Features & Awards:
TVmicrowave in kitchenonsite heated poolfree WifigardenParking
7 nights from £620
Next available: 08 Dec - 7 nights
book online online booking
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Weymouth 20 miles away

Swallows Nest,

Sturminster Newton, Dorset, England
sleeps  4 sleeps 4
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
 1 dog welcome  1 dog allowed

Nestled in Dorset's picturesque countryside, Swallows Nest offers stunning views, a charming garden, and accommodates four guests, with a hot tub and open-plan living; pet-friendly, located near Sturminster Newton's quaint market town.

ground floor bedroom near local pub
Facilities, Features & Awards:
7 nights from £917
Next available: 06 Dec - 7 nights
book online online booking
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Family-Friendly
Viewed 50 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  multi-dogs (up to 3)
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.

ensuite bedroom(s) countryside views over hills
Facilities, Features & Awards:
smart TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stoveBBQParking
7 nights from £5600
Next available: 06 Dec - 6 nights
Special Offer: 30 Dec - 4 nights
Online Booking Available
Viewed 32 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 allowed
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.

ensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stovefireplaceParking
7 nights from £569
Next available: 08 Dec - 4 nights
book online online booking
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Weymouth 19 miles away

The Barn,

Poole, Dorset, England
sleeps  10 sleeps 10
4 bedrooms 4 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Experience coastal luxury in Lytchett Matravers, Dorset, with stunning countryside views, a hot tub, and sleeps 10; enjoy a dog-friendly retreat near the Dorset Area of Outstanding Natural Beauty with ample outdoor activities and local culinary delights.

ground floor bedroom near local pub
Facilities, Features & Awards:
dishwasher in kitchenmicrowave in kitchenindoor hot tub accessfree WifigardenParking
7 nights from £1606
Next available: 06 Dec - 7 nights
book online online booking
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Online Booking Available
Viewed 37 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.

ensuite bedroom(s) sea views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifiParking
7 nights from £1521
Next available: 12 Dec - 7 nights
book online online booking
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Family-Friendly
Viewed 28 times recently.
Weymouth 9 miles away

Rose Cottage,

Tincleton, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Luxurious 3 bedroom 2 bathroom rural retreat, nestled on a working farm in Dorset, with table tennis, tennis court and nature walks on site, just 5 miles from Dorchester and half an hour's drive from the coast.

ensuite bedroom(s) garden views
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchentennis courtfree WifigardenfireplaceBBQParking
7 nights from £895
Next available: 12 Jan - 7 nights
Weymouth 9 miles away

Tincleton Lodge,

Tincleton, Dorset, England
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Gold award winning 5 bedroom 4 bathroom rural retreat with secure garden, nestled in the Dorset countryside on a working farm, just 6 miles from Dorchester and half an hour’s drive from the coast, with nature walks, a tennis court, and table tennis on site.

ground floor bedroom
Facilities, Features & Awards:
gold award winning cottagewood burning stovefireplaceBBQgarden
7 nights from £1395
Next available: 06 Dec - 7 nights
Weymouth 17 miles away

Glenacres,

Chideock , Dorset, England
sleeps  12 sleeps 12
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

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.

ensuite bedroom(s) countryside views over hills
Facilities, Features & Awards:
gold award winning cottagesmart TVdishwasher in kitchenmicrowave in kitchengames roomoutdoor heated poolfree Wifienclosed gardenwood burning stovefireplaceBBQParking
7 nights from £4900
Next available: 06 Dec - 7 nights
Online Booking Available
Viewed 24 times recently.
Weymouth 18 miles away

The Old Cart Shed,

Blandford Forum, Dorset, England
sleeps  6 sleeps 6
3 bedrooms 3 bedrooms
2 bathrooms 2 bathrooms
 2 dogs welcome  2 dogs welcome
family friendly family friendly

Nestled in Dorset's picturesque countryside, The Old Cart Shed is a dog-friendly, single-storey cottage sleeping six, offering breathtaking views, a woodburner, shared games room, and easy access to the Jurassic Coast and South West Coastal Path.

ground floor bedroom near local pub
Facilities, Features & Awards:
7 nights from £569
Next available: 05 Jan - 7 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.

ground floor bedroom valley views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree Wifienclosed gardenBBQParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £995
Next available: 06 Dec - 7 nights
Online Booking Available
Viewed 28 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.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
gold award winning cottageTVdishwasher in kitchenmicrowave in kitchengames roomfree Wifienclosed gardenwood burning stoveBBQParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1200
Next available: 08 Dec - 7 nights
book online online booking
View
Online Booking Available
Viewed 44 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.

ground floor bedroom lake views
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchenfree WifigardenfireplaceBBQParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £800
Next available: 06 Dec - 7 nights
book online online booking
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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.

ground floor bedroomensuite bedroom(s)
Facilities, Features & Awards:
TVdishwasher in kitchenmicrowave in kitchengames roomfree Wifigardenwood burning stovefireplaceBBQfirepitParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1100
Next available: 06 Dec - 7 nights
* 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