Book a cottage break in Weymouth, Dorset, England

19 holiday rentals
Family-Friendly
Viewed 27 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)
Facilities, Features & Awards:
Digital TVFree WifiGames roomEnclosed Garden
7 nights from £5600
Next available: 08 Apr - 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)
Facilities, Features & Awards:
TVFree WifiGames roomGarden
7 nights from £1100
Next available: 04 Apr - 7 nights
Family-Friendly
Viewed 17 times recently.
Weymouth 16 miles away

The Old Rectory

, Bridport, Dorset, England
sleeps  25 sleeps 25
11 bedrooms 11 bedrooms
9 bathrooms 9 bathrooms
2 dogs welcome  2 dogs
family friendly family friendly

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.

0 ( reviews)
Facilities, Features & Awards:
TVFree WifiGames roomEnclosed Garden
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £7000
Next available: 29 Mar - 3 nights
Romantic Retreat
Viewed 15 times recently.
Weymouth 4 miles away

Stable cottage

, Portesham, Dorset, England
sleeps  3 sleeps 3
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 dogs

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.

0 ( reviews)
Facilities, Features & Awards:
TVEnclosed Garden
Sorry, this owner/agency has not provided availability and full price information.
7 nights from £420
* 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