Self Catering Holiday Cottages in Weymouth

Celebrate life's milestones and catch up with your family and friends at Upwey House. This big yet cosy self-catering holiday home is a Grade II listed Manor House in Upwey and is a short walk from two pubs and just a couple of miles from Weymouth and the stunning Dorset coast. It sits on 23 private acres of landscaped grounds and can sleep 18 people in nine, lovingly decorated bedrooms, with a capacity for up to 24 guests if required. Guests rave about the high standard of accommodation, fantastic location, incredible views, and the care and attention the owners give to the comfort of their guests. Dogs are very welcome.

Lorton House is an elegant Victorian country house with loads of space for up to 16 people, multiple reception rooms and 16 private acres of grounds. It's a luxurious self-catering property for big groups in Weymouth, just three miles from the beach, harbour and town centre, and ideal whether you are getting together with friends to celebrate a milestone event or catching up with your extended family. There is a pub less than two miles away, and you don't have to leave the grounds to enjoy a leisurely walk through woods and parkland. Durdle Door, the SEA LIFE Adventure Park and Portland Bill lighthouse are all nearby, as is the Jurassic Coast and places like Dorchester and Lyme Regis. A self contained annex is also available at an extra cost of £100 per night bringing the total number of guests to 18.

With world class attractions like Lulworth Cove and Durdle Door just a few miles away and incredible walking on the doorstep, this stylish contemporary holiday apartment just for two provides a superb base for relaxing and exploring. Located on the Isle of Purbeck, the Jurassic Coast, Poole and Wareham are all within easy reach.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

The perfect retreat just for two within easy reach of Lulworth Cove and Durdle Door on Dorset's World Heritage Jurassic Coastline. Right in the heart of Purbeck, this stylish holiday home provides all the right ingredients for a relaxing break and a great self-catering base for exploring the areas many attractions.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

A 17th Century character holiday cottage located in a lovely elevated position within the village of Abbotsbury amongst Dorset's coastal hills. Excellent amenities including pubs, tea rooms and craft shops a short stroll away and within walking distance of Chesil Beach (just twenty minutes) makes this a perfect choice for a seaside holiday. Tourist board rating: 3 Star

Upper Westfield is a modern, spacious first-floor holiday apartment in Puncknowle village, a few minutes' stroll from the pub and around a mile (or a 15-minute walk) from the beach. It's ideal for a self-catering holiday with your partner or friends, as it sleeps four people in two bedrooms and has two bathrooms. The holiday home is wonderfully peaceful, benefitting from panoramic views over Bride's Valley, off-street parking, and a garden. The UNESCO Jurassic Coast is nearby. Potential day trips can also include Dorchester, Weymouth, Durdle Door and Lulworth Cove. 

This elegant holiday home has five bedrooms and can accommodate up to 12 people with ease, providing a quiet base that is within walking distance of the beach, shops, pubs and attractions in Weymouth. It's a fantastic choice for families or friends who love not only its convenient location but also its huge garden with a deck for entertaining, original features that include an open fireplace, and high quality of furnishings that make it feel like a welcoming second home.

"The Hideaway" is a 3 bed holiday Lodge sleeping up to 4 guests in Dorset. Portesham is a picturesque village in West Dorset, not far from the towns of Weymouth, Dorchester, and Bridport. It is also in close proximity to the stunning Jurassic Coast, which is a World Heritage site, as well as the South West Coastal...

"Harbour Watch Apartment 6" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. This thriving area called Brewers Quay is the old Victorian brewery situated right at the very heart of the harbour, in Weymouth, Dorset. Much of the grade II listed complex and surrounding brewery buildings date from the late 1800 early 1900’s...

"Skylark" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Portesham is a village with great access to the Jurassic Coast, South West Coastal Path and South Dorset Ridgeway, in an area of outstanding natural beauty and only a short drive from Weymouth, Dorchester or Bridport. There is a local pub...

"Sunningdale Rise" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Preston is a small seaside village offering a selection of shops and fine pubs and is ideally located within one mile of the popular beach resort of Weymouth. With glorious golden beaches and easy access to excellent watersports facilities and...

"White Horse Cottage" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Preston is a small seaside village offering a selection of shops and fine pubs, and is ideally located within one mile of the popular beach resort of Weymouth. With glorious golden beaches, excellent watersports facilities and a bustling...

"Shore View" is a 5 bed holiday Cottage sleeping up to 10 guests in Dorset. The popular resort of Weymouth makes an outstanding year-round holiday destination, with a wide variety of attractions on offer, appealing to all tastes and ages. The glorious golden sandy beaches have excellent facilities for all kinds of...

"Weyside House" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Marden guest house" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Birch House Bed & Breakfast" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Self-contained small apt. Weymouth" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset.

"Fosters Guest House" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"No. 98 Boutique Hotel" is a 1 bed holiday Hotel sleeping up to 2 guests in Dorset.

"Hudsons Guest House - Adults only" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Oaklands Guest House" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Letchworth Guest House" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"A MAIDEN REST" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Arcadia Guest House" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"The Lugger Inn" is a 1 bed holiday Hotel sleeping up to 2 guests in Dorset.

"Alendale Guesthouse" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Greenlands Guest House" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Marina Court" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"The Langham" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Weymouth Vegan B&B" is a 1 bed holiday BandB sleeping up to 2 guests in Dorset.

"Gresham Guest House" is a 1 bed holiday Hotel sleeping up to 2 guests in Dorset.