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Welcome to the Itinerary Planner. Use this tool to build your own journey or choose from an exciting range of specially selected tours.

To build your own Itinerary, click Add to Excursion to add an item to your Itinerary basket.

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Cosy up in your own self-catering accommodation at Burnbake Forest Lodges

Cosy up in your own self-catering accommodation at Burnbake Forest Lodges

Character Farm Cottages near Weymouth

Character Farm Cottages near Weymouth

Upton Grange Holiday Cottages

Upton Grange Holiday Cottages

Silverlake Dorset at Warmwell

Silverlake Dorset at Warmwell

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Highlights

Dream Cottages

Dream Cottages specialise in self-catering holiday cottages with around 300 independently owned,...

Dream Cottages

Lulworth Holiday Cottages

12 Luxury holiday cottages on the historic Lulworth Estate. Collection of properties, sleeping 2-18...

Cove Cottage - Lulworth Holiday Cottages

Graston Farm Cottages

Graston Farm Cottages are set in the beautiful BrideValley and are in an ideal position for walking...

Graston Farm Cottages

Classic Cottages

For over 40 years, Classic Cottages have been the independent holiday cottage specialists. Still...

Classic Cottages

Number of results:

Number of results: 119

, currently showing 21 to 40.

  1. Add The Quarterdeck to your Itinerary

    TripAdvisor Traveller Rating

    TripAdvisor Traveller Rating - 40 reviews40 reviews

    The Quarterdeck

    SWANAGE

    4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars Self Catering

    A short stroll from Swanage Beach, this bright, spacious, seaside house with balcony offers views over Swanage bay. Sleeps 10. Shops, pubs and restaurants are nearby. In a modern simple style, with open plan living, a new kitchen and games room.

    Price £1,115.00 Per unit per week

    Indicative Availability

    Call now to Book The Quarterdeck

  2. Sykes Holiday Cottages

    Sykes Holiday Cottages have over 25 years’ experience in letting exceptional self-catering holidays. We are the leading UK holiday cottage booking company and are experts in giving our customers the very best holiday experience.

    Hand-picked...

  3. Add Weymouth Bay Holiday Park to your Itinerary

    Weymouth Bay Holiday Park

    WEYMOUTH

    4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars Holiday Park

    Our park is set amidst Dorset’s green fields and rolling hills. So this really is an idyllic spot, with a path winding through our park down to the beach at Bowleaze Cove.

  4. Add Classic Cottages to your Itinerary

    Classic Cottages

    For over 40 years, Classic Cottages have been the independent holiday cottage specialists. Still run and owned by the founding family, we pride ourselves on our local expertise in our areas. From family-sized homes with sea views in Lyme Regis to...

    Special Offers

    • Half term happiness
      With the glorious sunshine set to stay and the arrival of those much-anticipated long summer days, May is a great time for the whole family to get away and explore.
       
      Classic Cottages are offering up to 20% off last minute May half term breaks - book now

      More offers like this - Self Catering Agencies Offers

    • Please visit the Classic Cottages website to view last-minute special offers and late availability.

      More offers like this - Self Catering Agencies Offers

  5. Add Lucerne Apartment to your Itinerary

    Lucerne Apartment

    Lyme Regis

    A comfortable one-bedroom spacious apartment with excellant sea views.about 5 minutes from town and beach.

    Special Offers

    • SPECIAL OFFER APARTMENT LUCERNE
      Late availability for the October 2019 4 weeks @ £320 a week.
      Please mention this offer when booking
      For further details and to book please call - 01297 443752

      More offers like this - Self Catering Special Offers

    Price £300.00 to £495.00 Per unit per week

    Indicative Availability

    Call now to Book Lucerne Apartment

  6. Add Dream Cottages to your Itinerary

    Dream Cottages

    WEYMOUTH

    Quality Assured Agency Visit England 3– 5Quality Assured Agency Visit England

    Dream Cottages specialise in self-catering holiday cottages with around 300 independently owned, VisitBritain rated properties across Dorset and the surrounding counties.

    Price £228.00 to £3,175.00 Per unit per week

    Indicative Availability

    Call now to Book Dream Cottages

  7. Add Seaview Holiday Park to your Itinerary

    Seaview Holiday Park

    WEYMOUTH

    4 Visit England Stars Holiday Centre AA Holiday Centre AA Holiday Centre AA Holiday Centre AA Holiday Centre AA Holiday, Touring & Camping Park

    Our park has a lovely rural setting near a pretty sweeping bay.

    We’re just a 15 minute walk down to the beach and a short bus ride to Weymouth itself.

  8. Add Littlesea Holiday Park to your Itinerary

    Littlesea Holiday Park

    WEYMOUTH

    4 Visit England Stars Holiday Centre AA Holiday Centre AA Holiday Centre AA Holiday Centre AA Holiday Centre AA Holiday, Touring & Camping Park

    Lagoon views, pretty coastal paths and sand or pebble beaches nearby. What else could you need? Our park lies in the heart of a valley, gently sloping towards the East Fleet Lagoon nature reserve.

  9. Add Rudge Farm Cottages to your Itinerary

    TripAdvisor Traveller Rating

    TripAdvisor Traveller Rating - 242 reviews242 reviews

    Rudge Farm Cottages

    BRIDPORT

    Rudge Farm provides a beautiful countryside location for a stress-free holiday a short distance from the World Heritage coastline.

    Price £315.00 to £1,095.00 Per unit per week

    Indicative Availability

    Call now to Book Rudge Farm Cottages

  10. Add Cogden Cottages to your Itinerary

    Cogden Cottages

    BRIDPORT

    3-4 Visit England Stars 3– 43-4 Visit England Stars Self Catering


    The Cogden cottages are situated in the very pretty County of Dorset in the southwest of England.  They are just outside the picture post card village of Burton Bradstock.  The cottages lay between the coast road and the sea.  This former...

    Price £300.00 to £660.00 Per unit per week

    Indicative Availability

    Call now to Book Cogden Cottages

  11. Add Riverside Park to your Itinerary

    TripAdvisor Traveller Rating

    TripAdvisor Traveller Rating - 44 reviews44 reviews

    Riverside Park

    CHRISTCHURCH

    3 Visit England Stars 3 AA Gold Stars 3 AA Gold Stars 3 AA Gold Stars 3 AA Gold Stars

    A friendly family run business comprising of 8 self-catering town houses (sleeping 4-6 people) furnished to a high standard and equipped with everything to make the most of your stay.

    Price £370.00 to £1,060.00 Per unit per week

    Guaranteed Availability

    Book Riverside Park Online

  12. Add Fisherman's Cottage to your Itinerary

    Fisherman's Cottage

    Weymouth

    An exceptionally well presented 3 bedroom cottage with stunning panoramic views across Weymouth Harbour & Bay.Recently refurbished with high quality furniture & fittings & decorated to reflect a fresh contemporary feel.

    Price £435.00 to £852.00 Per unit per week

    Indicative Availability

    Call now to Book Fisherman's Cottage

  13. Add Westland Holiday Flats to your Itinerary

    Westland Holiday Flats

    SWANAGE

    Consisting of 3 flats, 2 maisonettes and 3 studios, Westland is centrally located for the seafront and shops. Ground floor flats available, private car park, special low season terms.

    Special Offers

    • SWANAGE
       
      Self Catering Short Breaks between 1st June 7th June
      Sleeping up to 2 people: From £155 for 3 nights, From £202 for 4 nights and from £255 for 5-7 nights.
      Sleeping up to 4 people: From £170 for 3 nights, From £225 for 4 nights and from £280 for 5-7 nights.
      Sleeping up to 6 people: From £200 for 3 nights, From £270 for 4 nights and from £335 for 5-7 nights.
       
      Please see our Website http://www.westlandflats.co.uk for more details or telephone 01929 422637
      Email  enquiries@westlandflats.co.uk

      More offers like this - Self Catering Special Offers

    • SWANAGE
       
      Self Catering Short Breaks between 25th May to 1st June
      Sleeping up to 2 people: From £170 for 3 nights, From £220 for 4 nights and from £280 for 5-7 nights.
      Sleeping up to 3 people: From £180 for 3 nights, From £230 for 4 nights and from £290 for 5-7 nights.
      Sleeping up to 4 people: From £190 for 3 nights, From £260 for 4 nights and from £310 for 5-7 nights.
       
      Please see our Website http://www.westlandflats.co.uk for more details or telephone 01929 422637
      Email  enquiries@westlandflats.co.uk

      More offers like this - Self Catering Special Offers

    Price £175.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Westland Holiday Flats

  14. Add Clematis Cottage to your Itinerary

    Clematis Cottage

    Bridport

    Stylish interiors, squashy sofas and light Farrow and Ball hues all add to the relaxing seaside ambience of Clematis Cottage. From the moment you step foot in the door you are invited to kick back in front of a blazing log burning fire or to lounge...

    Price £450.00 to £950.00 Per unit per week

    Indicative Availability

    Call now to Book Clematis Cottage

  15. Add Ebenezer Cottage to your Itinerary

    Ebenezer Cottage

    WEYMOUTH

    4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars Self Catering

    Charming terraced 3 bed - 4 star terraced cottage. SW coastal path. Heart of World Heritage Coast.

    Price £325.00 to £820.00 Per unit per week

    Indicative Availability

    Call now to Book Ebenezer Cottage

  16. Add The Dorset Golf Resort to your Itinerary

    The Dorset Golf Resort

    Hyde, WAREHAM

    Luxury fairy tale log homes & Cottages set in a quiet woodland glade surrounded by stunning trees. Golf, Fishing and other activities on site. Perfect base for families exploring Dorset!

    Price £645.00 to £1,610.00 Per unit per week

    Indicative Availability

    Call now to Book The Dorset Golf Resort

  17. Add Greygles to your Itinerary

    Greygles

    DORCHESTER

    4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars Self Catering

    Rural peace in spacious, well-equipped stone cottage with delightful views. Four bedrooms, 2 double, 1 twin and 1 single, including one ground floor double next to a bathroom - ideal for those who prefer to avoid stairs. Lounge with log fire,...

    Price £575.00 to £1,050.00 Per unit per week

    Indicative Availability

    Book Greygles Online

  18. Add Tamarisk Farm Cottages to your Itinerary

    Tamarisk Farm Cottages

    JURASSIC COAST

    Overlooking the Chesil Beach in the heart of the Jurassic Coast, our cottages are surrounded by unspoilt countryside on our organic farm. They provide a comfortable and relaxing base to explore and enjoy this part of Dorset, or simply to make the...

    Price £220.00 to £710.00 Per unit per week

    Indicative Availability

    Call now to Book Tamarisk Farm Cottages

  19. Add Contemporary Cottages to your Itinerary

    Contemporary Cottages

    Portland

    All our contemporary self-catering properties are situated very close to the Weymouth and Portland National Sailing Academy. They provide ideal accommodation for anyone visiting Weymouth & Portland or for touring the Jurassic Coast.

    Price £840.00 to £1,150.00 Per unit per week

    Guaranteed Availability

    Book Contemporary Cottages Online

  20. Add Miles & Son Self Catering Holidays to your Itinerary

    Miles & Son Self Catering Holidays

    SWANAGE

    Self Catering holiday homes situated in Swanage, Studland and the Isle of Purbeck villages, sleeping up to 12.

    Price £175.00 to £1,350.00 Per unit per week

    Indicative Availability

    Call now to Book Miles & Son Self Catering Holidays

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