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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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Holiday at your own pace

Holiday at your own pace

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Highlights

Upton Grange Holiday Cottages

From it’s location of privilege, cossetted in the centre of the tiny unspoilt hamlet of Upton,...

Upton Grange Holiday Cottages

Character Farm Cottages

Comfortable well equipped attractive cottages. Jurassic and World Heritage coast. Ideal walking,...

Character Farm Cottages

Dream Cottages

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

Dream Cottages

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Number of results: 18

  1. 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

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

    Indicative Availability

    Call now to Book Dream Cottages

  2. Add Character Farm Cottages to your Itinerary

    Character Farm Cottages

    WEYMOUTH

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

    Comfortable well equipped attractive cottages. Jurassic and World Heritage coast. Ideal walking, bird watching, sailing, fishing and beaches.

    Price

    Price £250.00 to £1,310.00 Per unit per week

    Indicative Availability

  3. Add Upton Grange Holiday Cottages to your Itinerary

    Upton Grange Holiday Cottages

    Ringstead, Nr Dorchester

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

    From it’s location of privilege, cossetted in the centre of the tiny unspoilt hamlet of Upton, where the World Heritage Jurassic Coastline rejoices in the simplicity of nearby Ringstead Bay, the archetypal historical Tithe barn of Upton Farm stands...

    Special Offers

    • Pre-Schoolers Special Offer
      Ratty's Retreat was £780 NOW £700 per weekPheasants was £950 NOW £850 per weekOwls was £725 NOW £675 per week
      Offer valid from 3rd June - 15th July 2017Must mention this offer at the time of booking. Not valid with any other offers.
      To book please call - 01305 85397

      More offers like this - Self Catering Special Offers

    Price

    Price £430.00 to £1,350.00 Per unit per week

    Indicative Availability

    Call now to Book Upton Grange Holiday Cottages

  4. Add Dornare Holiday Flats to your Itinerary

    Dornare Holiday Flats

    WEYMOUTH

    Dornare Holiday Flats consist of two Self Contained Flats situated near the main harbour, Brewers Quay complex and shops and a few minutes walk to the Town Centre, Esplanade, Beach, Nothe Fort and Gardens, of Weymouth in Dorset.

    Price

    Price £150.00 to £395.00 Per unit per week

    Indicative Availability

    Call now to Book Dornare Holiday Flats

  5. 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.

  6. 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

    Price £325.00 to £820.00 Per unit per week

    Indicative Availability

    Call now to Book Ebenezer Cottage

  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 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

    Price £435.00 to £852.00 Per unit per week

    Indicative Availability

    Call now to Book Fisherman's Cottage

  9. 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.

  10. Add The Anchorage to your Itinerary

    The Anchorage

    Weymouth

    The Anchorage is a three bedroom three storey house sleeping 5 people with uninterrupted views of Portland Harbour and extensive views across Smallmouth Bay.

    Price

    Price £395.00 to £895.00 Per unit per week

    Indicative Availability

    Call now to Book The Anchorage

  11. Add Sleepers to your Itinerary

    Sleepers

    WEYMOUTH

    3 Visit England Stars 3 Visit England Stars 3 Visit England Stars 3 Visit England Stars Self Catering

    Sleepers is a comfortably furnished and tastefully modernised former railway station with the platform still preserved. The property sleeps 4 and stands in its own grounds amid beautiful Hardy country in the charming village of Portesham.

    Price

    Price £295.00 to £615.00 Per unit per week
  12. Add Jubilee View Apartment to your Itinerary

    Jubilee View Apartment

    Weymouth

    3 Visit England Stars 3 Visit England Stars 3 Visit England Stars 3 Visit England Stars Self Catering

    This modern second floor apartment with a lift to all floors is situated 25 yards from the main beach. The lively area provides easy access for shops, restaurants, theatre, cinema, beach activities and harbour boat rides. Parking permit for one car

    Price

    Price £280.00 to £840.00 Per unit per week

    Guaranteed Availability

    Book Jubilee View Apartment Online

  13. Add The Weymouth Seafront Holiday Flat to your Itinerary

    The Weymouth Seafront Holiday Flat

    WEYMOUTH

    The flat is self contained with its own front door and is directly overlooking the beach & the famous jubilee clock. It is situated within easy walking distance to the town and travel links.

    Price

    Price £350.00 to £850.00 Per unit per week

    Guaranteed Availability

    Book The Weymouth Seafront Holiday Flat Online

  14. Add Bunkhouse Plus to your Itinerary

    Bunkhouse Plus

    Weymouth

    4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars 4 Visit England Stars

    Bunkhouse Plus has a mixture of bunk rooms with the 'Plus' of Double en-suites rooms making it A versatile accommodation that sleeps 23 people

    Special Offers

    • Book the whole bunkhouse for exclusive use (sleeps max 25 people) for 7 nights for only £1600.00

      More offers like this - Self Catering Special Offers

    Price

    Price £19.99 Per person per night to £300.00 Per unit per night

    Indicative Availability

  15. Add Quayside Cottage to your Itinerary

    Quayside Cottage

    WEYMOUTH

    3 Visit England Stars 3 Visit England Stars 3 Visit England Stars 3 Visit England Stars Self Catering

    Grade II Listed 18th century cottage overlooking Weymouth Old Harbour. Divided into two large fully equipped, self-contained apartments.Bay window and balcony overlooking harbour. Free parking permit. Sorry no pets. No smoking. Sleeps 4 or 5.

    Price

    Price £295.00 to £799.00 Per unit per week

    Indicative Availability

    Call now to Book Quayside Cottage

  16. Add Howard Cottage to your Itinerary

    Howard Cottage

    WEYMOUTH

    3 Visit England Stars 3 Visit England Stars 3 Visit England Stars 3 Visit England Stars Self Catering

    Newly refurbished very comfortable Victorian cottage 200 yards from beach. The cottage has two bedrooms, which can sleep 5 + cot, with a fully equipped kitchen, central heating and an enclosed sunny courtyard with table and chairs.

    Price

    Price £230.00 Per unit per week

    Indicative Availability

    Call now to Book Howard Cottage

  17. Add Stonebank Cottage to your Itinerary

    Stonebank Cottage

    WEYMOUTH

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

    Stonebank annexe, a comfortable 2 bedroom property part of a 17thC former farmhouse, is in a village location 3 miles west of Weymouth. Near the coastal path and the World Heritage Jurassic Coast, it is ideal for exploring by foot or car, the...

    Price

    Price £360.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Stonebank Cottage

  18. Add Cove Street Cottage to your Itinerary

    Cove Street Cottage

    Weymouth

    Grade II listed cottage fully equipped for six. Twenty yards from the harbourside in old Weymouth. Six minutes to beach. Free parking.

    Price

    Price £195.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Cove Street Cottage