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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

Weymouth Bay Holiday Park

Our park is set amidst Dorset’s green fields and rolling hills. So this really is an idyllic spot,…

Weymouth Bay

Character Farm Cottages

Seven beautiful self catering cottages situated on a working farm overlooking stunning Chesil Beach…

Character Farm Cottages

Waterside Holiday Park & Spa

Waterside is a five-star holiday park right on the beach at Bowleaze Cove, along one of Dorset’s…

Waterside Holiday Park & Spa

Littlesea Holiday Park

Lagoon views, pretty coastal paths and sand or pebble beaches nearby. What else could you need?…

Littlesea Holiday Park

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Number of results: 17

  1. 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

    Seven beautiful self catering cottages situated on a working farm overlooking stunning Chesil Beach and the Fleet Lagoon. Fantastic walks from the doorstep of each cottage. Perfect for family holidays, walking, cycling, fishing and romantic breaks.

    Special Offers

    • Chestnut Cottage  sleeps 9 10% discount throughout the month of June for weekly lets and short breaks of 3 nights. Visit owners website for details

      More offers like this - Self Catering Special Offers

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

    Indicative Availability

    Call now to Book Character Farm Cottages

  2. Add Waterside Holiday Park & Spa to your Itinerary

    TripAdvisor Traveller Rating

    TripAdvisor Traveller Rating - 634 reviews634 reviews

    Waterside Holiday Park & Spa

    WEYMOUTH

    5 Visit England Stars 5 Visit England Stars 5 Visit England Stars 5 Visit England Stars 5 Visit England Stars 5 Visit England Stars Holiday & Touring Park

    Waterside is a five-star holiday park right on the beach at Bowleaze Cove, along one of Dorset’s most stunning stretches of coastline. We are just a short distance from Weymouth with its pretty harbour, beautiful beach and famous Georgian seafront.

    Special Offers

    • WATERSIDE HOLIDAY GROUP, WEYMOUTH 
       
      Enjoy 15% off your June and July breaks when you book with us using the promo code sunshine15
       
      Code valid on new bookings only for midweek, weekend and week-long stays between now and 25th July. 
       
      To book call our experienced on-park team today on 01305 833103 or book online at www.watersideholidaygroup.co.uk using the discount code sunshine15.

      More offers like this - Caravan & Camping Special Offers

  3. Add Silverlake Dorset to your Itinerary

    Silverlake Dorset

    Dorchester

    Sitting in the heart of West Dorset, Silverlake offers a stunning space that celebrates unspoilt nature, beautiful wildlife and everything the great outdoors has to offer. 

    Special Offers

    • Free Moon Hamper when you book at Silverlake through Habitat Escapes
       
      To celebrate the 50th anniversary of the Moon landing and the incredible Dorset Moon Festival, we are giving away a free Moon Hamper with all new Silverlake bookings that take place on Dorset Moon weekends.
       
      Full of Moon themed goodies, our hamper includes a Dorset Moon DIY Pizza kit, Moon Rocks, an Alien Invasion and Homemade Space-themed Shortbread.
       
      This offer is applicable on new bookings only at Silverlake, Dorset during Dorset Moon weekends on 28th-30th June, 5th-7th July or 12th-14th July 2019. Bookings must be made through Habitat Escapes.
       
      Use the code DORSETMOON when booking.

      More offers like this - Attraction Offers

    Price £720.00 to £2,725.00 Per unit per week

    Indicative Availability

    Call now to Book Silverlake Dorset

  4. 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…

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

    Indicative Availability

    Call now to Book Upton Grange Holiday Cottages

  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 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.

  7. 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.

  8. 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

  9. Add Blue Chip Holidays to your Itinerary

    Blue Chip Holidays

    Exeter

    We specialise in unique 4 and 5 star properties in the UK's finest destinations, featuring properties throughout Dorset, including bustling Bournemouth, historic Sherborne and coastal Weymouth, so start your search today.

    Special Offers

    • The Blue Chip January Sale - Save up to 20%*
      Last minute short breaks from £149*
      *T&C’s apply

      More offers like this - Self Catering Agencies Offers

    Price £300.00 to £450.00 Per unit per week

    Indicative Availability

    Call now to Book Blue Chip Holidays

  10. 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 £295.00 to £615.00 Per unit per week
  11. 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

  12. 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

  13. 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 £150.00 to £395.00 Per unit per week

    Indicative Availability

    Call now to Book Dornare Holiday Flats

  14. Add The Oyster Catcher to your Itinerary

    The Oyster Catcher

    Weymouth

    The Oyster Catcher is a three bedroom house sleeping 5/6 people with uninterrupted views of Smallmouth Bay and extensive views of Portland harbour.

    Special Offers

    • Overlooking Smallmouth Bay, The Oyster Catcher commands extensive views of Portland and the harbour and the beach is just steps away from your front door.
      Nearby is the start of the Rodwell Trail - great for an afternoon stroll down to Sandsfoot Castle for an ice cream and Chesil Beach & the Fleet Nature Reserve is just across the road.
      This beautiful holiday home has become available for 2 weeks from 20 July! Get your skates on as this one won’t be around for long!
      20 July for 7 nights Was £875 NOW £795
      27 July for 7 nights Was £875 NOW £795
      For more information and to book call - 01305 813521 / 07773 083015

      More offers like this - Self Catering Special Offers

    Price £395.00 to £895.00 Per unit per week

    Indicative Availability

    Call now to Book The Oyster Catcher

  15. 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 £230.00 to £530.00 Per unit per week

    Indicative Availability

    Call now to Book Howard Cottage

  16. 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 £195.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Cove Street 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…

    Special Offers

    • 3 night winter breaks for January/February £180. Discounts offered for full winter weeks.

      More offers like this - Self Catering Special Offers

    Price £360.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Stonebank Cottage

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