To provide you with the best experience, cookies are used on this site. Find out more here.

Allow cookies

Follow Visit Dorset

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.

  • Change Language
Holiday at your own pace

Holiday at your own pace

Type:
Area:
Name:
Check In:
Add room / Unit

Type:
Area:
Name:

Type:
Area:
Name:
Dates

Type:
Area:
Name:

Search Accommodation

Type:
Area:
Name:
Check In:
Add room / Unit

Search Things to Do

Type:
Area:
Name:

Search What's On

Type:
Area:
Name:
Dates

Search Food & Drink

Type:
Area:
Name:

Highlights

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

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

Number of results:

Number of results: 18

  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

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

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

    Indicative Availability

    Book Character Farm Cottages Online (opens in a new window)

  2. 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

  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

    • September Savers at Upton Grange!Ratty's Retreat 2nd - 16th September was £780.00 now £700.00                        23rd - 14th October was £680.00 now £600.00
      Pheasants 2nd - 16th September was £950.00 to £900.00                  23rd September - 14th October was £800.00 now £750.00
      Poachers 23rd September  - 14th October was £560.00 now £525.00
      Foxes 12th - 19th August £600.00 to £550.00            2nd - 16th September £530.00 to £470.00
      Owls Roost 2nd - 16th September £725.00 to £680.00                   23rd September - 14th October £600.00 to £550.00
      To book please call - 01305 85397

      More offers like this - Self Catering Special Offers

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

    Indicative Availability

    Call now to Book Upton Grange Holiday Cottages

  4. 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

  5. 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.

  6. 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.

  7. 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

  8. 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.

  9. 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

  10. 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 £350.00 to £850.00 Per unit per week

    Guaranteed Availability

    Book The Weymouth Seafront Holiday Flat Online

  11. 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 £280.00 to £840.00 Per unit per week

    Guaranteed Availability

    Book Jubilee View Apartment Online

  12. 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.

    Special Offers

    • Late Availability Special Offer!
      Due to cancellation Cove Street Cottage is now available for weekly breaks starting from September 9th, 16th and 23rd now available at an incredible £220!
      The cottage if fully equipped for up to 6 people and is only yards from the beautiful Weymouth harbour.
      For further details and to book please call - 020 89416150 or email - derykbrown41@aol.com

      More offers like this - Self Catering Special Offers

    Price £195.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Cove Street Cottage

  13. 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 £295.00 to £799.00 Per unit per week

    Indicative Availability

    Call now to Book Quayside Cottage

  14. 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 £360.00 to £600.00 Per unit per week

    Indicative Availability

    Call now to Book Stonebank Cottage

  15. 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 £19.99 Per person per night to £300.00 Per unit per night

    Guaranteed Availability

    Book Bunkhouse Plus Online

  16. 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 £395.00 to £895.00 Per unit per week

    Indicative Availability

    Call now to Book The Anchorage

  17. 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

  18. 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