Chaldon Herring Holiday Cottages

All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

Your search returned 22 cottages.

View on map
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

    7 nights from £412

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. Tastefully furnished. En-suite, Smart TVs. Dog-friendly. Short drive to Weymouth beach. Weymouth 3.5 miles. (Ref. 932161)

    Last booked 6 hours ago

    7 nights from £429

    Book Now
    • Sykes Rating
    • Sleeps6
    • Bedrooms3
    • PetsNo

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. En-suite, modern features. Dog-friendly. Shop and pub within walking distance. Weymouth 3.5 miles. (Ref. 932160)

    7 nights from £429

    Book Now
    • Sykes Rating
    • Sleeps5
    • Bedrooms3
    • PetsNo

    A lovely semi-detached cottage in the conservation area of the attractive Dorset waterside town of Wareham. Woodburner. WiFi. Enclosed garden. (Ref. 931090)

    7 nights from £352

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps6
    • Bedrooms3
    • PetsYes

    Welcoming detached cottage in Weymouth, just over a mile from the seafront. Cosy accommodation with large enclosed garden. Well placed for exploring the coastline and countryside of Dorset. (Ref. 7688)

    7 nights from £339

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Gorgeous, semi-detached, Grade II listed 17th century thatched cottage in the Dorset village of Upwey. Quality accommodation with WiFi. Full of original features. Woodburning stove. Dog-friendly. Weymouth 4 miles. (Ref. 916915)

    7 nights from £359

    Book Now
    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsNo

    Cosy, detached stone cottage, in Dorset village of Upwey. Elevated site, lovely rural views. Eaves bedroom, conservatory. Private patio. Tea room and lovely walks nearby. Easy drive to the coast. Dorchester 5 miles. (Ref. 943806)

    7 nights from £269

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Luxury barn conversion in Charminster. Quality accommodation with beams and en-suites. Adjacent golf course. Excellent walking in heart of Hardy's Wessex. Dorchester 1.5 miles. (Ref. 1440)

    7 nights from £371

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Late Victorian former farm cottage, one of two on site, set into the chalk hillside above Dewlish in AONB. With beams, wood floors, en-suite, woodburning stove. Elevated lawned garden, country views. Dorchester 7 miles. (Ref. 927142)

    7 nights from £335

    Book Now
    • Sykes Rating
    • Sleeps2
    • Bedrooms1
    • PetsYes

    Well-presented, late Victorian, former farm cottage. One of two on site, set into the chalk hillside above Dewlish. Beams, wood floors, en-suite facilities. Woodburning stove. Japanese-style woodburning hot tub. Dorchester 7 miles. (Ref. 927143)

    Last booked within the last 2 days

    7 nights from £367

    Book Now
View on map
All cottages available for only £25 Deposit!*

For a limited time only, all our cottages can be reserved for only £25 Deposit. Don't miss out!

*Please refer to £25 deposit offer terms & conditions for further information.

Please find below a selection of self catering holiday cottages to rent in or near Chaldon Herring.