Castletown Holiday Cottages

Your search returned 18 cottages.

Filter your results 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 £413

    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 garden. Well placed for exploring the coastline and countryside of Dorset. (Ref. 7688)

    7 nights from £340

    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 £430

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

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. Attractive, well-appointed and modern holiday cottage. Many attractions and activities within reach. Weymouth 3.5 miles. (Ref. 932159)

    7 nights from £395

    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)

    7 nights from £430

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

    Fully furnished detached house just 1.5 miles from Weymouth and the coast. Three large bedrooms, a kitchen and living area. Nearby Jurassic Coast, Monkey World and Tank Museum. (Ref. 952891)

    Last booked yesterday

    7 nights from £340

    Book Now
    • Sykes Rating
    • tripadvisor rating
    • Sleeps4
    • Bedrooms2
    • PetsNo

    Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)

    7 nights from £537

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

    Attractive semi detached holiday home, residential area on the edge of Weymouth. Well equipped and furnished. Pet friendly. WiFi. Local facilities nearby. Close to beach. Weymouth 1mile. (Ref. 932957)

    7 nights from £335

    Book Now
    • Sykes Rating
    • Sleeps4
    • Bedrooms2
    • PetsYes

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. Very high standard of accommodation with en-suite facilities and vaulted ceiling. Dog-friendly, plenty to see and do in the area. Weymouth 3.5 miles. (Ref. 932158)

    Last booked yesterday

    7 nights from £413

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

    Comfortable, detached chalet dormer bungalow within the village of Easton on Portland. Well-appointed with enclosed garden. Near local amenities. Ideal for exploring Dorset's Jurassic Coast. Weymouth 6 miles. (Ref. 28523)

    7 nights from £333

    Book Now
Filter your results View on map

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