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The best cottages in Castletown

Check out our pick of great cottages in Castletown

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Cabin cottage, hotel in Castletown

Located 7.6 km from Weymouth Harbour, 32 km from Monkey World and 40 km from Golden Cap, Cabin cottage offers accommodation situated in Castletown.

It was i a great location, and was so lovely inside
Scored 9.7
9.7
Rated exceptional
Exceptional
24 reviews
Price from
£127.50
per night
Jurassic View 3 Bed House with Hot Tub, hotel in Castletown

Set in Castletown, near Portland Beach and Portland Castle, Jurassic View 3 Bed House with Hot Tub is a recently renovated property, featuring, a garden and tennis court.

Hot tub
Scored 7.5
7.5
Rated good
Good
102 reviews
Price from
£374.06
per night
The Grange, hotel in Castletown

Located in Weymouth in the Dorset region, The Grange provides accommodation with free WiFi and free private parking.

Everything was fantastic
Scored 9.5
9.5
Rated exceptional
Exceptional
38 reviews
Price from
£337.50
per night
House with free parking and large garden, hotel in Castletown

Featuring garden views, House with free parking and large garden provides accommodation with a garden and a patio, around 2.7 km from Weymouth Beach.

Great location with parking, shop was nearby and there was beach which was close for walking the dogs
Scored 9.5
9.5
Rated exceptional
Exceptional
13 reviews
Price from
£166.50
per night
Blue Ensign Cottage, hotel in Castletown

Located in Weymouth, 500 metres from Weymouth Beach and 25 km from Monkey World, Blue Ensign Cottage provides accommodation with free WiFi in a historic building.

Great house! Great beds!
Scored 9.2
9.2
Rated superb
Superb
34 reviews
Price from
£361
per night
Cosy 3-bedroom house, stones throw to beach, hotel in Castletown

Set in Weymouth, 700 metres from Weymouth Beach and 1.8 km from Weymouth Harbour, Cosy 3-bedroom house, stones throw to beach offers accommodation with free WiFi in a historic building.

Nice little town house in a good location near the beach, parking nearby
Scored 8.3
8.3
Rated very good
Very good
165 reviews
Price from
£166.50
per night
Olympic Village Vela - Portland, hotel in Castletown

Set in Portland and only 200 metres from Portland Beach, Olympic Village Vela - Portland offers accommodation with garden views, free WiFi and free private parking.

The property was well situated, very clean. There were some lovely welcome goodies. The beds were comfortable.
Scored 8.8
8.8
Rated fabulous
Fabulous
38 reviews
Price from
£318.30
per night
Admiralty House, hotel in Castletown

Admiralty House is located in Weymouth, just half a mile from Weymouth Train Station. Free WiFi access is available in this holiday home and the property offers free parking.

Location and enough space in the kitchen for everyone.
Scored 7.4
7.4
Rated good
Good
9 reviews
Price from
£950
per night
Yalbury Cottage, hotel in Castletown

Dating back around 350 years, Yalbury Cottage is situated in the village of Lower Bockhampton, 2 miles from the historic town of Dorchester. It offers a restaurant and free Wi-Fi.

Brilliant staff. They were really nice and warm and made us feel very welcome. We ate at the restaurant which was incredible. The chef clearly takes a lot of pride in their work because the dining experience was exceptional.
Scored 9.3
9.3
Rated superb
Superb
562 reviews
Price from
£105
per night
Barton Cottage Bed and Breakfast, hotel in Castletown

Situated in Broadmayne, Barton Cottage Bed and Breakfast is a historic bed and breakfast that features free WiFi, and guests can enjoy water sports facilities and a terrace.

Louisa was a perfect ,welcoming friendly host. Breakfast was perfect and we enjoyed the little touches. Beautiful thatched cottage .
Scored 9.6
9.6
Rated exceptional
Exceptional
138 reviews
Price from
£129.80
per night
All cottages in Castletown
Looking for a cottage?
Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays with a little more privacy.
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Most booked cottages in Castletown this month

Enjoy breakfast in Castletown!

  • Cabin cottage
    Breakfast options
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 24 reviews

    Located 7.6 km from Weymouth Harbour, 32 km from Monkey World and 40 km from Golden Cap, Cabin cottage offers accommodation situated in Castletown.

    It was i a great location, and was so lovely inside

  • Luxurious Beach House Chesil Beach. Sleeps 6
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 72 reviews

    Luxurious Beach House Chesil Beach. Sleeps 6, a property with a garden, is located in Castletown, 2.5 km from Chesil Beach, 32 km from Monkey World, as well as 39 km from Golden Cap.

    Gated entrance and modern decor Very clean and spacious

  • Marina View
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 3 reviews

    Set in Castletown, near Portland Beach and Portland Castle, Marina View is a recently renovated property, featuring, free bikes and garden.

  • 2 Bed in Portland 91468

    Offering a garden and garden view, 2 Bed in Portland 91468 is located in Castletown, 32 km from Monkey World and 39 km from Golden Cap.

  • Dory Cottage - Chesil Beach View
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 3 reviews

    Set in Castletown, just 200 metres from Portland Beach, Dory Cottage - Chesil Beach View offers beachfront accommodation with free WiFi.

  • Chiswell Cottage a large family nr WPNSA & Beach
    Scored 8.3
    8.3
    Rated very good
    Very good
     · 3 reviews

    Offering a garden and garden view, Chiswell Cottage a large family nr WPNSA & Beach is set in Castletown, 32 km from Monkey World and 39 km from Golden Cap.

  • Cornerstone
    Breakfast options
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Set in Castletown in the Dorset region, with Portland Beach and Portland Castle nearby, Cornerstone offers accommodation with free WiFi and free private parking.

  • Elizabethan House

    Elizabethan House, a property with a garden, is set in Castletown, 32 km from Monkey World, 40 km from Golden Cap, as well as 44 km from Corfe Castle.

Cottages that guests love in Castletown

  • Avg. price/night: £127.50
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 24 reviews
    We loved this small cottage! The location is very central and the price was fair. We also appreciated the very rich breakfast left for us by the owner. The cottage has everything you might need: a very complete kitchen & kitchenware; oven & microwave; fridge & freezer; smart TV; comfy sofa; bathroom with window; etc. We really enjoyed spending a long weekend in Portland and this cottage was just icing on the cake!
    Mattia800
    Young couple
  • Avg. price/night: £127.50
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 24 reviews
    The cottage was so cute. It was comfortable and it was so kind of the host to leave bread milk and eggs. Would definitely stay here again
    Emma
    Young couple
  • Avg. price/night: £127.50
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 24 reviews
    Cosy and cute cabin, with food left for breakfast was a lovely touch and a handwritten note explaining everything I needed. Super friendly even extending my check out time when I asked :)
    Berridge
    Young couple
  • Avg. price/night: £127.50
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 24 reviews
    This cute little cottage is simply gorgeous. It's very unique and cozy with charm and individuality.
    Pittilla
    Solo traveller
  • Avg. price/night: £393.75
    Scored 7.5
    7.5
    Rated good
    Good
     · 102 reviews
    The view was stunning, hot tub was amazing and nice to sit by the fireplace at night. House was lovely too
    Stephanie
    Group
  • Avg. price/night: £393.75
    Scored 7.5
    7.5
    Rated good
    Good
     · 102 reviews
    Hot tub and views great. Useful supplies at property on arrival. Clean and cosy. Wifi good and available tv subscriptions good.
    Mark
    Young couple
  • Avg. price/night: £393.75
    Scored 7.5
    7.5
    Rated good
    Good
     · 102 reviews
    Comfortable cosy house, great lounge and TV, perfect for a group of friends to chill out. Hot tub was lovely and views were fantastic. easy to park and in a quiet location.
    Michele
    Group
  • Avg. price/night: £393.75
    Scored 7.5
    7.5
    Rated good
    Good
     · 102 reviews
    The location is great, free street parking. Quiet area. Amazing views! Huge hot tub is a great addition. House is very cosy and welcoming. The contact with the host is great and he is very accommodating.
    Natalia1711
    People with friends
  • Scored 2.5
    2.5
    Rated very poor
    Very poor
     · 4 reviews
    Self catering !!! We did not stay at this apartment as the host did give us the keys and we went there then rang us up to say it was cancelled and we had to get out then another turned up and they said he’s done to them the day before the apartment was filthy anyway and the hose was very rude on the phone so we had to stay at the lovely cottage down the road .. disgusting way to be treated 😡😡😡
    Trudy
    Solo traveller
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