# Holiday cottages near Portland Castle — 429 within 10 miles (2026)

> 429 holiday cottages within 10 miles of Portland Castle in Isle Of Portland. The nearest is Sea Gem, under 0.2 miles away. 197 accept dogs. Prices start f…

Source: https://staycation.co.uk/near/portland-castle/cottages (Staycation.co.uk). Cite the source page, not this text version.

429 within 10 miles · nearest first

**In short:** 429 holiday cottages within 10 miles of Portland Castle in Isle Of Portland. The nearest is Sea Gem, under 0.2 miles away. 197 accept dogs. Prices start from £248 for a week.

Updated 9 November 2026 · Distances are straight-line · Ratings from Google · [About Portland Castle](https://staycation.co.uk/isle-of-portland/attractions/portland-castle)

[Cottages 429](https://staycation.co.uk/near/portland-castle/cottages) [Camping 39](https://staycation.co.uk/near/portland-castle/camping) [Hotels 21](https://staycation.co.uk/near/portland-castle/hotels) [Places to eat in Isle Of Portland](https://staycation.co.uk/isle-of-portland/restaurants)

[🏨Cottages under 0.2 miles Castletown, Portland Sea Gem Sleeps 7 · 4 bedrooms · from £888 a week Four-bedroom house in Castletown, Portland, Dorset, sleeping 7.](https://staycation.co.uk/dorset/cottages/sea-gem-syk1107230) [under 0.2 miles Castletown, Portland Panoramic View Sleeps 4 · 2 bedrooms · from £536 a week Modern two-bedroom apartment sleeping 4 in Castletown, Isle of Portland, Dorset.](https://staycation.co.uk/dorset/cottages/panoramic-view-syk1034885) [🏨Cottages under 0.2 miles Castletown, Portland Bear's Apartment Sleeps 4 · 2 bedrooms · from £509 a week Fourth-floor, two-bedroom apartment in Castletown, Portland, sleeping 4.](https://staycation.co.uk/dorset/cottages/bears-apartment-syk1119638) [🏨Cottages under 0.2 miles Castletown, Portland Sunset View Sleeps 4 · 2 bedrooms · from £466 a week Two-bedroom, two-bathroom apartment in Portland, Dorset, sleeping 4.](https://staycation.co.uk/dorset/cottages/sunset-view-syk1141111) [🏨Cottages under 0.2 miles Castletown, Portland Manhattan Beach Sleeps 4 · 2 bedrooms · from £555 a week Two-bedroom apartment in Castletown, Portland, sleeping 4 adults.](https://staycation.co.uk/dorset/cottages/manhattan-beach-syk1161472) [🏨Cottages 0.2 miles Fortuneswell Groves House Sleeps 6 · 3 bedrooms · from £485 a week Three-bedroom reverse-level cottage sleeping six in Fortuneswell, Dorset.](https://staycation.co.uk/dorset/cottages/groves-house-syk1166808) [🏨Cottages 0.2 miles Fortuneswell · Dogs welcome Jurassic Coast House Sleeps 8 · 4 bedrooms · from £938 a week Four-bedroom house sleeping 8 in Fortuneswell, Portland, Dorset.](https://staycation.co.uk/dorset/cottages/jurassic-coast-house-syk994310) [🏨Cottages 0.3 miles Fortuneswell · Dogs welcome Pebbles Reach Sleeps 7 · 3 bedrooms · from £661 a week Three-bedroom terraced house in Fortuneswell, Dorset, sleeping seven, with parking and terrace.](https://staycation.co.uk/dorset/cottages/pebbles-reach-syk1091335) [🏨Cottages 0.3 miles Fortuneswell Osprey House Portland Sleeps 8 · 4 bedrooms · from £681 a week Four-bedroom detached house in Fortuneswell, Portland, Dorset, sleeping 8.](https://staycation.co.uk/dorset/cottages/osprey-house-portland-syk994499) [0.3 miles Fortuneswell · Dogs welcome Olympic Cottage Sleeps 4 · 2 bedrooms · from £586 a week Contemporary cottage in Fortuneswell, Portland, Dorset, sleeping 4, with 2 bedrooms.](https://staycation.co.uk/dorset/cottages/olympic-cottage-syk994497) [0.3 miles Fortuneswell The Old Portland Courthouse Sleeps 8 · 4 bedrooms · from £1,149 a week Grade II listed four-bedroom cottage in Fortuneswell, Portland, sleeps 8.](https://staycation.co.uk/dorset/cottages/the-old-portland-courthouse-syk994487) [0.5 miles Fortuneswell Ammonite Cottage Sleeps 4 · 2 bedrooms · from £487 a week Traditional stone cottage in Fortuneswell, Isle of Portland, sleeping 4 in 2 bedrooms.](https://staycation.co.uk/dorset/cottages/ammonite-cottage-syk993922) [🏨Cottages 0.5 miles Dorset · Dogs welcome Chesil Vista Sleeps 4 · 2 bedrooms · from £393 a week Two-bedroom duplex in Dorset, less than a mile from Chesil Beach, with sea views and a fully equipped kitchen.](https://staycation.co.uk/dorset/cottages/chesil-vista-uk43462) [0.5 miles Fortuneswell · Dogs welcome Spring Rose Cottage Sleeps 8 · 3 bedrooms · from £445 a week Three-bedroom cottage sleeping eight in Fortuneswell, Dorset; pets welcome.](https://staycation.co.uk/dorset/cottages/spring-rose-cottage-syk1035417) [🏨Cottages 0.5 miles Dorset · Dogs welcome Nemo’s Lodge Sleeps 6 · 3 bedrooms Three-bedroom Portland home sleeping six, with free pet stays and off-road parking near the coast.](https://staycation.co.uk/dorset/cottages/nemo-s-lodge-uk49281) [0.5 miles Fortuneswell · Dogs welcome St Johns View Sleeps 4 · 2 bedrooms · from £577 a week This contemporary detached house is in Fortuneswell in Portland in Dorset and can sleep 4 people in 2 bedrooms.](https://staycation.co.uk/dorset/cottages/st-johns-view-syk994677) [🏨Cottages 0.6 miles Fortuneswell · Dogs welcome Langham Cottage Sleeps 4 · 2 bedrooms · from £446 a week Victorian terraced cottage sleeping 4 in Fortuneswell, Isle of Portland, Dorset.](https://staycation.co.uk/dorset/cottages/langham-cottage-syk994321) [🏨Cottages 0.6 miles Fortuneswell The Shambles Sleeps 4 · 2 bedrooms · from £568 a week Two-bedroom terraced cottage in Fortuneswell, Dorset, sleeping four.](https://staycation.co.uk/dorset/cottages/the-shambles-syk1082838) [0.6 miles Dorset Mallams Sleeps 6 · 3 bedrooms · from £393 a week Three-storey restored cottage in Fortuneswell, Isle of Portland, sleeping six with elevated position and parking.](https://staycation.co.uk/dorset/cottages/mallams-ukc2962) [0.6 miles Fortuneswell · Dogs welcome Seaview Sanctuary Sleeps 2 · 1 bedroom · from £506 a week One-bedroom ground-floor apartment for two in Fortuneswell, Dorset; dogs allowed.](https://staycation.co.uk/dorset/cottages/seaview-sanctuary-syk1197543) [🏨Cottages 0.6 miles Dorset · Dogs welcome Mallams Art House Sleeps 6 · 3 bedrooms · from £821 a week Three-bedroom house in Portland with enclosed garden, one mile from the beach; pets stay free.](https://staycation.co.uk/dorset/cottages/mallams-art-house-uk49285) [0.6 miles Dorset · Dogs welcome Pebbles Sleeps 6 · 3 bedrooms · from £473 a week Pebbles, Dorset: 200-year-old cottage sleeping 6 near Chesil Beach, with one dog welcome and no extra pet charge.](https://staycation.co.uk/dorset/cottages/pebbles-23977) [🏨Cottages 0.6 miles Fortuneswell · Dogs welcome Fisherman's Cottage, King Street Sleeps 4 · 2 bedrooms · from £430 a week Two-bedroom cottage for four in Fortuneswell, Dorset, welcoming pets and children.](https://staycation.co.uk/dorset/cottages/fishermans-cottage-king-street-syk1152166) [🏨Cottages 0.6 miles Fortuneswell Sunset Lodge Sleeps 6 · 3 bedrooms · from £592 a week Sunset Lodge in Fortuneswell, Dorset sleeps six people in three bedrooms.](https://staycation.co.uk/dorset/cottages/sunset-lodge-syk1173296) [🏨Cottages 0.6 miles Dorset · Dogs welcome Elizabethan House Sleeps 7 · 4 bedrooms · from £767 a week Grade II listed four-bedroom house in Portland, 500 yards from Chesil Beach, sleeps 7 with enclosed gardens.](https://staycation.co.uk/dorset/cottages/elizabethan-house-bceh139) [🏨Cottages 0.6 miles Fortuneswell · Dogs welcome Home From Home Sleeps 8 · 4 bedrooms · from £473 a week Four-bedroom house in Fortuneswell, Dorset, sleeping eight.](https://staycation.co.uk/dorset/cottages/home-from-home-syk1158103) [🏨Cottages 0.6 miles Fortuneswell The Blue Cottage Sleeps 6 · 3 bedrooms · from £525 a week Three-bedroom cottage sleeping six in Fortuneswell, Dorset, near the beach.](https://staycation.co.uk/dorset/cottages/the-blue-cottage-syk1120221) [🏨Cottages 0.6 miles Chiswell on Portland · Dogs welcome Kimberlin Sleeps 6 · 3 bedrooms · from £580 a week Three-bedroom cottage for six in Chiswell on Portland, Dorset, with pets welcome.](https://staycation.co.uk/dorset/cottages/kimberlin-syk1084822) [🏨Cottages 0.7 miles Fortuneswell The View Sleeps 6 · 3 bedrooms · from £727 a week Three-bedroom terraced house in Fortuneswell, Isle of Portland, sleeping up to 6.](https://staycation.co.uk/dorset/cottages/the-view-syk994754) [🏨Cottages 0.7 miles Chiswell on Portland Cove Cottage Hideaway Sleeps 2 · 1 bedroom · from £542 a week One-bedroom cottage sleeping two in Chiswell on Portland, Dorset, near the beach.](https://staycation.co.uk/dorset/cottages/cove-cottage-hideaway-syk1150238) [0.7 miles Fortuneswell · Dogs welcome NO 10 Sleeps 4 · 2 bedrooms · from £568 a week NO 10 in Fortuneswell, Dorset, sleeps four guests in two bedrooms.](https://staycation.co.uk/dorset/cottages/no-10-syk1200066) [🏨Cottages 0.7 miles Dorset · Dogs welcome Cornerstone Sleeps 6 · 3 bedrooms · from £443 a week Three-bedroom house with private courtyard on the Isle of Portland, sleeping six with one pet welcome.](https://staycation.co.uk/dorset/cottages/cornerstone-bccstone) [🏨Cottages 1.6 miles Dorset · Dogs welcome Hideaway House Sleeps 5 · 3 bedrooms · from £597 a week Three-bedroom house in Portland, Dorset, minutes from Chesil Beach and the Jurassic Coast.](https://staycation.co.uk/dorset/cottages/hideaway-house-uk36512) [🏨Cottages 1.6 miles Wyke Regis · Dogs welcome Portland Pebble Sleeps 6 · 3 bedrooms · from £722 a week Three-bedroom house sleeping six in Wyke Regis, Dorset, close to the beach; pets welcome.](https://staycation.co.uk/dorset/cottages/portland-pebble-syk1097679) [1.6 miles Weymouth Still Waters Sleeps 7 · 4 bedrooms · from £880 a week Four-bedroom cottage in Weymouth, Dorset, sleeping seven.](https://staycation.co.uk/dorset/cottages/still-waters-syk1195851) [🏨Cottages 1.6 miles Wyke Regis · Dogs welcome Waters Edge Sleeps 5 · 3 bedrooms · from £622 a week Three-bedroom modern house in Wyke Regis, Dorset, sleeping five, near beach and Isle of Portland.](https://staycation.co.uk/dorset/cottages/waters-edge-syk994759) [🏨Cottages 1.6 miles Wyke Regis Fairways Sleeps 5 · 3 bedrooms · from £544 a week Three-bedroom house in Wyke Regis, Dorset, sleeping five, two minutes from the beach.](https://staycation.co.uk/dorset/cottages/fairways-syk1047698) [🏨Cottages 1.6 miles Wyke Regis Beach View House Sleeps 5 · 3 bedrooms · from £732 a week Three-bedroom cottage for five in Wyke Regis, Dorset, near beach.](https://staycation.co.uk/dorset/cottages/beach-view-house-syk1091445) [1.7 miles Wyke Regis · Dogs welcome Home Waters ★ 4.7 (7) Sleeps 5 · 3 bedrooms · from £556 a week This terraced cottage is in the town of Weymouth in Dorset and can sleep 5 people in 3 bedrooms.](https://staycation.co.uk/dorset/cottages/home-waters-syk994270) [1.7 miles Easton Portland · Dogs welcome Alpen Rose Cottage ★ 5.0 (11) Sleeps 5 · 3 bedrooms · from £586 a week Alpen Rose Cottage is a restored terraced fisherman’s cottage on the Isle of Portland and can sleep five people in three bedrooms.](https://staycation.co.uk/dorset/cottages/alpen-rose-cottage-syk993918) [🏨Cottages 1.7 miles Weymouth Chesil Retreat Sleeps 4 · 2 bedrooms · from £585 a week Two-bedroom cottage in Weymouth, Dorset, sleeping four; no pets.](https://staycation.co.uk/dorset/cottages/chesil-retreat-syk1100742) [🏨Cottages 1.7 miles Weymouth · Dogs welcome Sandpiper Sleeps 2 · 1 bedroom · from £451 a week One-bedroom cottage for two in Weymouth, Dorset, with garden and parking; pets welcome.](https://staycation.co.uk/dorset/cottages/sandpiper-syk1092449) [1.7 miles Weymouth · Dogs welcome Wren Cottage Sleeps 4 · 2 bedrooms · from £405 a week Two-bedroom cottage in Weymouth, Dorset, sleeping four people, pets allowed.](https://staycation.co.uk/dorset/cottages/wren-cottage-syk1082718) [1.7 miles Easton, Portland · Dogs welcome Arum Sleeps 4 · 2 bedrooms · from £548 a week Two-bedroom bungalow in Easton, Portland, Dorset, sleeping 4 with dogs allowed.](https://staycation.co.uk/dorset/cottages/arum-syk1183330) [1.7 miles Wyke Regis Home from Home near the Sea Sleeps 8 · 4 bedrooms · from £824 a week Home from Home near the Sea in Wyke Regis, Dorset, sleeps eight in four bedrooms.](https://staycation.co.uk/dorset/cottages/home-from-home-near-the-sea-syk1200131) [1.8 miles Weymouth · Dogs welcome The Lookout -The House With A View Sleeps 6 · 3 bedrooms · from £625 a week Three-bedroom mid-terrace house in Wyke Regis, Dorset, sleeps 6, pets welcome.](https://staycation.co.uk/dorset/cottages/the-lookout-the-house-with-a-view-syk1006910) [1.8 miles Weymouth · Dogs welcome Jay Cottage Sleeps 4 · 2 bedrooms · from £426 a week Two-bedroom terraced house in Weymouth, Dorset, sleeping four, pets welcome.](https://staycation.co.uk/dorset/cottages/jay-cottage-syk1053611) [1.8 miles Weston, Portland Lily's Pad Sleeps 4 · 2 bedrooms · from £390 a week Ground-floor apartment in Portland, Dorset, sleeping 4 in 2 bedrooms.](https://staycation.co.uk/dorset/cottages/lilys-pad-syk1173596) [🏨Cottages 2 miles Wakeham, Portland Bowman's Cottage Sleeps 4 · 2 bedrooms · from £469 a week Stone cottage for four in Wakeham, Portland, Dorset, with two bedrooms and exposed stonework.](https://staycation.co.uk/dorset/cottages/bowmans-cottage-syk994021) [🏨Cottages 2 miles Weston, Portland Anchor Cottage Sleeps 5 · 3 bedrooms · from £467 a week Anchor Cottage in Weston, Portland, Dorset, sleeps five guests in three bedrooms](https://staycation.co.uk/dorset/cottages/anchor-cottage-syk1160217) [🏨Cottages 2 miles Dorset · Dogs welcome Trevina Sleeps 5 · 2 bedrooms · from £323 a week Two-bedroom semi-detached house in Dorset, near Weymouth beach, welcomes one pet free of charge.](https://staycation.co.uk/dorset/cottages/trevina-29847) [🏨Cottages 2 miles Wyke Regis · Dogs welcome Fisherman's Rest Sleeps 6 · 3 bedrooms · from £669 a week Three-bedroom cottage sleeping six in Wyke Regis, Dorset, with dogs welcome.](https://staycation.co.uk/dorset/cottages/fishermans-rest-syk1103441) [🏨Cottages 2 miles Easton, Portland Pebble Reef Sleeps 6 · 3 bedrooms · from £625 a week Pebble Reef rests in Easton, Dorset, sleeping six in three bedrooms.](https://staycation.co.uk/dorset/cottages/pebble-reef-syk1122341) [🏨Cottages 2 miles Castle Cove · Dogs welcome Lookout Sleeps 4 · 2 bedrooms · from £638 a week Contemporary three-storey house sleeping 4 in Castle Cove, Dorset; pets allowed.](https://staycation.co.uk/dorset/cottages/lookout-syk994352) [2 miles Weymouth · Dogs welcome The View Sleeps 4 · 2 bedrooms · from £629 a week Three-storey house sleeping 4 in Weymouth, Dorset, with two bedrooms and a balcony.](https://staycation.co.uk/dorset/cottages/the-view-syk1173086) [🏨Cottages 2 miles Castle Cove · Dogs welcome Sea King House Sleeps 5 · 3 bedrooms · from £764 a week Three-bedroom terraced house in Castle Cove, Dorset, sleeps 5.](https://staycation.co.uk/dorset/cottages/sea-king-house-syk994638) [🏨Cottages 2 miles Castle Cove · Dogs welcome Castle Cove View Sleeps 6 · 3 bedrooms · from £741 a week Three-bedroom townhouse in Castle Cove, Dorset, sleeping six, near the beach.](https://staycation.co.uk/dorset/cottages/castle-cove-view-syk1059103) [🏨Cottages 2 miles Weymouth Kiama Sleeps 4 · 2 bedrooms · from £595 a week Two-bedroom terraced house in Weymouth, Dorset, sleeping four.](https://staycation.co.uk/dorset/cottages/kiama-syk1118939) [🏨Cottages 2 miles Wakeham, Portland Mermaid Cottage Sleeps 4 · 2 bedrooms · from £544 a week Two-bedroom cottage sleeping 4 in Wakeham, Portland, Dorset.](https://staycation.co.uk/dorset/cottages/mermaid-cottage-syk1143548) [2.1 miles Wigbeth · Dogs welcome Meadow View ★ 4.3 (73) Sleeps 5 · 3 bedrooms Renovated 1930s house in Wigbeth, Dorset, sleeping 5 in 3 bedrooms; walking distance to beaches and Chesil Beach.](https://staycation.co.uk/dorset/cottages/meadow-view-bcmeadow)

Showing the 60 nearest of 429. For the rest, see [holiday cottages around Isle Of Portland](https://staycation.co.uk/isle-of-portland/cottages).

## Quick answers

### How many holiday cottages are there near Portland Castle?

We list 429 within 10 miles of Portland Castle, measured in a straight line.

### Which holiday cottages are closest to Portland Castle?

The nearest are Sea Gem (under 0.2 miles), Panoramic View (under 0.2 miles) and Bear's Apartment (under 0.2 miles).

### Are there dog-friendly holiday cottages near Portland Castle?

Yes: 197 of the 429 accept dogs. They are marked on this page.

### How much is a cottage near Portland Castle?

Starting prices begin at £248 for a week. Prices change with the dates, so check availability for an exact figure.

### How are the distances worked out?

They are straight-line distances between each place and Portland Castle, so the journey by road will be a little longer.