Portland Cottages

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Portland cottages

A room with a large window overlooking a coastal landscape, featuring a wooden interior and a cushioned seating area.

1. Old Higher Lighthouse Branscombe Lodge

Portland

Trevor

includes taxes & fees

2 Nov - 3 Nov

A multi-story brick building with a flat roof, multiple windows, and a small garden area with grass and plants.

2. Lily's Pad

Portland

includes taxes & fees

25 Oct - 26 Oct

The exterior of Maritime House with a prominent entrance and a crest above the sign.

3. Lighthouse View

Portland

Anonymous traveller

includes taxes & fees

21 Oct - 22 Oct

A two-story house with a pink exterior, white windows, and a visible front door.

4. Mermaid Cottage

Portland

Terry

includes taxes & fees

20 Oct - 21 Oct

A row of multi-story buildings with a clear sky.

5. Chandlers Nook

Portland

includes taxes & fees

21 Oct - 22 Oct

A stone cottage with a white door, two windows, and a small porch area.

6. Anchor Cottage

Portland

includes taxes & fees

28 Oct - 29 Oct

A building with a garage door labeled 'ESPIONAGE Place,' a balcony with glass railings, and a clear blue sky.

7. Portland View

Portland

includes taxes & fees

24 Oct - 25 Oct

A two-story residential building with a stone facade, a blue upper floor, and a grey lower floor.

8. Home From Home

Portland

includes taxes & fees

28 Oct - 29 Oct

A wide, pebbled beach with a clear sky and calm sea.

9. 74 Reap Lane

Portland

includes taxes & fees

25 Oct - 26 Oct

A modern bathroom with a large mirror, a glass-enclosed shower, a wooden tray, and a copper basin on the countertop.

10. Groves House

Portland

David

includes taxes & fees

31 Oct - 1 Nov

A two-story house with a stone facade, a grey roof, and a white garage door.

11. St Johns View

Portland

includes taxes & fees

25 Oct - 26 Oct

A coastal view from a high vantage point with a grassy area and a railing.

12. Old Higher Lighthouse Stopes Cottage

Portland

includes taxes & fees

9 Nov - 10 Nov

A balcony with a view of a marina and cityscape.

13. Manhattan Beach

Portland

includes taxes & fees

19 Oct - 20 Oct

A stone staircase leading to a terrace overlooking a coastal town.

14. The View

Portland

includes taxes & fees

24 Oct - 25 Oct

A pebble beach with a clear sky and calm sea.

15. The Shambles

Portland

includes taxes & fees

18 Oct - 19 Oct

A modern residential building with a brick facade, multiple windows, and a paved driveway.

16. Pebbles Reach

Portland

includes taxes & fees

18 Oct - 19 Oct

A balcony with wicker furniture, a glass table, and a view of the sea and buildings.

17. Bear's Apartment

Portland

includes taxes & fees

18 Oct - 19 Oct

A modern two-story building with a brick facade and large windows.

18. Sea Gem

Portland

A rooftop terrace with a tiled floor, a black wicker sofa, and a small black table with a book and a cup.

19. Jurassic Coast House

Portland

"Nice size property. Missing the more luxury/comfort items. Garden furniture ok not as images. Has a comfy dining table. Balcony furniture present but not suitable for the area. High stools and table not appropriate needs more relaxing items to make area useful otherwise it was good for drying clothes. Area is central and easy for amenities, cafes, beach, shops etc all easy to walk to. Noisy as near heliport and some days this is busy from early morning till after 10 at night. Not overly...

Michelle

includes taxes & fees

18 Oct - 19 Oct

A view from a balcony with a glass ceiling overlooking a coastal area, including a sea, grassy areas, and residential buildings.

20. Still Waters

Wyke Regis

Rory

includes taxes & fees

27 Oct - 28 Oct

View all properties

Find holiday rentals that suit your style

Cottages

Chalets

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Portland Hotel Reviews

Durdle Door Hotel

10/10 Excellent

"Excellent location for walking to Durdle Door and beyond. Close to local pubs and restaurants. Staff are very helpful and knowledgeable. Clean and tidy bedrooms. Discounted parking across the road. Visited in late September so wasn’t too busy."

Heights Hotel

8/10 Good

"Very friendly and welcoming staff on arrival. Nice Reception area, but once you get beyond the reception the corridors and our room (203) were somewhat austere. Nice breakfast, but a wider selection of fresh fruit salad would be very welcome. The red berries were still frozen but the cooked breakfast was nice, plus a good choice of teas and coffee. Fabulous views over Chesil Beach from the restaurant, but the view from our room was compromised by the double glazing having condensation between the panes of glass (plus a net curtain for privacy). I would stay here again purely for the view and convenience of being where we needed to be (on Portland)"

The Duchess of Cornwall Inn

10/10 Excellent

"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."

The Bull Hotel

8/10 Good

"Late online-booking led to some issues with the location end parking nearby. Which was professionally and friendly solved by the staff. The room was rather small for two. Though the bathroom was OK and clean. The hotel has an historical flair and still many original features. Breakfast was plenty een very good. We stayed for one night."

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"The room was a good size, we had a family room for 5. The room was clean and tidy and good amenities in the room itself. The best aspect was the seaview which was fantastic helped by some good October weather. We didn't use the bar much as we were visiting relatives who live in Weymouth - but it looked good with plenty to do. The best thing about staying in the older hotels on the front is access to the beach/Weymouth centre, room size and view. Overall very happy with the hotel and the price. Would definitely stay again - thanks."

Beautiful, family friendly Cottage with sea views of Chesil Beach

10/10 Excellent

"All good and nice spot. Parking is sometimes a bit challenging but manageable. A dishwasher would had been better than a washing machine in the kitchen but obviously that depends on personal preferences.The ice machine was great to have."

Find out more about Portland