Portland Holiday Homes from €156: Search Top House Rentals

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Our top choices for Portland holiday homes

A spacious loft with high ceilings, exposed wooden beams, and large windows.

1. The Old Portland Courthouse

Portland

includes taxes & fees

30 Oct - 31 Oct

A dining area with a table set for four, a bottle of wine, and a bowl of fruit.

2. Weybury Cottage

Rodwell

includes taxes & fees

9 Nov - 10 Nov

A compact living space with a kitchenette, a sofa, and a large window offering a view of the outdoors.

3. Hardy View Farm House

Dorchester

Carol S.

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with a gas stove, oven, and stainless steel appliances.

4. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Wool

Kristina

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with grey cabinets, a stainless steel sink, and a gas stove.

5. Beautiful newly refurbished annexe 2 miles from Wareham Quay

Sandford

includes taxes & fees

23 Nov - 24 Nov

A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

6. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

Winterborne Whitechurch

"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...

Stacia B.

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with stainless steel appliances, wooden countertops, and a herringbone floor pattern.

7. 15 Hardwick Street

Weymouth Town Center

includes taxes & fees

9 Nov - 10 Nov

A corner room with a bay window overlooking a beach, two leather chairs, and a small ottoman.

8. Low Tide

Weymouth Town Center

includes taxes & fees

9 Nov - 10 Nov

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Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

10/10 Excellent

"Best hotel in Weymouth first came here 26 years ago on the way to and from Gurnsey CIs with my late wife"

Sleeping Bear Hotel Dorchester

10/10 Excellent

"This is a lovely hotel - the building itself is full of character with plenty of space throuhgout. With free hot drinks and a vending machine for snacks, soft drinks and some alchoholic ones too, there is no need to rush out - but literaly within a stone's throw are 2 restaurants and 2 pubs - and for powerfully-armed cricketers - a couple of cafes. Our limited interactions with the staff found them all to be very helpful and friendly. A huge thank-you to all."

The Bull Hotel

10/10 Excellent

"We recently stayed in the Bull hotel and opted for a delux room. WE are so glad we did as the room was wonderful. very impressed, The stairs to the upper floors may be a challenge for the less mobile but I was told there a few rooms on the ground floor, one of which is deluxe. The hotel is convenient for the main shopping area and has a vety useful parking area to the rear of the hotel. All the staff were very helpful and friendly. A good breakfast and evening meal. The outside seating looked good too. A great place to stay in a lovely town."

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 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

8/10 Good

"Charming stone cottage, lots of character. Space was tight but we knew that ahead of time although we could’ve had a few more surfaces available to put a mug down or more easily access opening a window in a bedroom rather than bypass an objet d’art, but it was fun.Kitchen well equipped. I’ll be back!"

Find out more about Portland

Portland Holiday Homes information

Number of reviews	12
Accommodation	241 Holiday Homes
Lowest Price	€156
Highest Price	€1,851

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland holiday homes

1. The Old Portland Courthouse

2. Weybury Cottage

3. Hardy View Farm House

4. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

5. Beautiful newly refurbished annexe 2 miles from Wareham Quay

6. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

7. 15 Hardwick Street

8. Low Tide

9. The Courthouse

10. Village View

11. 8 Driftwood

12. Seacliff

Find holiday rentals that suit your style

Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Sleeping Bear Hotel Dorchester

Durdle Door Hotel

Lulworth Cove Inn

The Bull Hotel

Kingston Country Courtyard

Heights Hotel

The Jubilee Hotel West- with Spa Facilities

Beautiful, family friendly Cottage with sea views of Chesil Beach

Find out more about Portland

Portland Holiday Homes information

Holiday Homes in Portland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland holiday homes

1. The Old Portland Courthouse

2. Weybury Cottage

3. Hardy View Farm House

4. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

5. Beautiful newly refurbished annexe 2 miles from Wareham Quay

6. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

7. 15 Hardwick Street

8. Low Tide

9. The Courthouse

10. Village View

11. 8 Driftwood

12. Seacliff

Find holiday rentals that suit your style

Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Find out more about Portland

Portland Holiday Homes information