A coastal town with colorful houses, a prominent hill in the background, and a clear blue sky.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Portland vacation homes

Beach nearby

Beautiful home in Portland by the beach, sleeps 6!

Beautiful home in Portland by the beach, sleeps 6!
Dorset
Beautiful home in Portland by the beach, sleeps 6!
Beach

Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs

Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs
Fortuneswell
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay in Portland. The house had everything we needed, as a base to explore the local area. "
United Kingdom
Ruby C.
The price is AED 1,566
AED 1,789 total
includes taxes & fees
5 Jul - 6 Jul
Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is AED 5,005
AED 6,006 total
includes taxes & fees
4 Jul - 5 Jul
The Old Portland Courthouse
Interior

Peacehaven Retreat - 4 minutes from the beach!

Peacehaven Retreat - 4 minutes from the beach!
Weymouth
The price is AED 393
AED 616 total
includes taxes & fees
6 Jul - 7 Jul
Peacehaven Retreat - 4 minutes from the beach!
Private kitchen

Beautiful newly refurbished annexe 2 miles from Wareham Quay

Beautiful newly refurbished annexe 2 miles from Wareham Quay
Sandford
The price is AED 526
AED 604 total
includes taxes & fees
6 Jul - 7 Jul
Beautiful newly refurbished annexe 2 miles from Wareham Quay
Beach

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

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is AED 824
AED 1,774 total
includes taxes & fees
15 Jul - 16 Jul
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Interior

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is AED 714
AED 816 total
includes taxes & fees
1 Jul - 2 Jul
Hardy View Farm House
Exterior

8 Driftwood

8 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "
United Kingdom
kevin
The price is AED 1,817
AED 2,181 total
includes taxes & fees
13 Jul - 14 Jul
8 Driftwood
Interior

The Old Barn, Swanage

The Old Barn, Swanage
Swanage
10.0 out of 10, Exceptional, (2 reviews)
"The location allowed for a relaxing time. Plenty of space for the whole party. Ample parking .footpaths around the home to walk from.When the Steam railway is working a great view of the trains going pass.Swanage and many other attractions very close by so an ideal base. "
United Kingdom
Lucy N.
The price is AED 4,612
AED 4,612 total
includes taxes & fees
3 Jul - 4 Jul
The Old Barn, Swanage
WiFi

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is AED 1,588
AED 1,588 total
includes taxes & fees
2 Jul - 3 Jul
The Halt Maiden Newton, Dorset
Smart TV, books

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

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
The price is AED 1,434
AED 1,639 total
includes taxes & fees
1 Jul - 2 Jul
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Dining

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
3.0 star property
Dorchester
The price is AED 2,984
AED 4,162 total
includes taxes & fees
1 Jul - 2 Jul
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Beach

The Studio - Arne, Stoborough

The Studio - Arne, Stoborough
Wareham
The price is AED 18,345
AED 18,345 total
includes taxes & fees
17 Jul - 18 Jul
The Studio - Arne, Stoborough
Cottage | Interior

Seacliff

Seacliff
2.0 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"This is our second time staying at Seacliffe and it was perfect for us as a family of 5 and a small dog. The house has everything you need, lots of space and a lovely patio and garden."
United Kingdom
Vicki
The price is AED 3,734
AED 4,480 total
includes taxes & fees
11 Jul - 12 Jul
Seacliff
Exterior

The Courthouse

The Courthouse
3.5 star property
Weymouth
The price is AED 3,407
AED 4,089 total
includes taxes & fees
17 Jul - 18 Jul
The Courthouse
Cottage | Private kitchen | Fridge, microwave, dishwasher, electric kettle

15 Hardwick Street

15 Hardwick Street
3.5 star property
Weymouth
The price is AED 3,536
AED 4,243 total
includes taxes & fees
13 Jul - 14 Jul
15 Hardwick Street
Cottage | Private kitchen | Fridge, microwave, dishwasher, cookware/dishes/utensils

Weybury Cottage

Weybury Cottage
3.5 star property
Weymouth
The price is AED 3,701
AED 4,442 total
includes taxes & fees
4 Jul - 5 Jul
Weybury Cottage
Cottage | Interior

Low Tide

Low Tide
3.0 star property
Weymouth
The price is AED 6,264
AED 7,517 total
includes taxes & fees
13 Jul - 14 Jul
Low Tide
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Portland Hotel Reviews

Best Western Weymouth Hotel Rembrandt

Best Western Weymouth Hotel Rembrandt

8/10 Good
"Check in staff member was super friendly and helpful, thank you."
Sarah 1-night trip
Posted less than an hour ago
Best Western Weymouth Hotel Rembrandt