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

Portland Vacation Rentals

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Our top choices for Portland vacation homes

Beautiful home in Portland by the beach, sleeps 6!

Beautiful home in Portland by the beach, sleeps 6!
Dorset
The price is CA $1,098
CA $1,571 total
includes taxes & fees
Jul 21 - Jul 22
Beautiful home in Portland by the beach, sleeps 6!

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

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is CA $1,945
CA $2,335 total
includes taxes & fees
Jul 19 - Jul 20
The Old Portland Courthouse

Peacehaven Retreat - 4 minutes from the beach!

Peacehaven Retreat - 4 minutes from the beach!
Weymouth
The price is CA $154
CA $241 total
includes taxes & fees
Jul 6 - Jul 7
Peacehaven Retreat - 4 minutes from the beach!

Beautiful newly refurbished annexe 2 miles from Wareham Quay

Beautiful newly refurbished annexe 2 miles from Wareham Quay
Sandford
The price is CA $204
CA $235 total
includes taxes & fees
Jul 8 - Jul 9
Beautiful newly refurbished annexe 2 miles from Wareham Quay

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 CA $322
CA $689 total
includes taxes & fees
Jul 5 - Jul 6
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

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 CA $293
CA $337 total
includes taxes & fees
Jul 9 - Jul 10
Hardy View Farm House

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 CA $710
CA $852 total
includes taxes & fees
Jul 26 - Jul 27
8 Driftwood

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 CA $2,297
CA $2,297 total
includes taxes & fees
Jul 18 - Jul 19
The Old Barn, Swanage

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is CA $709
CA $709 total
includes taxes & fees
Jul 7 - Jul 8
The Halt Maiden Newton, Dorset

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 CA $744
CA $850 total
includes taxes & fees
Jul 6 - Jul 7
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

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 CA $1,165
CA $1,625 total
includes taxes & fees
Jul 6 - Jul 7
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

The Studio - Arne, Stoborough

The Studio - Arne, Stoborough
Wareham
The price is CA $8,149
CA $8,149 total
includes taxes & fees
Jul 19 - Jul 20
The Studio - Arne, Stoborough

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 CA $1,458
CA $1,749 total
includes taxes & fees
Jul 9 - Jul 10
Seacliff

The Courthouse

The Courthouse
3.5 star property
Weymouth
The price is CA $1,326
CA $1,591 total
includes taxes & fees
Jul 17 - Jul 18
The Courthouse

15 Hardwick Street

15 Hardwick Street
3.5 star property
Weymouth
The price is CA $1,381
CA $1,657 total
includes taxes & fees
Jul 19 - Jul 20
15 Hardwick Street

Weybury Cottage

Weybury Cottage
3.5 star property
Weymouth
The price is CA $1,439
CA $1,726 total
includes taxes & fees
Jul 9 - Jul 10
Weybury Cottage

Low Tide

Low Tide
3.0 star property
Weymouth
The price is CA $2,446
CA $2,935 total
includes taxes & fees
Jul 9 - Jul 10
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

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Portland Vacation Homes information

Number of reviews
14
Accommodation
221 Vacation Homes
Lowest Price
CA $235
Highest Price
CA $8,149