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

Portland Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Portland vacation rentals

Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is AED 2,014
AED 2,417 total
includes taxes & fees
13 Jul - 14 Jul
Mermaid Cottage
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
Beach nearby

Beautiful home in Portland by the beach, sleeps 6!

Beautiful home in Portland by the beach, sleeps 6!
Dorset
The price is AED 2,815
AED 4,027 total
includes taxes & fees
26 Jul - 27 Jul
Beautiful home in Portland by the beach, sleeps 6!
Cottage | Dining

Lighthouse View

Lighthouse View
3.5 star property
Portland
6.0 out of 10, (1 review)
"Bed was not comfy as we had backache after second night , we turned mattress round was ok that night but the after that . The step into the shower was too high and we had to buy a step to get in it and also the floor surface was very slippy . Was ck an and tidy and overall not a bad place to stay and would recommend and return at some point "
United Kingdom
Anonymous traveler
The price is AED 1,153
AED 1,384 total
includes taxes & fees
1 Jul - 2 Jul
Lighthouse View
Beach

74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is AED 1,903
AED 2,283 total
includes taxes & fees
30 Jun - 1 Jul
74 Reap Lane
Property grounds

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is AED 2,500
AED 3,000 total
includes taxes & fees
10 Jul - 11 Jul
Manhattan Beach
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is AED 1,928
AED 2,313 total
includes taxes & fees
30 Jun - 1 Jul
Home From Home
Cottage | Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is AED 2,938
AED 3,526 total
includes taxes & fees
8 Jul - 9 Jul
Old Higher Lighthouse Stopes Cottage
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is AED 1,961
AED 2,353 total
includes taxes & fees
12 Jul - 13 Jul
Anchor Cottage
Dining

Coastguard View

Coastguard View
3.0 star property
Portland
The price is AED 2,356
AED 2,827 total
includes taxes & fees
17 Jul - 18 Jul
Coastguard View
Cottage | Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is AED 2,554
AED 3,064 total
includes taxes & fees
30 Jun - 1 Jul
The Shambles
Cottage | Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is AED 2,896
AED 3,475 total
includes taxes & fees
8 Jul - 9 Jul
Pebbles Reach
Property grounds

Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is AED 2,311
AED 2,773 total
includes taxes & fees
10 Jul - 11 Jul
Bear's Apartment
Cottage | Dining

Jurassic Coast House

Jurassic Coast House
3.5 star property
Portland
8.0 out of 10, Very Good, (1 review)
"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...
United Kingdom
Michelle
The price is AED 4,164
AED 4,997 total
includes taxes & fees
10 Jul - 11 Jul
Jurassic Coast House
Cottage | Interior

Sea Gem

Sea Gem
3.5 star property
Portland
The price is AED 3,907
AED 4,688 total
includes taxes & fees
18 Jul - 19 Jul
Sea Gem
Cottage | Interior

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is AED 5,367
AED 6,440 total
includes taxes & fees
17 Jul - 18 Jul
Old Higher Lighthouse Branscombe Lodge
Cottage | Living room | TV

The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is AED 4,980
AED 5,976 total
includes taxes & fees
4 Jul - 5 Jul
The Old Portland Courthouse
Cottage | Beach | Beach nearby

The View

The View
2.0 star property
Portland
The price is AED 4,131
AED 4,957 total
includes taxes & fees
12 Jul - 13 Jul
The View
Outdoor dining

39 Greenlands, Littlesea Holiday Park

39 Greenlands, Littlesea Holiday Park
3.0 star property
Weymouth
The price is AED 1,377
AED 1,652 total
includes taxes & fees
30 Jun - 1 Jul
39 Greenlands, Littlesea Holiday Park
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 1,735 total
includes taxes & fees
30 Jun - 1 Jul
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
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

Driftwood B&B

Driftwood B&B

10/10 Excellent
"We chose the hottest days of the year to stay so the room was boiling, fortunately we took a fan with us but the owner also gave us another too. The room was perfectly adequate for our needs good shower but the toilet flush was slow, plenty of tea/coffee. Nothing was too much trouble for the owner. Easy breakfast idea in dining room lots of choice (but no cooked) we knew b4 so never worried us. I thought it was good value for the money more than happy. Big bonus there was parking and 10 min walk to town."
Richard 3-night trip
Posted 14 hours ago
Driftwood B&B

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, you can find vacation rentals in Portland close to Osprey Leisure Centre, or you can select a more secluded option if you'd like a relaxing place to stay. Tourists appreciate the top-notch restaurants and bars in Portland. Make sure you have time to check out the university setting while you're in the area.

What are some of the best vacation rentals in Portland?

Beautiful, family friendly Cottage with sea views of Chesil Beach : Visitors give good reviews to this Portland vacation home rental, which is located in a rural location and has a fireplace, a private yard, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Portland?

Choose from 18 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Cultural attractions include Portland Museum and Tout Quarry Sculpture Park, whereas Weymouth Bay and Dorset and East Devon Coast are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Portland Harbour and Portland Bill Lighthouse.

What are vacation rentals like in Portland?

Vacation rentals are private properties you can stay in for a couple days or more in Portland. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family trips.