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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Portland vacation rentals

Interior

1. 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 2,060
AED 2,472 total
includes taxes & fees
8 Sep - 9 Sep
Mermaid Cottage
Cottage | Dining

2. 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 1,179
AED 1,415 total
includes taxes & fees
2 Sep - 3 Sep
Lighthouse View
Living area

3. Groves House

Groves House
3.0 star property
Portland
The price is AED 1,954
AED 2,345 total
includes taxes & fees
1 Sep - 2 Sep
Groves House
Beach nearby

4. Home From Home

Home From Home
3.0 star property
Portland
The price is AED 1,971
AED 2,366 total
includes taxes & fees
24 Aug - 25 Aug
Home From Home
Beach

5. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is AED 1,949
AED 2,338 total
includes taxes & fees
19 Aug - 20 Aug
74 Reap Lane
Cottage | Interior

6. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is AED 2,961
AED 3,553 total
includes taxes & fees
2 Sep - 3 Sep
Pebbles Reach
Dining

7. Coastguard View

Coastguard View
3.0 star property
Portland
The price is AED 2,409
AED 2,891 total
includes taxes & fees
17 Aug - 18 Aug
Coastguard View
Property grounds

8. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is AED 2,366
AED 2,839 total
includes taxes & fees
21 Aug - 22 Aug
Bear's Apartment
Property grounds

9. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is AED 3,631
AED 4,357 total
includes taxes & fees
28 Aug - 29 Aug
Manhattan Beach
Cottage | Interior

10. Sea Gem

Sea Gem
3.5 star property
Portland
The price is AED 3,993
AED 4,792 total
includes taxes & fees
30 Aug - 31 Aug
Sea Gem
Cottage | Interior

11. St Johns View

St Johns View
3.5 star property
Portland
The price is AED 4,208
AED 5,050 total
includes taxes & fees
29 Aug - 30 Aug
St Johns View
Cottage | Interior

12. Kimberlin

Kimberlin
3.5 star property
Portland
Kimberlin
Cottage | Living room | TV

13. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is AED 5,099
AED 6,119 total
includes taxes & fees
21 Aug - 22 Aug
The Old Portland Courthouse
Cottage | Dining

14. 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 5,236
AED 6,283 total
includes taxes & fees
29 Aug - 30 Aug
Jurassic Coast House
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils

15. Coastguard Lookout

Coastguard Lookout
2.0 star property
Weymouth
The price is AED 1,887
AED 2,264 total
includes taxes & fees
7 Sep - 8 Sep
Coastguard Lookout
1 bedroom, desk, travel crib, WiFi

16. Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth
8.4 out of 10, Very Good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
The price is AED 654
AED 887 total
includes taxes & fees
13 Aug - 14 Aug
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Beach

17. 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 743
AED 1,680 total
includes taxes & fees
9 Sep - 10 Sep
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Exterior

18. Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage

Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage
Harman's Cross
Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage
Interior

19. 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 743
AED 842 total
includes taxes & fees
2 Sep - 3 Sep
Hardy View Farm House
Interior

20. Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage

Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage
Harman's Cross
Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage
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

George Albert Hotel & Spa

George Albert Hotel & Spa

10/10 Excellent
"Very good 2nd stay would highly recommend it"
Kathleen 1-night trip
Posted 14 hours ago
George Albert Hotel & Spa

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 20 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.