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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Portland vacation rentals

2 bedrooms, WiFi (free), individually decorated, individually furnished

1. Lily's Pad

Lily's Pad
3.0 star property
Portland
The price is AED 1,514
AED 1,816 total
includes taxes & fees
17 Oct - 18 Oct
Lily's Pad
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 1,158
AED 1,390 total
includes taxes & fees
4 Oct - 5 Oct
Lighthouse View
Living area

3. Chandlers Nook

Chandlers Nook
2.0 star property
Portland
The price is AED 1,580
AED 1,896 total
includes taxes & fees
5 Oct - 6 Oct
Chandlers Nook
Interior

4. 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 2,022
AED 2,427 total
includes taxes & fees
4 Oct - 5 Oct
Mermaid Cottage
Dishwasher, cookware/dishes/utensils

5. Portland View

Portland View
2.0 star property
Portland
The price is AED 1,869
AED 2,243 total
includes taxes & fees
2 Oct - 3 Oct
Portland View
Beach nearby

6. Home From Home

Home From Home
3.0 star property
Portland
The price is AED 1,845
AED 2,213 total
includes taxes & fees
10 Oct - 11 Oct
Home From Home
Beach

7. 74 Reap Lane

74 Reap Lane
3.0 star property
Portland
The price is AED 1,911
AED 2,293 total
includes taxes & fees
1 Oct - 2 Oct
74 Reap Lane
Beach nearby

8. Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is AED 1,969
AED 2,362 total
includes taxes & fees
3 Oct - 4 Oct
Anchor Cottage
Cottage | Interior

9. 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 2,585
AED 3,102 total
includes taxes & fees
23 Oct - 24 Oct
Old Higher Lighthouse Branscombe Lodge
Cottage | Interior

10. The Shambles

The Shambles
3.5 star property
Portland
The price is AED 2,564
AED 3,077 total
includes taxes & fees
1 Oct - 2 Oct
The Shambles
Living area

11. Groves House

Groves House
3.0 star property
Portland
8.0 out of 10, Very good, (1 review)
"A nice clean house in a decent location. Not far to walk for some decent pubs. Comfortable beds etc. A few small niggles. The hob was not fully functional and the kitchen tap was falling apart. Still usable though. Overall pretty decent."
United Kingdom
David
Groves House
Cottage | Property grounds

12. Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is AED 2,155
AED 2,586 total
includes taxes & fees
19 Oct - 20 Oct
Old Higher Lighthouse Stopes Cottage
Cottage | Interior

13. Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is AED 2,907
AED 3,489 total
includes taxes & fees
1 Oct - 2 Oct
Pebbles Reach
Cottage | Interior

14. St Johns View

St Johns View
3.5 star property
Portland
The price is AED 2,597
AED 3,117 total
includes taxes & fees
3 Oct - 4 Oct
St Johns View
Property grounds

15. Bear's Apartment

Bear's Apartment
2.0 star property
Portland
The price is AED 2,320
AED 2,784 total
includes taxes & fees
2 Oct - 3 Oct
Bear's Apartment
Property grounds

16. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is AED 2,510
AED 3,012 total
includes taxes & fees
3 Oct - 4 Oct
Manhattan Beach
Dining

17. Coastguard View

Coastguard View
3.0 star property
Portland
The price is AED 2,366
AED 2,839 total
includes taxes & fees
3 Oct - 4 Oct
Coastguard View
Cottage | Interior

18. Sea Gem

Sea Gem
3.5 star property
Portland
The price is AED 3,921
AED 4,705 total
includes taxes & fees
1 Oct - 2 Oct
Sea Gem
Cottage | Living room | TV

19. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is AED 5,000
AED 6,000 total
includes taxes & fees
1 Oct - 2 Oct
The Old Portland Courthouse
Cottage | Beach | Beach nearby

20. The View

The View
2.0 star property
Portland
The price is AED 3,673
AED 4,407 total
includes taxes & fees
24 Oct - 25 Oct
The View
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

8/10 Good
"landlord was very friendly."
ivan 1-night trip
Posted 3 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. Our travelers also rate Coastal bungalow retreat on the Jurassic Coast at Portland, Dorset. as a favorite home for rent in Portland.

How many vacation rentals will I find in Portland?

Choose from 19 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 Portland Bill and Weymouth Bay 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.