Portland Holidays: Holiday Homes and Apartments

Compare 12 top-rated holiday homes and apartments in Portland, including Airbnb listings with sea views and hot tubs. Check ratings and book your stay

Check-in
Mon, 16 Nov
Check-out
Tue, 17 Nov
Rooms and Guests2 Guests, 1 room
Check-in
Mon, 16 Nov
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Check-out
Tue, 17 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
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Check-in
Mon, 16 Nov
-
Check-out
Tue, 17 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
View map
1-12 out of 12
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.7
Great
Map
1.7 km from City Centre900 m from Portland Castle
Outdoor diningFlat-screen TVElectric kettle
  • 500m from Portland Beach
  • Diving and wind surfing
  • Pet-friendly holiday home
From£ 167 /nightSelect
9.1
Perfect
Map
1000 m from City Centre300 m from Rufus Castle
Free ParkingPrivate BalconyBeach Access
  • Steps from Rufus Castle
  • Private balcony available
  • Free on-site parking
From£ 103 /nightSelect
Fishermans CottageHoliday home
8.8
Great
6 adults
3 bedrooms
3 beds
Map
1.9 km from City Centre1.3 km from Rufus Castle
Hot TubBarbecuePicnic Area
  • Sea-view terrace with private hot tub
  • Garden with barbecue and picnic area
  • Fishing, canoeing, and hiking access
From£ 154 /nightSelect
Pebble ReefHoliday home
8.1
Great
6 adults
3 bedrooms
3 beds
Map
700 m from City Centre200 m from Portland Museum
Hot TubGarden ViewsDVD Player
  • On-site hot tub and garden views
  • Full kitchen with DVD and CD player
  • Fishing and hiking available on site
From£ 141 /nightSelect
9.1
Perfect
6 adults
2 bedrooms
3 beds
Map
2.1 km from City Centre600 m from Portland Castle
Private ParkingGarden ViewsBarbecue Area
  • Private parking with garden views
  • BBQ and outdoor dining area
  • Allergy-free non-smoking rooms
From£ 270 /nightSelect
SeaskyHoliday home
8.8
Great
Map
1.7 km from City Centre800 m from Portland Castle
Private ParkingAir ConditioningFull Kitchen
  • Five-bedroom holiday home
  • Free private parking on site
  • Pets allowed at property
From£ 287 /nightSelect
9.2
Perfect
Map
1.8 km from City Centre800 m from Portland Castle
Private TerraceBeach AccessHigh Chair
  • Steps from Portland Beach
  • Renovated 1900 heritage home
  • Sea views from private terrace
From£ 159 /nightSelect
Cozy Cove ChapelApartment
7.3
Very good
Map
1.7 km from City Centre1000 m from Portland Castle
Beach AccessWater SportsPrivate Parking
  • Beachfront apartment with private entrance
  • On-site canoeing and windsurfing
  • Private entrance for added privacy
From£ 177 /nightSelect
9.7
Perfect
Map
1.4 km from City Centre1.1 km from Portland Castle
Beach AccessGarden TerraceFireplace
  • Historic 19th-century seaside cottage
  • Direct beach access with sea views
  • Pet-friendly with outdoor garden
From£ 143 /nightSelect
Duke'S CottageHoliday home
9.1
Perfect
Map
300 m from City Centre600 m from Portland Museum
FireplaceOutdoor DiningBaby Safety Gate
  • Historic cottage with sea views
  • Cozy fireplace for winter evenings
  • Garden with outdoor dining area
From£ 170 /nightSelect
Studio Pod 2Apartment
8.6
Great
Map
1.0 km from City Centre300 m from Rufus Castle
Private BalconyFull KitchenFree Parking
  • Steps from Portland Museum
  • Balcony for outdoor relaxation
  • Free on-site parking available
From£ 130 /nightSelect
Cove LodgeApartment
9.4
Perfect
Map
1000 m from City Centre300 m from Rufus Castle
Full KitchenPets AllowedPrivate Entrance
  • 300m from Portland Museum
  • Full kitchen with dishwasher
  • Pets welcome with private entrance
From£ 342 /nightSelect

Portland's holiday rentals offer a range of options from budget-friendly cottages to spacious family homes, many with sea views and modern amenities like free WiFi, private parking, and hot tubs. Properties are clustered near the coastline - within walking distance of Portland Beach, Portland Castle, and the Portland Museum - with rates typically suitable for couples, groups, and pet owners alike. Top-rated choices include the exceptional Dog Friendly Cosy Coastal Cottage (96/100) and the Superb-rated Bright & Beautiful 4 Bedroom House (92/100), both featuring direct beach access and generous living spaces.

When booking, consider that most rentals are self-catering with fully equipped kitchens and laundry facilities. Some, like Duke's Cottage and Fishermans Cottage, are set in historic buildings, while Cove Lodge offers a spacious apartment with an elegant terrace. For families, many properties include family rooms and outdoor seating areas. Discounts are often available for longer stays, and parking is generally free on-site. Book ahead during summer weekends to secure the best value.