Photo by Emma P

Weymouth and Portland District Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Weymouth and Portland District holiday rentals

Property grounds
18 Chamberlaine Road

18 Chamberlaine Road

18 Chamberlaine Road
2.5 star property
Weymouth
The price is S$692
includes taxes & fees
16 Dec - 17 Dec
18 Chamberlaine Road
Interior
Leo's Place

Leo's Place

Leo's Place
3.0 star property
Weymouth
Leo's Place
Interior
Buccaneer Cottage

Buccaneer Cottage

Buccaneer Cottage
3.5 star property
Weymouth
The price is S$1,305
includes taxes & fees
16 Dec - 17 Dec
Buccaneer Cottage
Interior
The Ferryman

The Ferryman

The Ferryman
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
United Kingdom
Mark
The Ferryman
Property grounds
Manhattan Beach

Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is S$1,031
includes taxes & fees
15 Dec - 16 Dec
Manhattan Beach
Marina
Day Cottage

Day Cottage

Day Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is S$664
includes taxes & fees
17 Dec - 18 Dec
Day Cottage
Property grounds
Hide-a-way

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is S$591
includes taxes & fees
18 Dec - 19 Dec
Hide-a-way
Property grounds
Victoria House

Victoria House

Victoria House
3.0 star property
Weymouth
Victoria House
Interior
Guinea Cottage

Guinea Cottage

Guinea Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is S$666
includes taxes & fees
16 Dec - 17 Dec
Guinea Cottage
Room
Harbour House

Harbour House

Harbour House
2.5 star property
Weymouth
9.8 out of 10, Exceptional, (26)
"Most friendly hosts providing well fitted accommodation in a very convenient location "
United Kingdom
David
Harbour House
Dining
Sunningdale Rise

Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is S$2,046
includes taxes & fees
16 Dec - 17 Dec
Sunningdale Rise
Outdoor dining
Harbour Retreat

Harbour Retreat

Harbour Retreat
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2)
"Loved that it was a 30 second walk to the harbour and so nice and peaceful"
United Kingdom
Danny
Harbour Retreat
Interior
Ocean Swell

Ocean Swell

Ocean Swell
3.5 star property
Weymouth
Ocean Swell
Dining
Little Gull Cottage

Little Gull Cottage

Little Gull Cottage
3.0 star property
Weymouth
Little Gull Cottage
Property grounds
Mackerel Cottage

Mackerel Cottage

Mackerel Cottage
3.0 star property
Weymouth
The price is S$748
includes taxes & fees
16 Dec - 17 Dec
Mackerel Cottage
Interior
Louisa Cottage

Louisa Cottage

Louisa Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is S$865
includes taxes & fees
16 Dec - 17 Dec
Louisa Cottage
Interior
Old Harbour View

Old Harbour View

Old Harbour View
3.5 star property
Weymouth
9.6 out of 10, Exceptional, (4)
"Apartment was excellent with stunning views of the harbour and local fishing community."
United Kingdom
Caroline
The price is S$1,120
includes taxes & fees
15 Dec - 16 Dec
Old Harbour View
2 bedrooms, individually decorated, individually furnished, free WiFi
26 High West

26 High West

26 High West
3.0 star property
Weymouth
8.0 out of 10, Very good, (1)
"The cottage has everything that is needed amenitieswise a short walk from the harbour and town and a little longer to the beach. The only reason i gave 4 for cleaness was the property needed a bit of a touch up paintwise but nothing drastic an was probably due to a long summer season and clients not givin property due care."
United Kingdom
Robert
The price is S$694
includes taxes & fees
16 Dec - 17 Dec
26 High West
Property grounds
Lobster Cottage

Lobster Cottage

Lobster Cottage
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1)
The price is S$846
includes taxes & fees
16 Dec - 17 Dec
Lobster Cottage
Interior
Harbour Reach 6

Harbour Reach 6

Harbour Reach 6
3.0 star property
Weymouth
Harbour Reach 6
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Weymouth and Portland District Hotel Reviews

Alexandra Hotel

Alexandra Hotel

10/10 Excellent
"Friendly staff nice room and excellent position "
Peter 3-night trip
Posted 4 days ago
Alexandra Hotel