Weymouth and Portland District Vacation Rentals

  • 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

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Weymouth and Portland District vacation rentals

Outdoor dining

Two @ No36

Two @ No36
3.0 star property
Weymouth
The price is P52,117
P62,540 total
includes taxes & fees
Jun 5 - Jun 6
Two @ No36
Living area

Groves House

Groves House
3.0 star property
Portland
The price is P32,591
P39,109 total
includes taxes & fees
Jun 2 - Jun 3
Groves House
Interior

Harbour Reach 6

Harbour Reach 6
3.0 star property
Weymouth
The price is P27,182
P32,619 total
includes taxes & fees
May 22 - May 23
Harbour Reach 6
Property grounds

Old Higher Lighthouse Stopes Cottage

Old Higher Lighthouse Stopes Cottage
3.0 star property
Portland
The price is P42,635
P51,162 total
includes taxes & fees
May 14 - May 15
Old Higher Lighthouse Stopes Cottage
Interior

The Shambles

The Shambles
3.5 star property
Portland
The price is P43,548
P52,257 total
includes taxes & fees
May 22 - May 23
The Shambles
Interior

Jay Cottage

Jay Cottage
3.5 star property
Weymouth
The price is P25,918
P31,102 total
includes taxes & fees
Jun 6 - Jun 7
Jay Cottage
Property grounds

Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is P28,587
P34,305 total
includes taxes & fees
May 15 - May 16
Hide-a-way
Beach nearby

Bayview

Bayview
2.0 star property
Overcombe
Bayview
Dining

Saddlers Cottage

Saddlers Cottage
3.0 star property
Weymouth
The price is P27,393
P32,872 total
includes taxes & fees
Jun 6 - Jun 7
Saddlers Cottage
Interior

Pebbles Reach

Pebbles Reach
3.5 star property
Portland
The price is P49,378
P59,253 total
includes taxes & fees
May 22 - May 23
Pebbles Reach
Interior

Ocean Swell

Ocean Swell
3.5 star property
Weymouth
8.0 out of 10, Very Good, (1 review)
"Poor communication with Hotels.com. Messages unanswered. Had to ring to get key code as was anxious no contact had been made. Disconnected after trying to get through several times. Location was good. Nice fresh clean bedding. Needs maintenance & TLC. Neglected garden which was a shame as we sat outside a few times so could have been nicer. Lacking in basic things like salt & pepper etc. Amount of toilet paper rolls inadequate. No bath or shower mat so quite slippery. Besides this we had a nice...
United Kingdom
Karan
The price is P36,945
P44,335 total
includes taxes & fees
May 15 - May 16
Ocean Swell
Beach nearby

Home From Home

Home From Home
3.0 star property
Portland
The price is P32,872
P39,446 total
includes taxes & fees
May 14 - May 15
Home From Home
Interior

Bliss On The Bay

Bliss On The Bay
3.5 star property
Weymouth
The price is P44,321
P53,185 total
includes taxes & fees
May 16 - May 17
Bliss On The Bay
Interior

Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
The price is P32,380
P38,856 total
includes taxes & fees
May 24 - May 25
Admiral's Quarter Apartment 5
Interior

6 The Beaches

6 The Beaches
3.5 star property
Weymouth
The price is P29,219
P35,063 total
includes taxes & fees
May 29 - May 30
6 The Beaches
Interior

The Apple Loft at Jordan House

The Apple Loft at Jordan House
3.0 star property
Overcombe
The price is P35,611
P42,733 total
includes taxes & fees
May 16 - May 17
The Apple Loft at Jordan House
Marina

Belvedere Cottage

Belvedere Cottage
2.5 star property
Weymouth
The price is P56,402
P67,682 total
includes taxes & fees
May 19 - May 20
Belvedere Cottage
Interior

123 On The Sea

123 On The Sea
3.0 star property
Weymouth
The price is P43,759
P52,510 total
includes taxes & fees
May 24 - May 25
123 On The Sea
Outdoor spa tub

Anchor House

Anchor House
3.0 star property
Weymouth
The price is P95,314
P114,376 total
includes taxes & fees
May 14 - May 15
Anchor House
Dining

Little Gull Cottage

Little Gull Cottage
3.0 star property
Weymouth
The price is P39,825
P47,790 total
includes taxes & fees
May 19 - May 20
Little Gull Cottage
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

Chapter 1 Hotels

Chapter 1 Hotels

10/10 Excellent
"Lovely place,great staff very helpful. Only criticism was hard to find walked passed it twice trying to find it"
David 1-night trip
Posted 5 hours ago
Chapter 1 Hotels

Find out more about Weymouth and Portland District

Search for holiday rentals in Weymouth and Portland District on Expedia! You can easily find your home rentals, villas, holiday apartments in Weymouth and Portland District using one of the methods below:

  • View our selection of featured holiday rentals in Weymouth and Portland District
  • Use the map to find apartments and other holiday homes in the Weymouth and Portland District neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Weymouth and Portland District while they last

Look no further and take a look at our great range of rental properties in Weymouth and Portland District!