Vacation rentals in Weymouth and Portland District

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Top-rated vacation rentals in Weymouth and Portland District

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Weymouth

4.96 out of 5 average rating, 347 reviews

Charlottesview - On The Beach with Parking inc.

Situated overlooking Weymouth Bay and the South West Coast Path with direct beach access through the car park and garden. Ground floor apartment access through secure communal grand entrance, via six stone steps. Georgian property (1776) with varied history through Georgian/Victorian era and two world wars, spacious, high ceilings, chandeliers and many period features. Covered semi underground car parking space in adjoining building with no roads to cross to access Charlottesview or the beach.

Apr 18 – 25

R3,000 ZAR per night
Guest favorite

Condo in Dorset

4.91 out of 5 average rating, 307 reviews

1 Bed Apartment Weymouth and Portland, Dorset

The apartment is located in Portland 5 miles to Weymouth The area is noted for diving,windsurfing,fishing,sailing,extensive coastal walks and cycle routes to Weymouth. It is a one bedroom apartment.There is a small Beach 30 seconds of the doorstep and it’s a short walk to shops,cafe's and restaurants.Includes an open plan kitchen,living room and en-suite bathroom with electric shower.There is a sofa bed suitable for young children. Parking is nearby but free parking is available in the street.

Sep 25 – Oct 2

R1,598 ZAR per night
Guest favorite

Guesthouse in Dorset

4.97 out of 5 average rating, 102 reviews

Seaside studio cabin minutes from 'secret' beach

Tucked away up an unmade track & five minutes walk from a 'secret' local beach; Cove Cabin is a compact, stylish, private space; perfect for a couple or two companions. On the doorstep of lesser known beaches & gardens but not far from Weymouth's bustling scenic harbour & golden sands. Ideal stop off whilst walking the SW Coast Path. The perfect area for watersports, wild swimming, walking, mooching around the harbour & locality, sampling the local seafood & eateries & just simply relaxing.

Jun 14 – 21

R2,095 ZAR per night

Popular amenities for Weymouth and Portland District vacation rentals

Other great vacation rentals in Weymouth and Portland District

Guest favorite

Cottage in Fortuneswell

4.98 out of 5 average rating, 180 reviews

Maidenwell Cottage. Near Chesil Beach, Portland

Nov 23 – 30

R3,022 ZAR per night
Superhost

Cottage in Dorset

4.88 out of 5 average rating, 306 reviews

18th Century Coastal Cottage

Nov 30 – Dec 7

R4,203 ZAR per night
Guest favorite

Home in Dorset

4.97 out of 5 average rating, 258 reviews

Sea View

Feb 14 – 21

R3,081 ZAR per night
Guest favorite

Cottage in Dorset

4.85 out of 5 average rating, 346 reviews

Character cottage close to beach

Sep 16 – 23

R3,136 ZAR per night
Guest favorite

Apartment in Chickerell

4.95 out of 5 average rating, 140 reviews

Little Knapp

Apr 29 – May 6

R2,174 ZAR per night
Guest favorite

Apartment in Weymouth

4.91 out of 5 average rating, 594 reviews

Splendid Quiet Ground Floor Apartment Near the Sea

Aug 3 – 10

R2,680 ZAR per night
Guest favorite

Condo in Dorset

4.89 out of 5 average rating, 28 reviews

One bed apartment next to Chesil beach Dorset

Apr 13 – 20

R1,861 ZAR per night
Guest favorite

Condo in Dorset

4.93 out of 5 average rating, 29 reviews

Beachside View

Jan 13 – 20

R2,515 ZAR per night
Guest favorite

Townhouse in Dorset

4.99 out of 5 average rating, 77 reviews

3 Storey, 4 bed town house, with street parking

May 23 – 30

R2,341 ZAR per night
Guest favorite

Home in Wyke Regis

4.97 out of 5 average rating, 96 reviews

Seaside house. Free parking. Near sailing academy.

Oct 11 – 18

R3,088 ZAR per night
Guest favorite

Condo in Dorset

5.0 out of 5 average rating, 32 reviews

No.26 Marina view apartment with parking permit

Dec 12 – 19

R3,063 ZAR per night
Guest favorite

Home in Dorset

4.95 out of 5 average rating, 94 reviews

Chesil Cove, Portland's jewel

Jun 6 – 13

R3,185 ZAR per night

Destinations to explore