List your home
Apply filters
£ to

256 Holiday homes in Weymouth

Reset search

Show results on map

Filter your search

Price per week

£ to

Location

  • England Clear
  • West Country Clear
  • Dorset Clear
  • Weymouth Clear
  • All suburbs
  • Abbotsbury (7)
  • Chickerell (6)
  • Fleet (1)
  • Fortuneswell (8)
  • Greenhill (18)
  • Langton Herring (1)
  • Littlesea Holiday Park (2)
  • Nottington (5)
  • Osmington (5)
  • Osmington Mills (1)
  • Portesham (1)
  • Portland (43)
  • Preston, Dorset (9)
  • Rodwell (3)
  • Sutton Poyntz (1)
  • Upwey (15)
  • Warmwell (18)
  • Wyke Regis (3)

more +

less -

Also consider

Cornwall
2,983 properties
Greater London
941 properties
Cumbria / Lake District
940 properties
Devon
2,810 properties
Central England / Cotswolds
940 properties
Dorset
819 properties
Isle of Wight
507 properties
Peak District / Derbyshire
460 properties
Somerset
610 properties
Kent
557 properties
Sussex
770 properties
Norfolk
1,023 properties
Isle of Man
11 properties
Northumberland
640 properties
Yorkshire / Yorkshire Dales
1,496 properties
Coastal Cottages
222 properties
Central London/Zone 1
1,972 properties
Central London/Zone 2
968 properties
Newquay
511 properties
Bude
424 properties

Filters applied: Under 5s (256)

256 Results  |  
18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £1158 / week

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A 2 bedroom, ground floor apartment, sleeps 4. Newly refurbished to a modern finish throughout. Access to on-site heated indoor swimming pool. A short walk to Chesil Beach and the 2012 Olympic Sailing venue. Off-street parking for 2 cars.  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £53 /night

£371 - £1044 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Situated in an elevated position, Sea Far is a three bedroom maisonette boasting spectacular views of the Jurassic Coast. A 3 bedroom maisonette sleeping 5. Far-reaching views of Chesil Beach and the Jurassic Coastline. Terrace garden featuring a raised sundeck.  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £58 /night

£402 - £544 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Country views/Four poster bed Situated in a semi-rural location beside a country road with extensive views across the downs towards Hardys Monument is this cosy cottage, the middle one of three  …see more

Featured properties

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £86 /night

£597 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Set in the heart of the picture postcard village of Osmington, this single storey holiday cottage offers comfortable accommodation in a peaceful location, opposite the church and attached to the owners home  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £45 /night

£309 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Set within 30 acres of grounds on the owners working stud farm and surrounded by peaceful, rolling Dorset countryside with the Jurassic Coastline a few miles away  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

Min stay varies

Add to shortlist

from £32 /night

£221 - £614 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This traditional, terrace holiday house is set in a residential area just 500 yards from the seafront, sandy beach and harbourside, and is conveniently located behind the train station (some noise may be heard)  …see more

16 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £87 /night

£609 - £1769 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A charming cottage in a peaceful village within easy reach of Weymouth. A characterful 4 bedroom cottage, sleeps 7/8. Furnished to a high standard throughout. Pretty views over the village stream. Close to coastal paths and Overcombe Beach.  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £34 /night

£237 - £889 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Just a few hundred yards from a cliff top path, this well presented terraced holiday cottage makes a great base for exploring both Portland and Weymouth and the surrounding area  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £102 /night

£713 - £1894 / week

View

Key info:

  • Nearest beach 11 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A newly refurbished, 4 bedroom thatched cottage, sleeping 8. Character features including woodburner and solid oak flooring. Large enclosed garden. A short drive to Overcombe Beach. Off-road parking for 1 car and on-street parking available in the area.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

Add to shortlist

from £52 /night

£359 - £929 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Serenity Cottage is a two bedroom annexe located in the pretty village of Osmington. Internally the property is finished to a high standard and benefits from Wi-Fi. Externally the property offers a furnished patio area.   …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £899 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
A modern apartment located in the heart of Weymouth. A spacious 2 bedroom first floor apartment, sleeps 4. Furnished to a high standard throughout, complete with air conditioning. Located in the heart of Weymouth town centre, within 5 minutes walk of the beach.  …see more

8 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £61 /night

£423 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
This cosy, terraced holiday cottage is set in a quiet street, just a few hundred yards from the southern end of Chesil Beach  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

from £70 /night

£490 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Nestling down a little lane, this charming holiday cottage dates back to 1830 and has been carefully refurbished to provide very comfortable accommodation  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £72 /night

£499 - £1309 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A contemporary apartment near the 2012 sailing venue. A second floor apartment with 2 bedrooms, sleeps 4/6. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool. Allocated parking for 1 car.  …see more

6 Photos

House | 2 Bedrooms | sleeps 5

Min stay varies

Add to shortlist

from £44 /night

£303 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Open-plan living/dining room with wood-burning stove, sofa-bed (for alternative sleeping only) and well-equipped fitted kitchen  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £59 /night

£411 - £900 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Shared indoor heated swimming pool on site This lovely detached, wooden holiday cabin is set in a quiet spot on the popular Warmwell Leisure Resort  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £57 /night

£394 - £756 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
All on ground floor: Living room/dining room  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £61 /night

£422 - £1096 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A large Victorian house boasting original, period features and close proximity to Chesil Beach. A 4 bedroom house set over three floors, sleeps 8. Furnished to a high standard throughout with period features. Close to Chesil Beach and the 2012 Olympic Sailing venue.  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £160 /night

£1119 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Shared indoor heated swimming pool and many other on-site facilities This lovely, detached holiday cabin is set in a quiet spot on the popular Warmwell Leisure Resort  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £67 /night

£469 - £1209 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
94 Ocean Views is a fourth floor apartment in a landmark building benefiting from level access and close proximity to the 2012 Olympic sailing venue.  …see more

8 Photos

House | 3 Bedrooms | sleeps 7

Short stays welcome

Add to shortlist

from £58 /night

£404 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Open-plan living/dining room with wood-burning stove, sofa-bed (for +2), small dining table (for 2-4 persons) and well-equipped fitted kitchen with breakfast bar (for 4 persons)  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £55 /night

£379 - £1009 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A 4 star gold-rated apartment with 2 bedrooms, sleeps 4. High quality finish throughout. Situated close to the Weymouth and Portland National Sailing Academy. On-site fitness centre with indoor swimming pool. Close to Portland Castle, Chesil Beach and Portland Marina.  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £93 /night

£650 - £1769 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A stylish 3 storey house situated in the popular Brewers Quay area of Weymouth  …see more

9 Photos

House | 3 Bedrooms | sleeps 7

Short stays welcome

Add to shortlist

from £81 /night

£563 - £970 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Lynwood Lodge is in an Area of Outstanding Natural Beauty and 2 miles from the coast which is part of the Jurassic World Heritage Site  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £53 /night

£369 - £727 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A delightful holiday cottage with a garden overlooking open fields, nestling peacefully in the village of Portesham  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £43 /night

£298 - £775 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
An Eco friendly Passive house apartment with fantastic sea views. A second floor, 1 bedroom apartment sleeping 2. Passive House Eco-home with triple glazing. Furnished to a high standard throughout. Beautiful views of Pennsylvania Castle and out to sea.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £49 /night

£340 - £1008 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Stylish property perfectly located for the 2012 Olympics Sailing venue. A stylish 3 bedroom duplex apartment, sleeps 6. Outdoor patio area with seating for 6. A short walk to Chesil Beach and the 2012 Olympic sailing venue.  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £40 /night

£274 - £724 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This holiday apartment is conveniently situated within walking distance of the local amenities and 1/2 mile from Weymouth town centre and the seafront  …see more

17 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £83 /night

£578 - £1645 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Cormorant View is a spacious house situated in a gated cul-de-sac within walking distance of the shops, restaurants, attractions and sandy beaches of Weymouth.Internally this spacious accommodation is furnished to a high standard and offers fan  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £66 /night

£460 - £788 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Sea views from rear of cottage Set at the southern point of Portland with great coastline views  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £73 /night

£508 - £1138 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £56 /night

£391 - £961 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment complete with furnished balcony, just a short walk from the attractions of Weymouth. A 2 bedroom, first floor apartment, sleeps 4. Furnished to a high standard throughout. Balcony complete with two chairs. Off-street parking for 1 car.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £65 /night

£454 - £1251 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A stylish penthouse set over two floors with views over Weymouth Harbour  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

Add to shortlist

from £39 /night

£270 - £301 / week

View

Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Sea views This terraced holiday cottage retains much of its original charm and has views to the sea and Chesil beach, part of the World Heritage Coast  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £53 /night

£371 - £961 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.48 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A contemporary mews style house in the heart of Weymouth, only minutes from the beach. A brand new semi-detached house, sleeps 4. Located in the heart of Weymouth town centre. Close proximity the 2012 Olympic sailing venue. Situated in a mews style development.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £50 /night

£350 - £650 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Modern, bright and airy town-centre 4th floor flat on town centre street. Hall, two double bedrooms, large lounge/diner, well equipped kitchen, bathroom with bath/shower. Sleeps 6+. Beach, harbour,and rail/coach station all within half a mile walking distance. WiFi Professionally cleaned between lettings.  …see more

8 Photos

Caravan/Mobile Home | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £31 /night

£212 - £583 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Weymouth Caravan Van Littlesea Haven Holiday Dorset 3 Bedrooms 8 guests  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

Add to shortlist

from £59 /night

£412 - £752 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Thatched Cob Cottage Adjoining Another Next to Fields. Coast 4 miles, Dorchester 4 miles. Dogs Not Permitted.  …see more

8 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4/5 

7 Nights min stay

Add to shortlist

from £65 /night

£450 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mallams Cottage is a beautifully finished period cottage, well located for Chesil Beach, Portland Harbour and the National Sailing Academy. Close to the best sailing waters in Europe.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Character cottage over three floors, sleeps seven comfortably. A short walk from Chesil Beach and the local amenities, the National Sailing Academy and Portland Harbour. The harbour is found within a short drive or leisurely walk from the property. At the centre of the Jurassic Coast, Portland is an ideal base for water sports, walking & exploring Dorset.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

Add to shortlist

from £65 /night

£450 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Frigate Apartment is a stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy. The development boasts a state-of-the-art health and fitness centre complete with an indoor swimming pool.  …see more

12 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £67 /night

£465 - £910 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Very Pretty Mid Row Corner Thatched Cottage. Coast 5 miles,Dorchester 5 miles. Dog Permitted.  …see more

8 Photos

House | 4 Bedrooms | sleeps 10

Short stays welcome

Add to shortlist

from £72 /night

£500 - £895 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs. Nestled off Wakeham, you will agree this cottage is a real find. This deceptive very comfortable house offers home from home facilities with everything to entertain a family  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £53 /night

£365 - £610 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
18th Century Semi-Detached Thatched Cottage, Coast 0.5 miles, Weymouth 3 miles, Dogs not permitted, No Smoking, Short Breaks All Year.  …see more

11 Photos

Cottage | 4 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1125 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Semi Detached House in Quiet Close. Weymouth Beach 400 yards,Town Centre 250 yards Dogs not permitted.  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £61 /night

£425 - £835 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
18th Century Mid Terrace Cottage In Pretty Village With a Rural Outlook. Ringstead Beach 5 miles, Weymouth 3 miles. Dog Not Permitted.  …see more

13 Photos

Cottage | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £58 /night

£400 - £785 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Rural Barn Conversion On a Country Lane with Rolling Countryside Views. Lulworth Cove 5 miles, Dorchester 8 miles. Dogs Not Permitted.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £53 /night

£370 - £725 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Split Semi Detached Edwardian House Has Fantastic Sea Views from all Windows. Beach 150 Yards, Weymouth 5 miles. Dogs Not Permitted.  …see more

20 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £119 /night

£830 - £1620 / week

View

Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Detached House with Sea & Inland Views, Beach 300 Yards, Weymouth town centre 2 miles, No Smoking, Short Breaks all Year.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation.  …see more