List your home
Apply filters
£ to

140 Holiday homes in Weymouth

Reset search

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

  • England Clear
  • West Country Clear
  • Dorset Clear
  • Weymouth Clear
  • All suburbs
  • Abbotsbury (6)
  • Chickerell (3)
  • Fleet (1)
  • Fortuneswell (7)
  • Greenhill (10)
  • Langton Herring (1)
  • Osmington (2)
  • Osmington Mills (1)
  • Portland (27)
  • Preston, Dorset (2)
  • Rodwell (2)
  • Sutton Poyntz (1)
  • Upwey (16)
  • Warmwell (11)
  • 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
2,186 properties
Central London/Zone 2
1,115 properties
Newquay
613 properties
Bideford
494 properties

Filters applied: Private garden (140)

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
140 Results  |  
21 Photos

Townhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £72 /night

£500 - £900 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Modern, well equipped with great views just 100m from the beach with a traffic-free walk to Weymouth's harbour, shops and restaurants. Parking, balcony and garden. Great for families and for exploring the Dorset countryside and Jurassic coast.  …see more

16 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £43 /night

£300 - £795 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Four star and M1 and M11 graded suitable for disabled. Great location with views towards Chesil Beach and Fleet Lagoon.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £69 /night

£480 - £1150 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

Featured properties

24 Photos

Cottage | 1 Bedroom | sleeps 8

3 Nights min stay

Add to shortlist

from £127 /night

£886 - £1786 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Ssituated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished to offer highly desirable, family accommodation.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £65 /night

£449 - £948 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
 …see more

16 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £50 /night

£350 - £995 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
JUNE RENTALS REDUCED - RIGHT IN THE CENTRE OF WEYMOUTH: SLEEPS 8.FOUR STOREY TOWNHOUSE GREAT FOR FAMILIIES OR A GROUP OF FRIENDS. GET IN TOUCH TO DISCUSS RATES. EASY WALKING DISTANCE FOR SEA,HARBOUR,PUBS CINEMA. Bed linen, heat & light and car parking permit included. "We haven't used the car" is a common quote, Nearsea is well placed for all things to do in Weymouth town.  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £70 /night

£485 - £930 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A 3 bedroom house, sleeping 6. Pionerring Passivhaus Eco-Home with triple glazing. Pennsylvania Heights includes a dedicated nature reserve offering large open space free to enjoy for all. Far reaching sea views of Pennsylvania Castle and Portland Bill.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

Add to shortlist

from £46 /night

£320 - £800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
Sleeping up to six people in three bedrooms, this detached holiday home is just over a mile from the sea front, on the edge of Weymouth.  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £50 /night

£350 - £661 / week

View

Key info:

  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Stylish open plan 2 bedroom house, sleeping 4. Enclosed, furnished garden with seating for 4 and barbeque. Offers low energy, low carbon living in a sustainably built home. Just a short walk away from Chesil Beach and the National Sailing Academy.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

Add to shortlist

from £52 /night

£359 - £679 / week

View

Key info:

  • Great for children of all ages 5
  • 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

House | 2 Bedrooms | sleeps 6

Short stays welcome

Add to shortlist

from £40 /night

£275 - £606 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
  • Private garden
This terraced cottage is situated on the Isle of Portland in Dorset and sleeps six people in two bedrooms.  …see more

18 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £83 /night

£578 - £1117 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
A newly built four bedroom house, just minutes from the attractions of Weymouth and Portland. A newly built 4 bedroom house, sleeps 8. Fully furnished patio and garden area with access to the Rodwell Trail coastal path.  …see more

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £73 /night

£508 - £1165 / week

View

Key info:

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

16 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £62 /night

£433 - £806 / week

View

Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A newly renovated 3 bedroom house, comfortably sleeping 5. Decked terrace, patio area and lawn garden. A 15 minute stroll to Sandsfoot beach. Ideal base to explore Dorset and the Jurassic coastline. Off-street parking for 2 cars.  …see more

9 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £70 /night

£485 - £930 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A modern 3 bedroom split level house, sleeps 6. Passive House Eco-Home with triple glazing. Furnished to a high standard throughout. Private furnished patio ideal for al fresco dining. Off-street parking for 2 cars.  …see more

15 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £45 /night

£314 - £785 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £102 /night

£713 - £1396 / week

View

Key info:

  • Nearest beach 11 km
  • Great for children of all ages 5
  • 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

20 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £70 /night

£485 - £930 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A modern 3 bedroom house, sleeping 6. Furnished with high quality interiors. A large, furnished garden with a barbeque. Located just a short walk away from Chesil Beach. Parking available  …see more

16 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £48 /night

£332 - £680 / week

View

Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This is a wonderful Grade II listed, 18th century, thatched cottage, nestling opposite the village church in the picturesque Dorset village of Upwey, just four miles from Weymouth and can sleep four people in two bedrooms.  …see more

19 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £71 /night

£492 - £1150 / week

View

Key info:

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

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £96 /night

£671 - £1303 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Nothe View is spacious four bedroom townhouse set over three storeys. Situated within the Admirals Quarter development, Nothe View perfectly combines contemporary comfort and design with environmental sensitivity.  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

Add to shortlist

from £65 /night

£454 - £878 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
A modern apartment with fantastic on-site health facilities, near the 2012 Olympic Sailing venue.  …see more

16 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £190 /night

£1326 - £2964 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Summer Lodge a spacious newly built high specification property less than a mile from the coast. It is luxurious with things that most people only dream of having at home, two being a heated indoor swimming pool and games room.(perfect whatever the time of year)  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

Add to shortlist

from £46 /night

£320 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
The cottage offers a cosy living area with farmhouse style kitchen leading to the courtyard garden to the rear. Two further floos accommodate two double bedrooms and a single bedroom which is to be found on the top floor Character seaside cottage close to Chesil Beach and the National Sailing Academy.  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

Add to shortlist

from £53 /night

£365 - £620 / week

View

Key info:

  • Great for children of all ages 5
  • 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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £53 /night

£370 - £740 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • 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

10 Photos

Cottage | 4 Bedrooms | sleeps 8

1 night min stay

Add to shortlist

from £65 /night

£450 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Great location and close to The National Sailing Academy home of British sailing. Beautifully restored stone cottage over three floors, so close to Chesil Beach you hear the pebbles roar.  …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
  • Great for children of all ages 5
  • 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

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

Add to shortlist

from £119 /night

£830 - £1740 / week

View

Key info:

  • Great for children of all ages 5
  • 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

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £78 /night

£545 - £1085 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
End of terrace, stone cottage with views to fields and hills. Weymouth 3 miles. Dorchester 3 miles. Dogs not permitted. .  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £67 /night

£465 - £930 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Mid Terrace Victorian House With Sea Views. Chesil Beach 400 yards, Weymouth 5 miles. Dogs not permitted. No Smoking. Short Breaks - All Year.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 7

3 Nights min stay

Add to shortlist

from £82 /night

£570 - £1150 / week

View

Key info:

  • Great for children of all ages 5
  • 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

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £72 /night

£500 - £895 / week

View

Key info:

  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere.  …see more

11 Photos

House | 4 Bedrooms | sleeps 7

7 Nights min stay

Add to shortlist

from £65 /night

£450 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Sea Dragon is a charming four-bedroom property on Portland very close to Chesil Beach. The house is very well equipped and a short walk from the local amenities, including pubs and restaurants. The National Sailing Academy can be reached in a few minutes by car. Weymouth & Portland is an excellent base for exploring South Dorset’s coast and countryside.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

Add to shortlist

from £61 /night

£425 - £850 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • 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

24 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

Add to shortlist

from £59 /night

£410 - £800 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • 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
  • Great for children of all ages 5
  • 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 6

7 Nights min stay

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • 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

8 Photos

Cottage | 3 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £58 /night

£400 - £720 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
A charming cottage in this pretty road, a short walk down to Chesil Beach and Cove and easy going of the National Sailing Academy at Portland Harbour. Relaxing, walking, sailing - some of the options in easy reach of this holiday cottage.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

Add to shortlist

from £67 /night

£465 - £930 / week

View

Key info:

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