Entire home
Fair Winds at Chesil Beach
Photo gallery for Fair Winds at Chesil Beach





Reviews
9.89.8 out of 10
Exceptional
Popular amenities
- Washing machine
- Free Wi-Fi
- Non-smoking
Rooms & beds
2 bedrooms (sleeps 4)
1 bathroom
Bathroom 1
About this property
Fair Winds at Chesil Beach
Fair Winds offers a getaway just a stone's throw from the ocean and Portland Marina. Wake up to sea views and stroll 2 minutes to Portland Castle Beach, or 5 minutes to the renowned Chesil Beach.
The interior of our home boasts a contemporary style, blending modern amenities with a cosy, welcoming atmosphere. Free parking is provided.
Whether you're seeking a peaceful retreat or an adventure by the sea, Fair Winds is the ideal base for exploring the wonders of Dorset's stunning coastline.
The interior of our home boasts a contemporary style, blending modern amenities with a cosy, welcoming atmosphere. Free parking is provided.
Whether you're seeking a peaceful retreat or an adventure by the sea, Fair Winds is the ideal base for exploring the wonders of Dorset's stunning coastline.
Add dates for prices
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Stunning Uninterrupted Seaview from lounge, kitchen and bathroom
Portland
Stunning Uninterrupted Seaview from lounge, kitchen and bathroom
Portland
- Ocean view
- Kitchen
- Washing machine
- Free Wi-Fi
9.6 out of 10, Exceptional, (106 reviews)
9.6/10
Exceptional
(106 reviews)

Beautiful, family friendly Cottage with sea views of Chesil Beach
Fortuneswell
Beautiful, family friendly Cottage with sea views of Chesil Beach
Fortuneswell
- Ocean view
- Kitchen
- Washing machine
- Free Wi-Fi
9.4 out of 10, Exceptional, (29 reviews)
9.4/10
Exceptional
(29 reviews)

Apartment near the beach with private parking and pet friendly
Weymouth
Apartment near the beach with private parking and pet friendly
Weymouth
- Kitchen
- Washing machine
- Pet-friendly
- Free Wi-Fi
9.2 out of 10, Wonderful, (33 reviews)
9.2/10
Wonderful
(33 reviews)

Cozy Cove Chapel on Chisel Beach Portland
Portland
Cozy Cove Chapel on Chisel Beach Portland
Portland
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.6 out of 10, Exceptional, (7 reviews)
9.6/10
Exceptional
(7 reviews)

"Kingfisher Lodge" with Sea Views in a Peaceful Location
Osmington Mills
"Kingfisher Lodge" with Sea Views in a Peaceful Location
Osmington Mills
- Pool
- Kitchen
- Dryer
- Free Wi-Fi
9.6 out of 10, Exceptional, (125 reviews)
9.6/10
Exceptional
(125 reviews)

Entire home hosted by Lisa
Easton
Entire home hosted by Lisa
Easton
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (20 reviews)
10/10
Exceptional
(20 reviews)

AMY COTTAGE, pet friendly, character holiday cottage in West Lulworth
Wareham
AMY COTTAGE, pet friendly, character holiday cottage in West Lulworth
Wareham
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)

Quiet location, short walk to beach, with views of Portland and Jurassic coast
Wyke Regis
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Wyke Regis
- Kitchen
- Washing machine
- Free Wi-Fi
- Outdoor space
10.0 out of 10, Exceptional, (116 reviews)
10/10
Exceptional
(116 reviews)

Two Bedroomed Bungalow at Cove Holiday Park
Portland
Two Bedroomed Bungalow at Cove Holiday Park
Portland
- Ocean view
- Kitchen
- Outdoor space
- Parking available
9.8 out of 10, Exceptional, (86 reviews)
9.8/10
Exceptional
(86 reviews)

One bed apartment next to Chesil Beach Dorset
Portland
One bed apartment next to Chesil Beach Dorset
Portland
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.6 out of 10, Exceptional, (12 reviews)
9.6/10
Exceptional
(12 reviews)

SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell
Portland
SPRING ROSE COTTAGE, pet friendly, with open fire in Fortuneswell
Portland
- Kitchen
- Washing machine
- Pet-friendly
- Outdoor space
8.6 out of 10, Excellent, (4 reviews)
8.6/10
Excellent
(4 reviews)

Get Away From It All And Relax In This Characterful Period Thatched
Dorchester
Get Away From It All And Relax In This Characterful Period Thatched
Dorchester
- Kitchen
- Washing machine
- Pet-friendly
- Outdoor space
9.4 out of 10, Exceptional, (85 reviews)
9.4/10
Exceptional
(85 reviews)

3 bedroom accommodation in Portland, near Weymouth
Portland, near Weymouth
3 bedroom accommodation in Portland, near Weymouth
Portland, near Weymouth
- Kitchen
- Washing machine
- Free Wi-Fi
- Outdoor space
9.6 out of 10, Exceptional, (4 reviews)
9.6/10
Exceptional
(4 reviews)

portland apartment sleep two
Weymouth
portland apartment sleep two
Weymouth
- Kitchen
- Free Wi-Fi
- Fireplace
- Tennis court
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

Stable Conversion Near Lulworth Cove/Jurassic Coast
Dorchester
Stable Conversion Near Lulworth Cove/Jurassic Coast
Dorchester
- Kitchen
- Dryer
- Free Wi-Fi
- Outdoor space
10.0 out of 10, Exceptional, (116 reviews)
10/10
Exceptional
(116 reviews)

Modern one bedroom apartment
Portland
Modern one bedroom apartment
Portland
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)

2 bedroom accommodation in Fortuneswell, Portland
Fortuneswell, Portland
2 bedroom accommodation in Fortuneswell, Portland
Fortuneswell, Portland
- Kitchen
- Washing machine
- Pet-friendly
- Free Wi-Fi
6.0 out of 10, (2 reviews)
6.0/10
(2 reviews)

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Weymouth
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Weymouth
- Ocean view
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (53 reviews)
10/10
Exceptional
(53 reviews)

Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs
Fortuneswell
Sea View Coastal Cottage Sleeps 6 | Jurassic Coast, 6-Min Walk to Beach, Dogs
Fortuneswell
- Ocean view
- Kitchen
- Washing machine
- Pet-friendly
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

HARBOUR EDGE, family friendly, with a garden in Brewers Quay Harbour
WEYMOUTH
HARBOUR EDGE, family friendly, with a garden in Brewers Quay Harbour
WEYMOUTH
- Kitchen
- Washing machine
- Outdoor space
- Microwave
9.6 out of 10, Exceptional, (5 reviews)
9.6/10
Exceptional
(5 reviews)

Home from home with spectacular sea views.
Weymouth
Home from home with spectacular sea views.
Weymouth
- Ocean view
- Pool
- Kitchen
- Washing machine
9.8 out of 10, Exceptional, (126 reviews)
9.8/10
Exceptional
(126 reviews)

Ideal house for family holidays with easy access to coastal walks
West Lulworth
Ideal house for family holidays with easy access to coastal walks
West Lulworth
- Free Wi-Fi
- Outdoor space
- Parking available
- Microwave
9.2 out of 10, Wonderful, (67 reviews)
9.2/10
Wonderful
(67 reviews)

FISHERMAN'S COTTAGE, family friendly, with a garden in Weymouth
Weymouth
FISHERMAN'S COTTAGE, family friendly, with a garden in Weymouth
Weymouth
- Washing machine
- Outdoor space
- Microwave

CLIFFWALK COTTAGE, pet friendly, with hot tub in Portland Bill
Portland
CLIFFWALK COTTAGE, pet friendly, with hot tub in Portland Bill
Portland
- Spa pool
- Washing machine
- Pet-friendly
- Outdoor space

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth
Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth
- Kitchen
- Washing machine
- Pet-friendly
- Parking available
9.4 out of 10, Exceptional, (3 reviews)
9.4/10
Exceptional
(3 reviews)

Bowleaze Hideaway - beachside, dog friendly
Overcombe
Bowleaze Hideaway - beachside, dog friendly
Overcombe
- Kitchen
- Washing machine
- Pet-friendly
- Free Wi-Fi
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)

Two bedroom house two minutes from the beach
Weymouth
Two bedroom house two minutes from the beach
Weymouth
- Kitchen
- Washing machine
- Dryer
- Pet-friendly

Pretty Cottage Close To The Dorset Coast.
Portesham
Pretty Cottage Close To The Dorset Coast.
Portesham
- Kitchen
- Washing machine
- Pet-friendly
- Outdoor space
9.2 out of 10, Wonderful, (46 reviews)
9.2/10
Wonderful
(46 reviews)

2 bedroom accommodation in Portland, near Weymouth
Portland, near Weymouth
2 bedroom accommodation in Portland, near Weymouth
Portland, near Weymouth
- Kitchen
- Washing machine
- Pet-friendly
- Free Wi-Fi
9.6 out of 10, Exceptional, (18 reviews)
9.6/10
Exceptional
(18 reviews)

THE LINHAY, pet friendly, character holiday cottage in Bridport
Bridport
THE LINHAY, pet friendly, character holiday cottage in Bridport
Bridport
- Kitchen
- Washing machine
- Pet-friendly
- Outdoor space
9.0 out of 10, Wonderful, (2 reviews)
9.0/10
Wonderful
(2 reviews)
About the area
Portland
Located in Portland, this holiday home is near the beach. The area's natural beauty can be seen at Weymouth Beach and Durdle Door. Osprey Leisure Centre and Bennetts Water Gardens are also worth visiting.

Portland, dorset
What's nearby
- Weymouth Bay - 3 min walk - 0.3 km
- Dorset and East Devon Coast - 3 min walk - 0.3 km
- Portland Castle - 3 min walk - 0.3 km
- Portland Harbour - 9 min walk - 0.8 km
- Weymouth and Portland National Sailing Academy - 11 min walk - 0.9 km
Getting around
- Weymouth Station - 14 min drive
- Bournemouth (BOH-Bournemouth Intl.) - 73 min drive
Restaurants
- Beehive - 3 min walk
- The Wyke Smugglers - 5 min drive
- Punchbowl - 4 min drive
- Codfathers Fish & Chip Shop - 5 min drive
- Britannia Inn - 15 min walk
Tell us how we can improve our siteShare feedback