Weymouth - South Dorset

Weymouth Cottage Holidays » South Dorset

If you like a part of South Dorset but not quite sure if Weymouth is right for you.

Take a look at these other popular holiday cottage hotspots at Poole, Tolpuddle, Shave Cross, Fortuneswell On Portland, Walkford, Lulworth, Dottery, Verwood, Portland, Sandbanks.

All of which are based located around the same South Dorset area.

John Cottage at The Old Coastguards
Pet Friendly
 
John Cottage at The Old Coastguards   -   South Dorset
A traditional cottage just yards from Chesil Beach. Raditional cottage with 3 bedrooms, sleeps 8. Ideal location for exploring the Dorset World Heritage Jurassic Coast. Nature on your doorstep with an array of walking and cycling routes. Only 10 miles away from the traditional seaside resort of Weymouth. Situated in the picturesque village of Abbotsbury, with Chesil Beach at the end of the garden... more info
Check availability John Cottage at The Old Coastguards holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This location has more than one cottages on site
Matthew Cottage at The Old Coastguards
Pet Friendly
 
Matthew Cottage at The Old Coastguards   -   South Dorset
A traditional cottage just yards from Chesil Beach. Raditional cottage with 3 bedrooms, sleeps 6. Ideal location for exploring the Dorset World Heritage Jurassic Coast. Nature on your doorstep with an array of walking and cycling routes. Only 10 miles away from the traditional seaside resort of Weymouth. Situated in the picturesque village of Abbotsbury, with Chesil Beach at the end of the garden... more info
Check availability Matthew Cottage at The Old Coastguards holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This location has more than one cottages on site
The Penthouse at 197 Ocean Views
 
 
The Penthouse at 197 Ocean Views   -   South Dorset
Spectacular views from the penthouse of Portlands premier development Eventh floor triplex apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Panoramic views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability The Penthouse at 197 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
The Penthouse at 99 Ocean Views
 
 
The Penthouse at 99 Ocean Views   -   South Dorset
Spectacular views from the penthouse of Portlands premier development Riplex penthouse apartment with 3 bedrooms, sleeps 6. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Panoramic views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability The Penthouse at 99 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
Nothe View
 
 
Nothe View   -   South Dorset
A spacious townhouse tucked away, yet within easy reach of the beaches and town centre Bedroom townhouse, sleeps 8. Family-friendly with stair gates, high chair and cots. Furnished to a high standard throughout. Just metres from the sea and a short walk from the town centre. Off-street parking for 2 cars.... more info
Check availability Nothe View holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
Luke Cottage at The Old Coastguards
Pet Friendly
 
Luke Cottage at The Old Coastguards   -   South Dorset
A traditional cottage just yards from Chesil Beach. Raditional cottage with 2 bedrooms, sleeps 5. Ideal location for exploring the Dorset World Heritage Jurassic Coast. Nature on your doorstep with an array of walking and cycling routes. Only 10 miles away from the traditional seaside resort of Weymouth. Situated in the picturesque village of Abbotsbury, with Chesil Beach at the end of the garden... more info
Check availability Luke Cottage at The Old Coastguards holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This location has more than one cottages on site
91 Ocean Views
 
 
91 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development. Ourth floor duplex apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Panoramic views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability 91 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
106 Ocean Views
 
 
106 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development Ifth floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Panoramic views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability 106 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
94 Ocean Views
 
 
94 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development Outh floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality four star-gold finish throughout. On-site fitness centre with indoor swimming pool. Panoramic views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability 94 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
119 Ocean Views
 
 
119 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development Tylish 2 bed apartment, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Stunning sea views which can be enjoyed from the bedrooms, living area and balcony.... more info
Check availability 119 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
Mark Cottage at The Old Coastguards
Pet Friendly
 
Mark Cottage at The Old Coastguards   -   South Dorset
A traditional cottage just yards from Chesil Beach. Raditional cottage with 2 bedrooms, sleeps 5. Ideal location for exploring the Dorset World Heritage Jurassic Coast. Nature on your doorstep with an array of walking and cycling routes. Only 10 miles away from the traditional seaside resort of Weymouth. Situated in the picturesque village of Abbotsbury, with Chesil Beach at the end of the garden... more info
Check availability Mark Cottage at The Old Coastguards holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This location has more than one cottages on site
Cormorant View
Pet Friendly
 
Cormorant View   -   South Dorset
A contemporary house close to the town centre with fantastic views over Radipole Lake Bedroom house, sleeps 7/8. Furnished to a high standard throughout. Off-street parking for 1 car. Stunning views of the River Wey and Radipole Lake nature reserve. Within walking distance to town centre and beach.... more info
Check availability Cormorant View holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
The Gatehouse
 
 
The Gatehouse   -   South Dorset
A stylish property close to the harbour and beaches of Weymouth Bedroom contemporary house, sleeps 6. Furnished to a high standard throughout. New property available from June 2012. Secure gated parking space. Variety of shops, restaurants and Weymouth beach in close proximity.... more info
Check availability The Gatehouse holiday cottage in Weymouth, South Dorset
Sea Gem at Ocean Views
 
 
Sea Gem at Ocean Views   -   South Dorset
A luxurious apartment with spectacular views over the 2012 sailing venue Rd floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality four star gold finish throughout. On-site fitness centre with indoor swimming pool. Panoramic views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability Sea Gem at Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
36 Ocean Views
 
 
36 Ocean Views   -   South Dorset
A spacious, stylish apartment with fantastic on-site facilities, just yards from the waterfront. Round floor duplex apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout the large space - 1,200 sq ft. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool.... more info
Check availability 36 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
65 Ocean Views
 
 
65 Ocean Views   -   South Dorset
A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue Econd floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool.... more info
Check availability 65 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
105 Ocean Views
 
 
105 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development Ifth floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Views over the 2012 Olympic sailing venue and out to sea.... more info
Check availability 105 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
The Malthouse
 
 
The Malthouse   -   South Dorset
A tastefully furnished cottage close to the harbour and Weymouths golden sands. Star cottage with 4 bedrooms, sleeping 6. Allocated parking. Ideal base for exploring the surrouding area and spectacular Jurassic Coast. Tastefully furnished throughout the property. Variety of shops, restaurants and Weymouth beach in close proximity.... more info
Check availability The Malthouse holiday cottage in Weymouth, South Dorset
2 Cavendish Lodge
 
 
2 Cavendish Lodge   -   South Dorset
Sea views from this ground floor apartment in a superb location Bedroom ground floor apartment, sleeps 4. Benefits from sea views. Parking for one car. Walking distance to the town centre and beautiful sandy beach. Walled patio area to the front and access onto the communal patio area.... more info
Check availability 2 Cavendish Lodge holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
67 Ocean Views
 
 
67 Ocean Views   -   South Dorset
A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue Econd floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool.... more info
Check availability 67 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
83 Ocean Views
 
 
83 Ocean Views   -   South Dorset
A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue Ourth floor apartment with 2 bedrooms, sleeping 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool.... more info
Check availability 83 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
Cove View
 
 
Cove View   -   South Dorset
A stylish apartment with outstanding environmental features in a quiet yet convenient location. Ocated car parking space. An all-new, 5 star, contemporary 2 bedroom apartment, sleeping 4. Peaceful location yet a short walk from the Weymouth centre. Sea views through the trees to Portland. Superb standard of decor throughout.... more info
Check availability Cove View holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
82 Ocean Views
 
 
82 Ocean Views   -   South Dorset
A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue Star gold-rated apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool.... more info
Check availability 82 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
1 Cavendish Lodge
 
 
1 Cavendish Lodge   -   South Dorset
Sea views from this ground floor apartment in a superb location Bedroom ground floor apartment, sleeps 4. Benefits from sea views. Communal patio area. Parking for one car. Walking distance to the town centre and beautiful sandy beach.... more info
Check availability 1 Cavendish Lodge holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
165 Ocean Views
 
 
165 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development Ourth floor apartment with 2 bedrooms, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Some sea views.... more info
Check availability 165 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
179 Ocean Views
 
 
179 Ocean Views   -   South Dorset
Spectacular views over the 2012 sailing venue from Portlands premier development Bedroom 5th floor apartment, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Some sea views.... more info
Check availability 179 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
Chesil View House
 
 
Chesil View House   -   South Dorset
Stunning views over Chesil Beach from a stylish cottage Our star-rated 3 bedroom house, sleeps 6. Furnished to a high standard throughout. Garden with patio furniture ideal for al fresco dining. On-street parking outside the house. Views over nearby Chesil Beach from the Juliet balcony.... more info
Check availability Chesil View House holiday cottage in Weymouth, South Dorset
Sea Pinks Cottage
Pet Friendly
 
Sea Pinks Cottage   -   South Dorset
A traditional fishermans cottage with a contemporary interior Bedroom fishermans cottage, sleeps 6. Allocated parking space for one car just a short walk away. Close to the 18 mile long Chesil Beach. Finished to a high standard throughout. Secure walled garden complete with barbecue.... more info
Check availability Sea Pinks Cottage holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
Whitestones
 
 
Whitestones   -   South Dorset
A three storey listed house in a great location Hree bedroom grade 2 listed house, sleeps 6/7. Great location for exploring the Jurassic coast. Parking permit provided. Short walk to the beach. South facing private courtyard.... more info
Check availability Whitestones holiday cottage in Weymouth, South Dorset
Wessex Ho
Pet Friendly
 
Wessex Ho   -   South Dorset
A spacious house just a short distance from the beach and town Bedroom property, sleeps 6. Furnished to a high standard, with Wi-Fi access. Large garden and conservatory. Off road parking for one car. Short distance from the town and beach.... more info
Check availability Wessex Ho holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
Ol Toms Cottage
Pet Friendly
 
Ol Toms Cottage   -   South Dorset
A recently renovated property close to the 2012 sailing venue Bedroom, tastefully modernised property, sleeps 6. Allocated parking for one car. Furnished decked area, perfect for al fresco dining. Ideal location to explore the Dorset Coast. Sea views from some rooms.... more info
Check availability Ol Toms Cottage holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
Sea Shell Cottage
Pet Friendly
 
Sea Shell Cottage   -   South Dorset
A spacious cottage just 29 steps from the sea, situated in bustling Brewers Quay. Pacious cottage with 3 bedrooms, sleeps 6. Baby sitting service and dog sitting/walking service available. Centrally located in the bustling Brewers Quay area of Weymouth. Parking permit supplied for 1 car. Within 29 steps of the sea, and within a short walk of several beaches and coves.... more info
Check availability Sea Shell Cottage holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
9 Nautica
 
 
9 Nautica   -   South Dorset
A contemporary apartment in the heart of Weymouth near the 2012 Olympic sailing venue Ontemporary 2 bedroom apartment, sleeps 4/6. Easy access to Weymouth Bay, the 2012 Olympic sailing venue. Furnished to a high standard throughout. Located near a good selection of eateries, shops and attractions. Permit provided for on-street parking.... more info
Check availability 9 Nautica holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
11 Nautica
 
 
11 Nautica   -   South Dorset
A contemporary apartment in the heart of Weymouth, close to the water. Ontemporary 2 bedroom apartment, sleeps 4. Balcony with furniture ideal for al fresco dining. Easy access to Weymouth Bay, the 2012 Olympic sailing venue. Located near a good selection of eateries, shops and attractions. Situated in the heart of Weymouth, close to the beach, marina and esplanade.... more info
Check availability 11 Nautica holiday cottage in Weymouth, South Dorset
Meadow View
Pet Friendly
 
Meadow View   -   South Dorset
A renovated 1930’s house with enclosed gardens and ideally based for exploring the Dorset coast 5 minute stroll to Sandsfoot beach. A newly renovated 3 bedroom house, comfortably sleeping 5. Decked terrace, patio area and lawn garden. Ideal base to explore Dorset and the Jurassic coastline. Off-street parking for 2 cars.... more info
Check availability Meadow View holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
162 Ocean Views
 
 
162 Ocean Views   -   South Dorset
A stylish apartment with fantastic on-site health facilities, minutes from the 2012 sailing venue Bedroom third floor apartment, sleeps 4. Close to Portland Castle, Chesil Beach and Portland Marina. Furnished to a high standard throughout. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool.... more info
Check availability 162 Ocean Views holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
52 Ocean Views
 
 
52 Ocean Views   -   South Dorset
A stylish apartment with fantastic on-site health facilities, near the 2012 sailing venue Econd floor 1 bedroom apartment, sleeping 2/4. Balcony and rear garden views. Designated parking. Ideal base for exploring the attractions of the surrounding area. Stylish interior furnishings.... more info
Check availability 52 Ocean Views holiday cottage in Weymouth, South Dorset
Perfect cottage for a romantic break
This location has more than one cottages on site
Serenity Cottage
Pet Friendly
 
Serenity Cottage   -   South Dorset
A cosy retreat in an ideal location for exploring the Dorset Coast Bedroom annexe, sleeps 5. Ample off-road parking. Furnished patio area and terraced garden. Short drive to Weymouth and Bowleaze Cove. Wi-Fi internet access.... more info
Check availability Serenity Cottage holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
3 Ocean Views
 
 
3 Ocean Views   -   South Dorset
A spacious, stylish apartment with fantastic on-site facilities, just yards from the waterfront. Bedroom ground floor apartment, sleeps 2. Close to Portland Castle, Chesil Beach and Portland Marina. High quality finish throughout. On-site fitness centre with indoor swimming pool. Patio with garden views.... more info
Check availability 3 Ocean Views holiday cottage in Weymouth, South Dorset
Perfect cottage for a romantic break
This location has more than one cottages on site
Baywatch Cottage
 
 
Baywatch Cottage   -   South Dorset
Well-appointed, family friendly and just minutes from the beach Hort walk from the shops, restaurants and attractions of the town centre. A well-appointed property with 2 bedrooms, sleeps 4. Family friendly with a cot and high chair supplied free-of-charge. Off-road parking for two cars. Within a few minutes’ walk of the sandy beach of Greenhill.... more info
Check availability Baywatch Cottage holiday cottage in Weymouth, South Dorset
23 Nautica
 
 
23 Nautica   -   South Dorset
A contemporary apartment in the heart of Weymouth, close to the water Ontemporary 1 bedroom apartment, sleeping 2. Balcony with views across the marina. Easy access to Weymouth Bay, the 2012 Olympic sailing venue. Located near a good selection of eateries, shops and attractions. Permit provided for on-street parking.... more info
Check availability 23 Nautica holiday cottage in Weymouth, South Dorset
This location has more than one cottages on site
Dream Cottage
Pet Friendly
Dream Cottage has rating of 3 star satisfaction
Dream Cottage   -   South Dorset
This traditional terraced cottage dates back to 1736 and is situated on a pedestrianised lane in the heart of Weymouth just two minutes walk from the sea. Features include a cosy wood-burning stove wooden floors three comfortable bedrooms and a small enclosed garden. Close to the property is Newton's Cove – an excellent place for rock pools at low tide – whilst a short walk leads t... more info
Check availability Dream Cottage holiday cottage in Weymouth, South Dorset
This cottage IS suitable for pets
Bridge Cottage
Pet Friendly
 
View Property   -   South Dorset
WORKING FARM 130 ACRES CATTLE AND HORSES This recently converted semi-detached barn is perfectly positioned to enjoy the delights Dorset has to offer. Approached via a farm lane and overlooking the working farm guests are welcome to roam the land and see the animals. While away the hours exploring the beautiful surrounding countryside which is dotted with small picturesque villages and is stunnin... more info
Check availability for this cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This cottage is on a farm
Goldcrest Cottage
Pet Friendly
 
View Property   -   South Dorset
1 OF 2 COTTAGES 300 ACRES ORGANIC BEEF FARM ACCESS TO THE INLAND COASTAL FOOTPATH STABLING AND GRAZING AVAILABLESet in some of Dorset's most striking countryside you will be perfectly positioned to enjoy the delights this county has to offer. Approached by their own private entrance both cottages have an inviting atmosphere with comfortable furnishings that are in keeping with the property and the... more info
Check availability for this cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This location has more than one cottages on site
This cottage is on a farm
Hardy's Cottage
Pet Friendly
 
View Property   -   South Dorset
1 OF 2 COTTAGES 300 ACRES ORGANIC BEEF FARM ACCESS TO THE INLAND COASTAL FOOTPATH STABLING AND GRAZING AVAILABLESet in some of Dorset's most striking countryside you will be perfectly positioned to enjoy the delights this county has to offer. Approached by their own private entrance both cottages have an inviting atmosphere with comfortable furnishings that are in keeping with the property and the... more info
Check availability for this cottage in Weymouth, South Dorset
This cottage IS suitable for pets
This location has more than one cottages on site
This cottage is on a farm
Portside
Pet Friendly
 
View Property   -   South Dorset
A STONES THROW FROM THE HARBOUR AND GOLDEN SANDY BEACH Portside is a stylish three story listed terraced house situated in a perfect location to enjoy the cosmopolitan buzz of Weymouth Marina yet within a short stroll to the town golden sandy beach and esplanade. This part of Dorset offers the superb World Heritage Jurassic Coastline so whether you are into walking climbing windsurfing/kitesurfing... more info
Check availability for this cottage in Weymouth, South Dorset
This cottage IS suitable for pets