This two-bedroom holiday cottage in Chickerell, Dorset, is situated 4.7 kilometres from Weymouth's sandy beach and harbour, and 9.7 kilometres from the Isle of Portland's coastal paths. The property accommodates up to four guests and features a multi-tiered garden with a patio and summer house, a gas fire in the living/diner, a conservatory/utility area, and a bathroom with a bath and shower, offering a convenient base for exploring the local area.
Weymouth
26/07 – 30/07
SG$319/nighttotal: SG$1276 (4 )
Victoria House
1 2
cottage , Weymouth
This Weymouth cottage is situated a 2-minute walk from Weymouth railway station, under 1.2 miles from Weymouth Bay and beach, and within a 5-minute walk of Weymouth Harbour and the Jubilee Clock. The self-catering property offers free on-site parking, free Wi-Fi (communal areas), a fridge, and shower facilities; guests can easily explore Dorset's attractions from this convenient location.
Weymouth
18/07 – 25/07
SG$261/nighttotal: SG$1827 (7 )
Pointers View
1 2
cottage , Weymouth
This golf cottage in Weymouth offers a prime location, situated within a 15-minute walk of Weymouth Bay and Weymouth Beach, and a short distance from the Weymouth D-Day Museum and Tudor House. This family-friendly accommodation provides complimentary WiFi, free self-parking, and a well-equipped kitchen with a refrigerator and dishwasher, alongside in-cottage amenities such as a washing machine and a video-game console.
8.0 1 review
Weymouth
07/08 – 08/08
SG$916/nightfor 1 night
The Apple Loft At Jordan House, Romantic, With A Garden In Preston
1 2
cottage , Weymouth
This Overcombe cottage, a short 0.6km walk from Weymouth Bay and a 0.4km stroll from Lodmoor Country Park, offers easy access to Weymouth's attractions including Monkey World Ape Rescue Centre and Weymouth Harbour. The 90 square metre self-catering property sleeps two in one bedroom, one bathroom, and boasts a fully equipped kitchen including a dishwasher, plus free Wi-Fi, on-site parking, and proximity to watersports and cycling routes.
Weymouth
22/07 – 29/07
SG$635/nighttotal: SG$4445 (7 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 4
cottage
Old Malthouse Apartment, a pet-friendly self-catering property in Weymouth, is situated near Weymouth Harbour and the West Dorset Heritage Coast, less than 0.1 km from bars, cafes, and shops. This two-bedroom apartment, sleeping four, offers a king-size and twin room, a well-equipped kitchen/diner, a sitting room with Smart TV, and an outdoor area; nearby attractions include the SEA LIFE Centre Weymouth, Nothe Fort, and Portland Castle.
Weymouth
10/08 – 14/08
SG$423/nighttotal: SG$1692 (4 )
Sea Spray
1 3
cottage , Weymouth
This Overcombe holiday home is located directly on Weymouth Bay and Overcombe Beach, with Lodmoor Country Park and the Jurassic Coast within a 5-minute walk. This accommodation offers a well-equipped kitchen, two bathrooms, complimentary WiFi in public areas, and on-site parking, with pets welcome.
Weymouth
15/07 – 19/07
SG$956/nighttotal: SG$3824 (4 )
Shrimp Cottage, Pet Friendly, With A Garden In Brewers Quay Harbour
3 2
cottage , Weymouth
This pet-friendly Weymouth cottage is situated a short 0.8-kilometre walk from Weymouth Harbour and Weymouth Bay, offering easy access to local cycling routes and fishing opportunities. Sleeping six guests, this three-bedroom, two-bathroom holiday home boasts a fully equipped kitchen including a dishwasher, laundry facilities, Wi-Fi, and a television; nearby attractions include Monkey World Ape Rescue Centre, Weymouth Beach, Pirate Adventure Mini Golf, and SEA LIFE Centre Weymouth.
Weymouth
22/06 – 26/06
SG$290/nighttotal: SG$1160 (4 )
Weyside
1 3
cottage
This holiday let is located in Weymouth, within 500 meters of Weymouth Bay, Weymouth Harbour, and Weymouth Marina, and is a 5-minute walk from Weymouth Train Station. Guests can enjoy complimentary Wi-Fi within the cottage and in common areas, a kitchen for self-catering, and free parking.
Weymouth
03/07 – 06/07
SG$320/nighttotal: SG$960 (3 )
Waterside Bowleaze Cove Holiday Park - Holiday Accommodation 10222
2 2
cottage , Oxted
Cottage rental for 4 guests. You will be located in Oxted. Facilities and services include a kitchen and a swimming pool. Take advantage of the garden in this accommodation!
Weymouth
29/08 – 31/08
SG$335/nighttotal: SG$670 (2 )
Weymouth Bay Holiday Park - Holiday Accommodation 12761
3 2
cottage , Weymouth
Cottage for 8 guests. You will stay in Weymouth. Services and facilities include a kitchen and a swimming pool. Take advantage of the garden in this accommodation!
Weymouth
20/06 – 27/06
SG$490/nighttotal: SG$3430 (7 )
Lulstead, Pet Friendly, With A Garden In Weymouth
3 2
cottage , Weymouth
Lulstead Cottage, a Nottington holiday home near Weymouth, Dorset, is situated 2.1km from a shop, 2.4km from a pub, and 4.5km from Weymouth beach. This three-bedroom, two-bathroom property boasts 130 square metres of space, featuring an open-plan living area, a private garden with barbecue, off-road parking for two cars, and sleeps up to six guests, including one pet.
10 2 reviews
Weymouth
29/06 – 03/07
SG$293/nighttotal: SG$1172 (4 )
Beach Retreat, Country Holiday Cottage, With A Garden In Weymouth
3 1
cottage , Weymouth
This Weymouth holiday home, situated 0.16km from Weymouth beach and 1.3km from a shop, offers stunning seafront views of Weymouth Bay and easy access to Dorchester (11km away). The 105 square metre property features three bedrooms, two bathrooms, sleeps four guests, and includes a well-equipped kitchen with dishwasher, a wood-burning stove, and an enclosed terrace; free Wi-Fi is provided.
Best family friendly Weymouth cottages
Among the 525 accommodations in Weymouth, here are the 4 best family friendly cottages
Weymouth
27/07 – 30/07
SG$432/nighttotal: SG$1296 (3 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This holiday bungalow, Sea Spray cottage, is located in Bowleaze, on the eastern end of Weymouth's seafront, offering direct access to the esplanade which leads to Weymouth town centre approximately 1.6 kilometres away. This accommodation sleeps up to four guests in two bedrooms, featuring an open-plan living area, a kitchen with a fridge and microwave, a garden, and patio dining, with proximity to water sports centres and local amenities including the Oasis Café.
Weymouth
19/06 – 26/06
SG$206/nighttotal: SG$1442 (7 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
Weymouth maisonette, situated on Wooperton Street, offers convenient access to Weymouth beach, the SEA LIFE Centre, and Nothe Fort, all within a short walking distance. This two-bedroom self-catering property sleeps four, featuring a king-size bedroom with en-suite, a twin room, a well-equipped kitchen with fridge, microwave, and dishwasher, plus a comfortable living area with Smart TV and parking; Asda supermarket is also nearby.
9.8 8 reviews
Weymouth
01/08 – 05/08
SG$500/nighttotal: SG$2000 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , Winfrith Newburgh
This two-bedroom cottage in Winfrith Newburgh, Dorset, is located near the village centre, 4.8km from Lulworth Cove and 14.5km from Dorchester. The self-catering property sleeps four, boasts a well-equipped kitchen with an Aga, a sitting room with an open fire and Smart TV, an enclosed courtyard with BBQ, off-road parking plus garage space, and allows one dog.
Weymouth
01/08 – 05/08
SG$407/nighttotal: SG$1628 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , Frampton
The Elbow cottage, a 105 square metre holiday home in Frampton, Dorset, is situated within the Dorset Area of Outstanding Natural Beauty, less than 10 kilometres from Dorchester and approximately 24 kilometres from Bridport and West Bay. This two-bedroom dwelling, sleeping four, boasts en-suite facilities, a well-equipped kitchen including a dishwasher, off-road parking, and a multi-level garden with a summer house offering views of the Frome Valley; enjoy a Smart TV and electric fire in the living room.
Best Weymouth cottages with a garden
Weymouth
01/08 – 02/08
SG$3390/nightfor 1 night
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 5
cottage
Fairways Cottage, a three-bedroom house in Wyke Regis, Dorset, is situated near Chesil Beach and 3.2 kilometres from Weymouth town centre. This family-friendly holiday home sleeps five, boasting two bathrooms, a garden, parking, and amenities including a dishwasher, microwave, fridge, and Smart TV; nearby attractions include the Crab House cafe and Sandsfoot Castle.
Weymouth
03/07 – 05/07
SG$685/nighttotal: SG$1370 (2 )
Saddlers Cottage
1 2
cottage , Weymouth
This pet-friendly Weymouth cottage is situated less than 2km from Weymouth Bay and Weymouth Beach, a 10-minute walk from the Jubilee Clock Tower and Greenhill Beach, and a 6-minute walk from Weymouth railway station. The self-catering property offers free on-site parking, free Wi-Fi, a kitchen with a fridge and dishwasher, and a private shower; further details on size and layout are not provided.
8.0 2 reviews
Weymouth
20/06 – 22/06
SG$484/nighttotal: SG$968 (2 )
Pixie Cottage, Pet Friendly, With A Garden In Weymouth
2 3
cottage , Weymouth
Pixie Cottage, a terraced house near Weymouth Harbour in Dorset, is a short 11km drive from Dorchester and within walking distance of Weymouth Beach. This pet-friendly 105 square metre dwelling boasts two bedrooms sleeping four, a fitted kitchen-diner, a bathroom, gas central heating, WiFi, a TV with Amazon Firestick, and a garden; small, well-behaved dogs are welcome (fee applies).
9.7 4 reviews
Weymouth
01/08 – 05/08
SG$516/nighttotal: SG$2064 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , Nottington
Garland Cottage is a charming single-storey property located just 3.4 kilometres from Weymouth and the Jurassic Coast. It's a great base for exploring the Dorset countryside and its nearby beaches. This cosy cottage has two bedrooms and can accommodate up to four guests. It's fully equipped with a kitchen, garden, and parking, and is perfect for families or groups of friends looking for a relaxing and comfortable stay.
Frequently asked questions about cottages in Weymouth
What would be a good 2-days itinerary for visiting Weymouth?
On your first day, head to Weymouth Harbour and stroll along the esplanade. Visit the iconic Nothe Fort and enjoy the panoramic views. In the evening, grab some fish and chips at one of the many restaurants along the harbour. For your second day, explore the beautiful Jurassic Coast with a walk along the Chesil Beach. You can also visit the Weymouth Sea Life Adventure Park for a fun day out with the family.
What part of Weymouth is ideal for renting a cottage?
The areas around the harbour and the esplanade are great for renting a cottage. If you prefer something quieter, the villages of Upwey and Broadwey are lovely and within easy reach of Weymouth. For those who love the beach, the cottages near the Chesil Beach offer stunning views.
What are the best cottages with a pool in Weymouth?
When is the best time to rent a cottage in Weymouth?
The best time to rent a cottage in Weymouth is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller, and prices are more affordable. You can also enjoy the beautiful autumn colours during the later months.
What are the best cottages with a jacuzzi in Weymouth?
The Nothe Fort is a must-see for its historical significance and stunning views. The Jurassic Coast is a UNESCO World Heritage Site, and Chesil Beach is a unique natural wonder. You can also visit the Weymouth Sea Life Adventure Park or the Weymouth Museum for a glimpse into the town's rich history.
What are the best cottages for families and kids in Weymouth?
Why consider renting a cottage in Weymouth for your stay?
Renting a cottage in Weymouth offers a more intimate and authentic experience compared to a hotel. You can enjoy the comfort and privacy of your own space, and many cottages offer stunning views and access to gardens or outdoor spaces. This is a great option for families or groups looking for a comfortable and relaxing stay.
What are the best pet friendly cottages in Weymouth?
Can you easily explore Weymouth on foot or by bike?
Yes, Weymouth is a very walkable town. The harbour and the esplanade are easily accessible on foot, and there are plenty of cycle paths along the coast. You can also rent bikes from several shops in town.
What are the best cottages with parking in Weymouth?
What are the best restaurants in Weymouth with nature views?
The Harbour View Restaurant at the Nothe Fort offers stunning views of the harbour and the coastline. The Waterfront Restaurant at the Pavilion provides panoramic views of the sea and the beach. For a more casual dining experience, the Esplanade Cafe has a lovely terrace overlooking the esplanade.
What family-friendly activities are available in Weymouth?
The Weymouth Sea Life Adventure Park is great for kids of all ages. The beach is perfect for building sandcastles and playing in the sand. You can also visit the Weymouth Museum for an interactive and educational experience. There are also plenty of playgrounds and parks scattered around town.
Destinations nearby
Best Weymouth cottages with a jacuzzi
Among the 525 accommodations in Weymouth, here are the 4 best cottages with a jacuzzi
10 10 reviews
Weymouth
16/10 – 18/10
SG$756/nighttotal: SG$1512 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This five-star luxury cottage, Littlemead 5, is situated in the Dorset countryside near Broadwey, 1.6km from a shop and pub, 4.8km from Weymouth's beaches and the Jurassic Coast, and a short drive from other Dorset attractions. The 45 square metre semi-detached property sleeps four guests in two bedrooms, three bathrooms, and boasts a hot tub, wood burner, enclosed garden with BBQ, and parking for two cars; a well-equipped kitchen includes a Ninja Air Fryer and smoothie maker.
Weymouth
26/07 – 30/07
SG$1559/nighttotal: SG$6236 (4 )
Anchor House
1 2
cottage , Weymouth
This pet-friendly Weymouth holiday home is situated less than 1km from Weymouth Harbour, Weymouth Beach, and Weymouth Station, offering easy access to the town's attractions. The self-catering property boasts a jacuzzi, private garden, game room, free on-site parking, and free Wi-Fi, along with three bathrooms, a dishwasher, and a well-equipped kitchen in each accommodation.
8.0 1 review
Weymouth
31/07 – 03/08
SG$2174/nighttotal: SG$6522 (3 )
Anchor House, Pet Friendly, Luxury Holiday Cottage In Weymouth
6 4
cottage , Weymouth
Anchor House, a pet-friendly luxury holiday home in Weymouth, is situated close to Weymouth Beach and within easy reach of Weymouth Harbour. This six-bedroom property boasts 175 square metres of floor space, sleeping up to 15 guests, and features a fully equipped kitchen, three bathrooms, a jacuzzi, and a garden, all within easy reach of family attractions like Pirate Adventure Mini Golf and the SEA LIFE Centre Weymouth.
10 3 reviews
Weymouth
01/08 – 05/08
SG$599/nighttotal: SG$2396 (4 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , West Compton
This West Dorset holiday cottage in the hamlet of West Compton is situated 9.6km from the Jurassic Coast, 4.8km from a shop, and 3.2km from a pub. The 45 square metre self-catering property boasts two bedrooms sleeping four, a family-sized kitchen with modern appliances including a dishwasher, a private garden with a Lay-Z-Spa hot tub, off-road parking for two cars, and a charcoal BBQ.
Best pet friendly Weymouth cottages
Among the 525 accommodations in Weymouth, here are the 4 best pet friendly cottages
Weymouth
17/08 – 21/08
SG$771/nighttotal: SG$3084 (4 )
Overcombe Mill
1 2
cottage , Weymouth
This pet-friendly Weymouth cottage is situated within 5km of Weymouth beach, Bennetts Water Gardens, Radipole Lake Nature Reserve, Lodmoor Country Park, and Sandworld, and a 22-minute walk from Upwey train station, offering easy access to Dorset's Area of Outstanding Natural Beauty. This self-catering holiday home boasts two bathrooms, free on-site parking, Wi-Fi in communal areas, a fully equipped kitchen including a dishwasher, and is close to several nature reserves.
Weymouth
10/10 – 14/10
SG$260/nighttotal: SG$1040 (4 )
South Harbour Cottage
1 2
cottage , Weymouth
This pet-friendly Weymouth cottage is situated approximately 1.5km from Weymouth Bay and Beach, and a similar distance from Weymouth Golf Course, Leighton House Museum and Tudor House. The self-catering holiday home offers free Wi-Fi, a dishwasher, and a private garden, providing comfortable accommodation for a relaxing break near Weymouth's attractions.
Weymouth
18/07 – 25/07
SG$395/nighttotal: SG$2765 (7 )
8 Park View Grove
1 2
cottage
This golf lodge in Weymouth is situated within 1.6 kilometres of Weymouth Harbour and Weymouth Beach, with Weymouth Station an 18-minute walk away. This smoke-free property offers pet-friendly accommodation with a kitchen including a dishwasher, free WiFi in public areas, and complimentary on-site parking.
Weymouth
21/06 – 26/06
SG$889/nighttotal: SG$4445 (5 )
Cottage ∙ 6 Bedrooms ∙ 15 Guests
6 2
cottage
Anchor House, a three-storey townhouse in Weymouth, Dorset, offers central accommodation just 11.3km from Dorchester and a short distance from Weymouth's beaches, including the 2023 Times best beach in the UK. This six-bedroom house, sleeping up to 15 guests, boasts a private hot tub, games room with football table and Xbox, fully equipped kitchen, and enclosed garden; pets are welcome.
