Holiday Rentals in Weymouth

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Weymouth holiday rentals
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Weymouth holiday rentals: compare the best deals

Harbour View Dorset Holiday Retreat - Weymouth
8.9 59 reviews
Weymouth
07/20 – 07/24
HK$898/nighttotal: HK$3592 (4 )

Harbour View Dorset Holiday Retreat

3 4
apartment, Dorset
This three-bedroom house is situated on the Jurassic Coast in Dorset, just a short drive from the iconic Chesil Beach and the historic Portland Bill lighthouse.
The property offers spacious accommodation for up to five guests, with a fully equipped kitchen, a garden, and parking, making it ideal for families and groups looking for a comfortable base to explore the stunning Dorset coastline.
Brewhouse Coastal Retreat - Weymouth
9.5 20 reviews
Weymouth
10/01 – 10/04
HK$2275/nighttotal: HK$6825 (3 )

Brewhouse Coastal Retreat

2 5
apartment, Rodwell
This Rodwell apartment, located 1.2km from Weymouth Beach and 1km from Weymouth Port, offers easy access to Dorset's coastline and attractions including Monkey World (26km) and Corfe Castle (38km).
The two-bedroom flat sleeps nine, features a private balcony, free Wi-Fi, free private parking, and a well-equipped kitchen, perfect for families or groups seeking self-catering accommodation near Weymouth.
Reeva's Retreat At Littlesea Holiday Park, Weymouth - Weymouth
8.8 86 reviews
Weymouth
09/18 – 09/19
HK$1365/nightfor 1 night

Reeva's Retreat At Littlesea Holiday Park, Weymouth

2 4
apartment, Wyke Regis
Lexi Lodge @ Littlesea Holiday Park is located in Wyke Regis, just 2.3 kilometres from Chesil Beach and a short drive from Portland Castle and Rufus Castle, offering a peaceful escape from the town centre. The property consistently receives excellent ratings for cleanliness, location and user experience.
The two-bedroom apartment comfortably accommodates up to six guests and has a fully equipped kitchen, a private balcony, a fireplace and a flat screen TV. Enjoy the fresh sea air and beautiful views from your balcony, prepare your own meals, and relax by the fireplace in the evenings.
Susie's Caravan Dorset - Weymouth
10 45 reviews
Weymouth
10/01 – 10/04
HK$1078/nighttotal: HK$3234 (3 )

Susie's Caravan Dorset

1 5
apartment, Preston Road
This pet-friendly caravan, situated in Weymouth Bay Holiday Park in Dorset, offers easy access to Weymouth Beach and is approximately 240km from Preston.
Sleeping six, this three-bedroom holiday home boasts a fully equipped kitchen with a Tassimo coffee machine, a comfortable lounge with a 50" TV, a garden, swimming pool, and parking, plus access to holiday park facilities (separate Haven passes required).
Harbour Catch Cottage - Weymouth
8.8 12 reviews
Weymouth
08/17 – 08/21
HK$1832/nighttotal: HK$7328 (4 )

Harbour Catch Cottage

2 2
house, Weymouth
Harbor Catch Cottage is located in Weymouth, just 0.5km from Weymouth Harbour and a 1km walk to Weymouth Marina, offering a peaceful retreat with easy access to the town's attractions. The property has received excellent ratings for location, cleanliness and user experience.
This 2-bedroom, 1-bathroom cottage spans 105 square meters and features a fully equipped kitchen with a dishwasher, a private enclosed courtyard, and free Wi-Fi. Guests can enjoy al fresco dining, relax in the sunshine, and explore the nearby beaches, coastal walks, and historic Sandsfoot Castle.
93 Abbotsbury Road, Pet Friendly, With A Garden In Weymouth - Weymouth
Weymouth
08/14 – 08/16
HK$4014/nighttotal: HK$8028 (2 )

93 Abbotsbury Road, Pet Friendly, With A Garden In Weymouth

3 5
apartment, Weymouth
This Weymouth flat is situated in Dorset, 100 metres from a shop and 200 metres from a pub, with the beach 800 metres away and a river 600 metres distant.
Accommodating up to six guests in three double bedrooms, this 130 square metre dwelling offers two bathrooms, a fitted kitchen with a dishwasher, an enclosed garden with a patio, and allows pets.
White Sands Cottage - Weymouth
Weymouth
06/26 – 06/28
HK$2494/nighttotal: HK$4988 (2 )

White Sands Cottage

1 2
house, Weymouth
White Sands Cottage, a holiday home in Weymouth, is located 7.89 kilometres from Weymouth Harbour and within 32 kilometres of attractions including Monkey World, Golden Cap, Corfe Castle, and Poole Harbour.
This accommodation accommodates up to nine guests across two bedrooms, offering free private parking, complimentary WiFi, and a garden, with a fully equipped kitchen for self-catering.
Self-contained Studio Flat By Weymouth Harbour - Weymouth
9.3 340 reviews
Weymouth
08/28 – 09/04
HK$675/nighttotal: HK$4725 (7 )

Self-contained Studio Flat By Weymouth Harbour

1 2
apartment, Dorset
This self-contained studio apartment is located on a leafy street in Weymouth, just 1 kilometre from the beach and town centre. It has consistently received excellent ratings for location, cleanliness, and overall guest experience.
The studio is perfect for couples seeking a comfortable and convenient base for exploring Dorset. It features a well-equipped kitchenette, underfloor heating, and a private entrance with self check-in, providing a relaxing and independent stay.
'Chalbury' Shepherds Style Hut - Weymouth
10 60 reviews
Weymouth
07/03 – 07/05
HK$1932/nighttotal: HK$3864 (2 )

'Chalbury' Shepherds Style Hut

1 1
cabin, Dorset
The 'Chalbury' shepherd hut is located in a private meadow in Dorset, just a short drive from the Jurassic Coast, offering stunning views of the surrounding countryside. The hut has consistently received excellent ratings for location, cleanliness, and overall user experience.
The charming hut comfortably sleeps up to four guests, making it ideal for a family getaway. Amenities include a fully equipped kitchen, a private terrace with a barbecue, and access to the surrounding meadow for walks and picnics, ensuring a relaxing and enjoyable stay.
Georgian Hideaway, Pet Friendly, With A Garden In Weymouth - Weymouth
Weymouth
07/13 – 07/17
HK$2045/nighttotal: HK$8180 (4 )

Georgian Hideaway, Pet Friendly, With A Garden In Weymouth

3 5
cottage, Weymouth
This Georgian-style cottage in Weymouth, Dorset is situated 0.32km from Weymouth beach, 0.16km from local shops, and 0.16km from pubs.
This three-bedroom house, boasting a 130 square metre floor area, sleeps five guests and includes a fully equipped kitchen with a dishwasher, an enclosed patio, Wi-Fi, and pet-friendly accommodation.
Beautiful Stylish Apartment Close To Beach - Weymouth
9.6 98 reviews
Weymouth
08/17 – 08/20
HK$3255/nighttotal: HK$9765 (3 )

Beautiful Stylish Apartment Close To Beach

1 5
apartment, Dorset
This Georgian flat is situated in Weymouth, Dorset, less than 10 minutes' walk from the award-winning beach and a short distance from the harbour, providing convenient access to the Jurassic Coast.
This family-friendly accommodation sleeps six guests, featuring two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, and off-street parking for one car, with the option to book additional flats in the same building for larger groups.
Newly Refurbished Weymouth Holiday Let - Weymouth
9.8 4 reviews
Weymouth
06/26 – 06/28
HK$1701/nighttotal: HK$3402 (2 )

Newly Refurbished Weymouth Holiday Let

2 2
apartment, Weymouth
This newly refurbished Weymouth holiday let is situated near Weymouth Beach and Harbour, offering convenient access to local attractions and a 7.4 kilometre proximity to Portland Castle.
This compact 6 square meter studio apartment features a fully equipped kitchen, a private bathroom, and a comfortable living space with a flat-screen TV, managed by a private host.

Best family friendly Weymouth holiday rentals

Among the 1038 accommodations in Weymouth, here are the 4 best family friendly rentals

The Tack Room - Weymouth
9.9 46 reviews
Weymouth
07/17 – 07/20
HK$2464/nighttotal: HK$7392 (3 )

The Tack Room

1 2
bungalow, Dorset
The Tack Room, a modern single-storey house in Dorset, offers pet-friendly accommodation for up to four guests and is conveniently located near [Specific Dorset landmark or area – needs further information to be precise, e.g., "within 10km of Dorchester"].
This 2-bedroom, 1-bathroom dwelling features underfloor heating, a private courtyard garden with a firepit, a fully equipped kitchen including a dishwasher, and permits disposable BBQs; access to a Shepherds Hut field is also included.
Cottage 5 Mins Walk To Harbour - Weymouth
9.9 108 reviews
Weymouth
09/29 – 10/02
HK$2345/nighttotal: HK$7035 (3 )

Cottage 5 Mins Walk To Harbour

3 4
cottage, Dorset
Coral Cottage is a 3-bedroom property located in Weymouth, just a 5-minute walk from the harbour and town centre and a 10-minute walk from Weymouth's Blue Flag sandy beach.
The cottage offers a spacious open-plan lounge/dining room, a private enclosed garden, a fully equipped kitchen, two bathrooms, and parking on the driveway, ideal for families or groups of up to 6 guests.
Anchor Cottage - Weymouth
9.2 31 reviews
Weymouth
08/15 – 08/18
HK$5352/nighttotal: HK$16056 (3 )

Anchor Cottage

2 4
house, Weymouth
Anchor Cottage, a 2-bedroom house in Weymouth, enjoys an excellent location, a short 1.8km walk from Weymouth Harbour and Beach, and is within easy reach of attractions including Portland Castle (7.4km) and Monkey World (26km).
This self-catering property boasts 105 square metres of floor space, offering a fully equipped kitchen with dishwasher and fridge, a garden, parking, free Wi-Fi, and laundry facilities; sleeping up to four guests comfortably.
Stylish Townhouse In Portland, Dorset - Weymouth
9.8 428 reviews
Weymouth
07/03 – 07/05
HK$1854/nighttotal: HK$3708 (2 )

Stylish Townhouse In Portland, Dorset

1 1
house, Dorset
This modern townhouse is situated in Fortuneswell, Portland, just a short walk from the start of Chesil Beach, a stunning natural landmark. The property has received excellent ratings for its cleanliness, location, and user experience.
The two-bedroom home can accommodate up to four guests and features a modern design spread across three levels. Guests can enjoy a fully equipped kitchen, a comfortable living room with a TV, and convenient parking facilities.

Best Weymouth holiday rentals with a pool

Among the 1038 accommodations in Weymouth, here are the 4 best rentals with a pool

Littlesea Holiday Park - Holiday Accommodation 8450 - Weymouth
Weymouth
08/14 – 08/16
HK$2321/nighttotal: HK$4642 (2 )

Littlesea Holiday Park - Holiday Accommodation 8450

3 5
cottage, Weymouth
Cottage listing for up to 6 people. You will stay in Weymouth.
Services and facilities: a kitchen, a swimming pool and a garden. Pets are welcome in this accommodation.
Littlesea Holiday Park, Weymouth Premium Location - Weymouth
10 3 reviews
Weymouth
08/14 – 08/16
HK$3024/nighttotal: HK$6048 (2 )

Littlesea Holiday Park, Weymouth Premium Location

1 5
resort, Dorset
This Littlesea Holiday Park, Weymouth Premium Location campervan sits in a quiet cul-de-sac within a 5-star park in Dorset, a short 5-minute walk (approximately 0.4km) from the main complex with pools and amenities.
The two-bedroom, two-bathroom mobile home sleeps six guests and boasts a full wrap-around deck, adjacent children's play areas, and free WiFi access in the main complex.
Caravan In Weymouth Bay Holiday Park - Weymouth
10 3 reviews
Weymouth
07/10 – 07/17
HK$1167/nighttotal: HK$8169 (7 )

Caravan In Weymouth Bay Holiday Park

1 2
apartment, Dorset
This static caravan is located in a holiday park near Weymouth town centre, within 500 meters of the local beach and on a direct bus route to the town.
Offering accommodation for up to 8 guests, this 3-bedroom static caravan features a kitchen, swimming pool, parking, and is conveniently situated for family entertainment and beach access.
3 Bedroom Holiday Home In Haven Holiday Park - Weymouth
9.8 24 reviews
Weymouth
08/01 – 08/08
HK$2868/nighttotal: HK$20076 (7 )

3 Bedroom Holiday Home In Haven Holiday Park

3 4
house, Dorset
This three-bedroom, three-bathroom caravan is located on the prestigious "Wets" site at Haven, just a short drive from Weymouth seafront in Dorset.
The caravan, which sleeps up to six guests, boasts a range of amenities including a swimming pool, fitness centre, and a garden, making it ideal for families or groups looking for a relaxing holiday in Dorset.

Frequently asked questions about holiday rentals in Weymouth

  • What should a first-time visitor not miss in Weymouth?

    You absolutely have to visit the iconic Weymouth Harbour, with its bustling atmosphere and charming boats. Take a stroll along the Esplanade, enjoying the sea views and the historic architecture. And don't forget to catch a glimpse of the Jurassic Coast, a UNESCO World Heritage Site, just a short drive away.
  • What are the best Airbnb and vacation rentals in Weymouth?

    Splendid Quiet Ground Floor Apartment Near The Sea, Beach-view Apartment With Kitchen and Apartment With Panoramic Sea Views are the most popular Airbnb and vacation rentals in Weymouth among travelers.

  • Which neighborhood in Weymouth should you consider for a vacation rental?

    For a lively atmosphere and easy access to the beach, the area around the harbour is ideal. If you prefer a quieter stay, the neighbourhood of Melcombe Regis offers a more relaxed vibe with beautiful views of the bay.
  • What are the most popular Airbnbs in Weymouth?

  • What are the top family-friendly attractions in Weymouth?

    The Weymouth Sea Life Adventure Park is a hit with kids of all ages, offering a chance to see fascinating marine creatures. For outdoor fun, the Lodmoor Country Park is perfect for a picnic or a stroll, with its nature trails and play areas.
  • What are the best vacation rentals with a pool in Weymouth?

  • When is the best time to book a vacation rental in Weymouth?

    The peak season in Weymouth is during the summer months, so booking well in advance is recommended, especially if you're looking for a specific property. May and September offer pleasant weather and fewer crowds, making them ideal for a less hectic getaway.
  • What are the best rentals for families and kids in Weymouth?

  • What events or festivals should visitors check out in and around Weymouth?

    The Weymouth Carnival, held annually in August, is a lively celebration with parades, music, and fireworks. The Weymouth Folk Festival, also in August, features traditional music, dance, and crafts.
  • What are the best rentals or Airbnbs with a jacuzzi in Weymouth?

  • What are the best budget-friendly activities in Weymouth?

    Enjoy a free walk along the scenic Weymouth Beach, soaking up the sun and sea air. Take a picnic to the Greenhill Gardens, offering stunning views of the bay. Explore the historic Nothe Fort, free to enter, and learn about its fascinating past.
  • What are the best restaurants with local dishes in Weymouth?

    For fresh seafood, The Harbour Inn offers classic dishes with a modern twist. The George Inn, a traditional pub, serves hearty meals and local ales. The Bay Cafe is a great option for a casual lunch with fantastic views of the harbour.
  • What are the best walking or cycling routes in Weymouth?

    The South West Coast Path offers stunning coastal views, with sections passing through Weymouth. The scenic route along the Esplanade is perfect for a leisurely stroll. For a more challenging ride, the Jurassic Coast Cycle Trail takes you through stunning landscapes.
  • Are there pet-friendly attractions in Weymouth?

    Many of Weymouth's beaches are dog-friendly, especially during the off-season. The Lodmoor Country Park welcomes dogs on leads, and the Greenhill Gardens have designated dog-walking areas.
  • What are the benefits of choosing a vacation rental in Weymouth?

    Vacation rentals offer more space and privacy compared to hotels. You can enjoy home comforts like a fully equipped kitchen and laundry facilities. Many rentals also have access to gardens or patios, providing a more relaxed and independent experience.
  • What are the top sports attractions and facilities in Weymouth?

    Weymouth is a popular destination for water sports, with the Weymouth and Portland National Sailing Academy hosting international events. The town also has a range of sports facilities, including the Weymouth Rugby Club and the Weymouth Tennis Club.

Destinations nearby

Best Weymouth holiday rentals with a balcony

Harbour Reach - Weymouth
8.6 24 reviews
Weymouth
10/01 – 10/04
HK$2283/nighttotal: HK$6849 (3 )

Harbour Reach

3 5
house, Weymouth
Harbour Reach is a short walk from Weymouth Harbour and Weymouth Beach, making it ideal for exploring the town's attractions. This property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 3-bedroom house, spanning 130 square metres, comfortably sleeps up to 5 guests. Amenities include a fully equipped kitchen, a washing machine, free Wi-Fi, a terrace, a garden, and parking, allowing for a relaxing and convenient stay.
Little Tern - Weymouth
Weymouth
10/16 – 10/18
HK$3326/nighttotal: HK$6652 (2 )

Little Tern

1 2
cottage, Weymouth
This pet-friendly Weymouth holiday cottage is situated less than 2km from Weymouth Bay and Weymouth Beach, and a 5-minute walk from Tudor House and the Weymouth D-Day Museum.
The self-catering property boasts a fully equipped kitchen with a dishwasher, a private garden, free parking, and shower facilities, making it ideal for exploring Weymouth's attractions.
Dream View Holiday Home - Weymouth
Weymouth
08/08 – 08/15
HK$3403/nighttotal: HK$23821 (7 )

Dream View Holiday Home

3 2
house, Castletown
This Castletown holiday bungalow is located 8.4 kilometres from Weymouth Harbour, offering a 10-minute walk to Portland Beach and a 0.8 kilometre stroll to Portland Castle.
This family-friendly property accommodates up to 10 guests with 3 bedrooms and 1 bathroom, featuring a garden, terrace, pool table, free private parking, complimentary WiFi, and both indoor and outdoor play areas.
The Old Chapel - Exclusive Retreat - Weymouth
9.0 4 reviews
Weymouth
08/28 – 09/02
HK$3806/nighttotal: HK$19030 (5 )

The Old Chapel - Exclusive Retreat

3 2
apartment, Weymouth
This Weymouth holiday home is located approximately 1.6km from the Dorset Area of Outstanding Natural Beauty, and within 4.8km of Lodmoor Country Park and Pirate Adventure Mini Golf.
This three-bedroom property boasts 125 square metres of space, sleeping up to six guests and featuring a fully equipped kitchen with fridge, microwave, and dishwasher, plus a private balcony, garden, parking, and free Wi-Fi.

Best Weymouth holiday rentals with parking

Brewers Retreat - Weymouth
Weymouth
08/21 – 08/24
HK$1985/nighttotal: HK$5955 (3 )

Brewers Retreat

1 2
cottage, Weymouth
This Weymouth self-catering cottage is situated less than 2km from Weymouth Bay and Weymouth Beach, and a 10-minute walk from the Dorset and East Devon Coast and the Weymouth D-Day Museum.
The property offers free Wi-Fi, free parking, a kitchen, and a television; further details on layout and capacity are not provided.
Corner Post Holiday Letting. Accessibility Friendly,one Bedroom, Self Contained. - Weymouth
Weymouth
07/03 – 07/05
HK$3027/nighttotal: HK$6054 (2 )

Corner Post Holiday Letting. Accessibility Friendly,one Bedroom, Self Contained.

1 2
apartment, Weymouth
This Weymouth apartment is less than 1.6km from Weymouth Harbour and Weymouth Beach, with Weymouth Bay and the Leighton House Art Gallery within a 15-minute walk.
The self-catering flat offers one bedroom, one bathroom, sleeping up to two guests, and includes a kitchen with fridge and dishwasher, free WiFi, a Smart TV, and on-site barbecue facilities.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Weymouth
Weymouth
08/03 – 08/06
HK$2993/nighttotal: HK$8979 (3 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage, Osmington
Rose Cottage, a detached house in Osmington, Dorset, is located within the Dorset National Landscape, 10 kilometers from Weymouth and 18 kilometers from Lulworth Cove, with easy access to the Jurassic Coast.
This family-friendly holiday home accommodates six guests in three bedrooms, features a large garden with outdoor furniture, a well-equipped kitchen including a microwave and dishwasher, and offers Wi-Fi and parking.
Blue Horizon Holiday Cottage - 4 Minute Walk To The Beach - Weymouth
9.2 178 reviews
Weymouth
09/06 – 09/11
HK$1765/nighttotal: HK$8825 (5 )

Blue Horizon Holiday Cottage - 4 Minute Walk To The Beach

2 2
house, Weymouth
Blue Horizon Holiday Cottage is a family-friendly house in Weymouth, a four-minute walk from the beach and 2.3 kilometres from Weymouth Beach, offering easy access to attractions such as Portland Castle (8.5 km) and Monkey World (24 km).
This 80 square metre self-catering property sleeps up to four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, a terrace, garden, parking, and free Wi-Fi.
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