Holiday Rentals in Weymouth

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Weymouth holiday rentals
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Best Holiday rentals and Airbnb offers in Weymouth

Best family friendly Weymouth holiday rentals

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

A Peaceful Retreat To Rest, Recharge And Explore. - Weymouth
9.7 187 reviews
Weymouth
17/08 – 22/08
£190/nightTotal: £950 (5 )

A Peaceful Retreat To Rest, Recharge And Explore.

1 4
apartment , Sutton Poyntz
This charming cottage is located just a short drive from the bustling town of Weymouth and its beautiful beaches, tucked away in a peaceful setting in Sutton Poyntz. It has received excellent ratings for its location, cleanliness and overall experience.
The property offers two bedrooms and can accommodate up to four guests. It features a private garden, a well-equipped kitchen, a cosy living area with a log burner and a charming spiral staircase.
Shepherd Oak - Weymouth
8.3 3 reviews
Weymouth
10/07 – 12/07
£563/nightTotal: £1126 (2 )

Shepherd Oak

2 2
house , Broadwey
Shepherd Oak is a 5-star holiday home located in Broadwey, just 38 kilometres from Corfe Castle, 47 kilometres from Poole Harbour, and 35 kilometres from Golden Cap, offering a peaceful retreat from the hustle and bustle of city life. The property has received very good ratings from previous guests.
This two-bedroom holiday home spans 105 square metres and offers a fully equipped kitchen with a dishwasher and oven, a relaxing garden, and free Wi-Fi. Guests can enjoy a peaceful location, a dog-friendly environment, and a convenient location close to popular tourist attractions.
Cosy Studio Steps From Beach - Weymouth
8.9 71 reviews
Weymouth
04/09 – 06/09
£195/nightTotal: £390 (2 )

Cosy Studio Steps From Beach

1 2
studio , Weymouth
Sea-Glimpse Studio is a seafront apartment in Weymouth, Dorset, offering stunning sea views and located within 8.4km of Portland Castle and 11.6km of Portland Museum.
This 37 square metre self-catering studio apartment sleeps up to six guests and features a fully equipped kitchen with a fridge, free Wi-Fi, and a private check-in/check-out; laundry services are available.
Pedaller's Cottage - Weymouth
9.9 36 reviews
Weymouth
18/09 – 19/09
£894/nightfor 1 night

Pedaller's Cottage

3 4
house , Weymouth
Pedaller's Cottage, a three-bedroom house in Weymouth, is a 13-minute walk from Weymouth Harbour and Weymouth Beach, and 7.2 kilometres from Portland Castle.
This 130 square metre property offers self-catering facilities including a dishwasher and fridge, a private garden, free Wi-Fi, and parking, sleeping up to six guests comfortably.

Discover Self-Catering Rentals with a Pool in Weymouth

Our holiday rentals near the water in Weymouth include a pool, so a relaxing swim is always on the cards.

39 Greenlands, Littlesea Holiday Park - Weymouth
10 1 review
Weymouth
21/08 – 24/08
£249/nightTotal: £747 (3 )

39 Greenlands, Littlesea Holiday Park

1 2
house , Weymouth
This holiday home in Wyke Regis is located 4.16 kilometres from Weymouth Harbour and is a 10-minute walk from Chesil Beach.
This 105 square metre property offers accommodation for up to 11 guests with 2 bedrooms and 1 bathroom, featuring a garden and WiFi.
Lodge ∙ 1 Bedroom ∙ 2 Guests - Weymouth
9.9 10 reviews
Weymouth
17/08 – 21/08
£318/nightTotal: £1272 (4 )

Lodge ∙ 1 Bedroom ∙ 2 Guests

1 2
chalet , Osmington
This Osmington Mills cottage, a first-floor apartment near the Jurassic Coast (1.6km) and Osmington Mills beach (1.6km), offers easy access to a farm shop (0.8km) and a pub with sea views (1.6km), Weymouth being 8km away.
The 45 square metre self-catering property features a king-size bedroom with en-suite shower room, a well-equipped kitchen with fridge and dishwasher, a private hot tub in the enclosed garden, and parking for one car, sleeping two guests.
Reeva's Resort At Littlesea Holiday Park, Weymouth - Weymouth
8.2 16 reviews
Weymouth
20/07 – 24/07
£200/nightTotal: £800 (4 )

Reeva's Resort At Littlesea Holiday Park, Weymouth

3 2
apartment , Wyke Regis
This family-friendly apartment in Wyke Regis is situated 700 metres from Chesil Beach and 4.3 kilometres from Weymouth Harbour.
Offering accommodation for up to 15 guests, this property features 3 bedrooms, 2 bathrooms, a fully equipped kitchen, a private swimming pool, a garden, a restaurant, a bar, and room service, with outdoor play equipment and full-day security available.
Weymouth Bay Holiday Park - Holiday Accommodation 15002 - Weymouth
Weymouth
24/10 – 31/10
£131/nightTotal: £917 (7 )

Weymouth Bay Holiday Park - Holiday Accommodation 15002

3 2
cottage , Weymouth
Cottage for 6 guests. This accommodation is located in Weymouth.
Services and facilities include a kitchen, a dish washer and a swimming pool. This accommodation is very convenient for families.

Frequently asked questions about holiday rentals in Weymouth

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

    Weymouth's a charming seaside town, so a stroll along the golden sands of Weymouth Beach is a must. You'll also want to check out the iconic Jubilee Clock Tower, a landmark in the heart of the town.
  • What are the best Airbnb and holiday rentals in Weymouth?

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

    The area around the harbour is a popular choice, with plenty of restaurants and pubs. For a quieter stay, consider the Melcombe Regis area, which has a more residential feel.
  • What are the most popular Airbnbs in Weymouth?

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

    The Sea Life Adventure Park is a big hit with families, and the nearby Nothe Fort is a fun place to explore with kids. There's also the Weymouth Pavilion, which hosts a variety of family-friendly events.
  • What are the best holiday rentals with a pool in Weymouth?

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

    The summer months are the busiest time, so booking in advance is essential. If you're looking for a quieter holiday, consider visiting during the shoulder season, from April to June or September to October.
  • 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 is a highlight of the summer, with parades, music, and fireworks. The Weymouth Food Festival is another popular event, showcasing local produce and cuisine.
  • What are the best rentals or Airbnbs with a jacuzzi in Weymouth?

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

    A walk along the Esplanade is a great way to enjoy the sea views without spending a penny. You can also visit the free Weymouth Museum, which tells the story of the town's history.
  • What are the best restaurants with local dishes in Weymouth?

    The Harbour Inn is a favourite for fresh seafood, while the Ship Inn serves traditional pub grub. For a more modern take on local cuisine, try the Larder, which uses seasonal ingredients.
  • What are the best walking or cycling routes in Weymouth?

    The South West Coast Path offers stunning coastal views, and the Jurassic Coast is a must for fossil hunters. For a shorter walk, try the scenic route around the Nothe Fort.
  • Are there pet-friendly attractions in Weymouth?

    Many of the beaches are dog-friendly, and there are plenty of pubs and restaurants that welcome four-legged friends. The Weymouth Harbour is a great place for a walk with your dog, and there are even dog-friendly cafes.
  • What are the benefits of choosing a vacation rental in Weymouth?

    Vacation rentals offer more space and privacy than hotels, often with kitchen facilities for self-catering. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Weymouth?

    Weymouth is known for its sailing, and the Weymouth and Portland National Sailing Academy is a world-class facility. There are also plenty of opportunities for watersports, including kayaking, windsurfing, and paddleboarding.

Destinations nearby

Best Weymouth holiday rentals with a balcony

Eleven Upway Street - Weymouth
Weymouth
13/07 – 16/07
£215/nightTotal: £645 (3 )

Eleven Upway Street

1 2
house , Weymouth
House. You will be in Weymouth.
Facilities and services: a washing machine, a kitchen and free parking. This house in Weymouth also has a terrace!
The Pumphouse With Hot Tub - Weymouth
9.8 9 reviews
Weymouth
14/08 – 20/08
£190/nightTotal: £1140 (6 )

The Pumphouse With Hot Tub

1 2
chalet , Weymouth
This Weymouth chalet is located 10 kilometres from Weymouth Harbour, 24 kilometres from Monkey World, and 29 kilometres from Golden Cap.
This 24 square metre lodge accommodates two guests, offering a private terrace, a hot tub, a kitchenette, and complimentary private parking.
Blue Horizon Holiday Cottage - 4 Minute Walk To The Beach - Weymouth
9.2 178 reviews
Weymouth
10/07 – 17/07
£184/nightTotal: £1288 (7 )

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.
Weymouth Beach Retreat Cottage - 2 Clifton Place - Weymouth
9.0 5 reviews
Weymouth
17/08 – 21/08
£131/nightTotal: £524 (4 )

Weymouth Beach Retreat Cottage - 2 Clifton Place

1 2
house , Melcombe Regis
This one-bedroom cottage in Melcombe Regis is a 3-minute walk from Weymouth Beach and 2.4 kilometres from Weymouth Harbour.
This property offers a private terrace, a garden, and complimentary WiFi, with cycling opportunities nearby.

Neighborhoods and points of interest in Weymouth

Top-Rated Self-Catering Holiday Rentals with Free Parking in Weymouth

Park up and enjoy the coast and local beaches because these holiday rentals in Weymouth come with a free car park on-site.

Admiralty House - Weymouth
8.5 52 reviews
Weymouth
28/08 – 31/08
£1233/nightTotal: £3699 (3 )

Admiralty House

7 5
house , Weymouth
Admiralty House is located in Weymouth, just half a mile from the train station and a 5-minute walk from Weymouth Harbour, making it ideal for exploring the town's attractions. The property has received very good user ratings, an excellent location rating, and a good cleanliness rating.
The house is spacious, with 7 bedrooms and 279 square metres of floor area. It offers a fully equipped kitchen, a terrace with barbecue facilities, free parking, and free Wi-Fi, making it perfect for large families or groups looking for a comfortable and convenient stay.
Longshore Drift - Weymouth
9.9 12 reviews
Weymouth
16/10 – 19/10
£280/nightTotal: £840 (3 )

Longshore Drift

4 8
house , Weymouth
Longshore Drift, a four-bedroom house in Chickerell, is a 14-minute walk from Chesil Beach and 4.2km from Weymouth Harbour.
This spacious property boasts 180 square metres of living space, sleeping up to 14 guests, and features a fully equipped kitchen, four bathrooms, private parking, Wi-Fi, and a terrace with sea views.
Smugglers Cottage - Weymouth
9.6 32 reviews
Weymouth
19/08 – 20/08
£1678/nightfor 1 night

Smugglers Cottage

2 2
house , Weymouth
Smugglers Cottage is located in Weymouth, just a short walk from the harbour and beach, making it ideal for exploring the town and its attractions. The cottage has received excellent ratings for its cleanliness, location, and overall experience.
The two-bedroom cottage offers 105 square metres of space, comfortably accommodating up to four guests. The property boasts a fully equipped kitchen, a private garden, and free Wi-Fi, ensuring a comfortable and convenient stay.
The Apple Loft At Jordan House - Weymouth
Weymouth
17/08 – 21/08
£149/nightTotal: £596 (4 )

The Apple Loft At Jordan House

1 2
cottage , Weymouth
This golf lodge in Overcombe, Weymouth, is situated less than 2 kilometres from Lodmoor Country Park, Weymouth Bay, Overcombe Beach, the Dorset and East Devon Coast, and Fantasy Island Fun Park.
The smoke-free holiday home offers free WiFi, a fully equipped kitchen with a fridge and dishwasher, a washing machine, and free self-parking.
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