Holiday Rentals in Weymouth

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Weymouth holiday rentals
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1686 Holiday Rentals and Airbnb in Weymouth

Best family friendly Weymouth holiday rentals

Among the 1686 accommodations in Weymouth, here are the 4 best family friendly rentals

Wren Cottage - Weymouth
9.5 41 reviews

Wren Cottage

house, Weymouth
Wren Cottage is located in Weymouth, just 1.3km from Portland Beach and 2.3km from Sandsfoot Castle, offering easy access to the town's attractions and the beautiful coastline. The property has received very good user, location and cleanliness ratings, making it a great choice for travellers seeking a comfortable and convenient stay.
The cottage has 2 bedrooms and 1 bathroom, covering 105 square metres and comfortably accommodating up to 4 guests. It features a fully equipped kitchen, a relaxing garden, free Wi-Fi, and parking, making it ideal for families or groups looking to explore the area.
Beach View House - Weymouth
9.8 10 reviews

Beach View House

apartment, Weymouth
Beach View House, a three-bedroom apartment in Weymouth, is a six-minute walk from Chesil Beach and 1.6km from Portland Beach, offering stunning sea views.
This 130 square metre self-catering property features a fully equipped kitchen, free Wi-Fi, private parking, and is ideal for families or groups, with nearby attractions including Monkey World (29km), Golden Cap (35km), Corfe Castle (42km), and Portland Castle (3.7km).
Fisherman's Cottage - Weymouth
9.3 3 reviews

Fisherman's Cottage

apartment
Fisherman's Cottage is a two-bedroom apartment situated in Weymouth, Dorset, 100 meters from a shop and pub, and 600 meters from the beach and river.
This family-friendly holiday let accommodates four guests and offers an open-plan living area with a well-equipped kitchen, a ground-floor bathroom with bath and shower, and an enclosed rear courtyard, with WiFi included.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Weymouth
9.0 9 reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
Admiral's Quarter Apartment 5, a ground-floor apartment in Weymouth's Admiral's Quarter, offers easy access to Weymouth beach and the Dorset Area of Outstanding Natural Beauty, being a short walk from Newton's Cove and Hope Square.
This 105 square metre self-catering apartment sleeps four, featuring an open-plan living space, a fully equipped kitchen with fridge, microwave, and dishwasher, off-road parking, and excellent user ratings.

Best Weymouth holiday rentals with a pool

Among the 1686 accommodations in Weymouth, here are the 4 best rentals with a pool

Cottage ∙ 6 Bedrooms ∙ 15 Guests - Weymouth
No reviews

Cottage ∙ 6 Bedrooms ∙ 15 Guests

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.
3 Bedroom Holiday Home In Haven Holiday Park - Weymouth
9.8 25 reviews

3 Bedroom Holiday Home In Haven Holiday Park

house
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.
Kittys Littlesea Holidays - Weymouth
9.9 18 reviews

Kittys Littlesea Holidays

resort
Kitty’s Littlesea Holidays offers a two-bedroom caravan in Dorset, a short walk from the Haven Little Sea complex with sea views.
This Haven Little Sea caravan sleeps four, features a fully equipped kitchen, open-plan living area, and one shower room plus an additional toilet and shower; on-site amenities include indoor and outdoor pools and evening entertainment.
Location Location Beautiful Modern Frontline Caravan Haven Littlesea Weymouth - Weymouth
8.1 21 reviews

Location Location Beautiful Modern Frontline Caravan Haven Littlesea Weymouth

glamping, Weymouth
This modern caravan is located on the beachfront at Haven Littlesea in Weymouth, just 27 kilometres from Monkey World and 34 kilometres from Golden Cap. It has received excellent user ratings for cleanliness and a very good rating for location.
The caravan has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It includes a private terrace, a kitchenette, and access to on-site amenities like a restaurant, bar, swimming pool, tennis court, and parking.

Frequently asked questions about holiday rentals in Weymouth

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

    The Sea Life Adventure Park is a favourite for kids of all ages, and the Weymouth Beach itself is perfect for building sandcastles and splashing in the sea. Don't forget the Sandworld for some amazing sand sculptures.
  • What are the best Airbnb and holiday rentals in Weymouth?

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

    The peak season in Weymouth runs from June to August, so if you're looking for a bargain, it's best to book outside of these months. You can often find good deals in the shoulder seasons, especially in May and September.
  • What are the most popular Airbnbs in Weymouth?

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

    The Weymouth Carnival in August is a must-see, with its colourful floats and lively atmosphere. The Weymouth Folk Festival in May also attracts a lot of visitors, with live music and traditional crafts.
  • What are the best holiday rentals with a pool in Weymouth?

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

    A walk along the Esplanade is a great way to enjoy the sea air and take in the views. The Weymouth Museum is also a good option for a budget-friendly day out, with its collection of local history and art.
  • What are the best rentals for families and kids in Weymouth?

  • What are the best restaurants with local dishes in Weymouth?

    The The Harbour Inn is a popular spot for fresh seafood, and the The Ship Inn is known for its traditional pub grub. If you're looking for something a bit more upmarket, the The Pier offers stunning views and delicious food.
  • What are the best rentals or Airbnbs with a jacuzzi in Weymouth?

  • What are the best walking or cycling routes in Weymouth?

    The South West Coast Path runs through Weymouth, offering stunning coastal views. For a shorter walk, try the Nothe Fort circular route, which takes you past the fort and the harbour. For cycling, the Jurassic Coast Cycle Trail is a great option, with its scenic views and varied terrain.
  • Are there pet-friendly attractions in Weymouth?

    The Weymouth Beach is dog-friendly all year round, and there are plenty of pubs and restaurants that welcome dogs. The Nothe Fort also allows dogs on leads.
  • What are the benefits of choosing a vacation rental in Weymouth?

    Vacation rentals offer more space and privacy than a hotel, and you often have access to a kitchen and laundry facilities. They can also be a more affordable option, especially for families or groups.

Popular destinations

Best Weymouth holiday rentals with a balcony

Host & Stay | Clearmount Cottage - Weymouth
9.8 6 reviews

Host & Stay | Clearmount Cottage

apartment, Weymouth
This pet-friendly Weymouth holiday home is located a 1-minute walk from Weymouth Bay and a 14-minute walk from Weymouth Harbour, offering easy access to the beach and town centre.
The 90 square metre property sleeps six guests across three bedrooms and two bathrooms, and includes a fully equipped kitchen, garden, patio, Wi-Fi, parking, and is close to attractions such as Pirate Adventure Mini Golf and SEA LIFE Centre Weymouth.
Admiralty House - Weymouth
8.5 53 reviews

Admiralty House

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.
Harbourside Haven Penthouse 1 - Weymouth
8.9 36 reviews

Harbourside Haven Penthouse 1

apartment, Weymouth
Harbourside Haven Penthouse 1 offers a luxurious two-bedroom apartment in Weymouth, a 1.4km walk from Weymouth Beach and 1.1km from Weymouth Harbour.
This 105 square metre penthouse boasts two bathrooms, a terrace, garden, free parking, and barbecue facilities, ideal for families seeking self-catering accommodation with stunning sea views.
Mariner's Rest - Weymouth
9.2 39 reviews

Mariner's Rest

house, Weymouth
Mariner's Rest, a pet-friendly house in Weymouth, is located 2.3km from Weymouth Beach and offers easy access to attractions such as Monkey World (24km), Corfe Castle (37km), and Portland Castle (9.5km).
This 105 square metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with appliances including a fridge, freezer and microwave, free Wi-Fi, private parking, and a garden with terrace.

Best Weymouth holiday rentals with parking

Cottage ∙ 2 Bedrooms ∙ 4 Guests - Weymouth
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage, Fortuneswell
This holiday cottage in Fortuneswell is situated less than 300 meters from the beach and Chesil Cove, offering a superb position near the West Dorset Heritage Coast and convenient access to Portland Bill, Weymouth, and Dorchester.
This dog-friendly holiday home accommodates up to four guests across two bedrooms, featuring a kitchen with a fridge and microwave oven, a woodburning stove, and an enclosed courtyard and garden, with off-road parking available.
The Nook - Weymouth
9.0 3 reviews

The Nook

house, Weymouth
The Nook in Weymouth offers a self-catering house, a 12-minute walk from Weymouth Beach and 1.3km from Weymouth Harbour, providing easy access to Dorset's attractions including Portland Castle (6.9km away).
This 105 square metre property sleeps seven guests in two bedrooms and one bathroom, boasting a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a peaceful garden; nearby activities include golfing, cycling, and fishing.
Chinwin Cottage - Weymouth
9.5 73 reviews

Chinwin Cottage

house, Weymouth
Chinwin Cottage is located in Weymouth, Dorset, a short distance from Weymouth Central Beach and a drive from Monkey World. The cottage has received excellent ratings for cleanliness, user experience and location.
This charming holiday home offers 68 square metres of space, comfortably accommodating up to four guests. Chinwin Cottage provides a well-equipped kitchen, a private beach, a patio, a garden, a sun terrace, and a tennis court, along with free Wi-Fi and nearby opportunities for snorkeling and cycling.
Anchor House - Weymouth
No reviews

Anchor House

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.
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