Holiday Rentals in Weymouth

1686 available vacation rental offers

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Weymouth holiday rentals
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Best Holiday rentals and Airbnb offers in Weymouth

Search Coastal Holiday Rentals near Weymouth

Enjoy Dorset seaside views from these coastal holiday rentals located just moments from Weymouth’s sandy beach and Georgian esplanade.

Eleven Upway Street - Weymouth
9.8 99 reviews

Eleven Upway Street

apartment, Weymouth
Eleven Upway Street is a charming holiday home located just a 3-minute walk from Weymouth beach and close to the railway station, making it ideal for exploring the town and surrounding areas. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom house offers a comfortable and well-equipped space for families. Guests can enjoy a fully equipped kitchen, a relaxing bathroom with a large bath, and a patio area with a washing machine and an additional toilet. You'll also find a range of entertainment options, including a smart TV, DVD player, Netflix, and an Xbox One, as well as modern amenities like a Nespresso coffee machine.
Admiral's Quarter Apartment 5 - Weymouth
8.6 8 reviews

Admiral's Quarter Apartment 5

house, Weymouth
Admiral's Quarter Apartment 5, located in Weymouth's Admiral's Quarter, is a 10-minute walk from Weymouth Beach and 0.8km from Weymouth Harbour, offering easy access to Portland Castle (7.4km) and other attractions.
This two-bedroom apartment, boasting 105 square metres of floor space, comfortably sleeps seven guests and includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a washing machine; nearby activities include golfing, cycling and fishing.
Pet Friendly Holiday Home Located At Littlesea Holiday Park, In Weymouth, Dorset - Weymouth
8.7 12 reviews

Pet Friendly Holiday Home Located At Littlesea Holiday Park, In Weymouth, Dorset

house, Wyke Regis
This pet-friendly holiday home is located in Wyke Regis, a 9-minute walk from Chesil Beach, 4.3 kilometres from Portland Castle, and 4.3 kilometres from Weymouth Harbour.
This 45 square meter holiday home offers accommodation for up to 11 guests with 3 bedrooms and 1 bathroom, featuring a fully equipped kitchen, a swimming pool, a terrace with sea views, and an on-site family-friendly restaurant.
Harbour Vista - Weymouth
9.0 2 reviews

Harbour Vista

house, Weymouth
Harbour Vista is a two-bedroom house in Weymouth, a 9-minute walk from Weymouth Beach and 1km from Weymouth Harbour, with Portland Castle (7.2km) and Portland Museum (10.5km) easily accessible.
This self-catering property sleeps seven, features a fully equipped kitchen with dishwasher, free Wi-Fi, free private parking, and a washing machine; enjoy sea views and proximity to local attractions.

Best family friendly Weymouth holiday rentals

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

Wessex View - Weymouth
8.2 35 reviews

Wessex View

apartment, Weymouth
Wessex View apartment in Weymouth is situated 1.8km from Weymouth Beach, offering easy access to the seaside and within a short driving distance of Portland Castle (8.4km) and Portland Museum (11.6km).
This 105 square metre self-catering flat sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and sea views.
1st Floor Apartment Near Beach - Weymouth
9.9 32 reviews

1st Floor Apartment Near Beach

apartment
This first-floor apartment in a Victorian townhouse is located a short distance from Dorset's beach, harbour, and town centre.
The self-catering flat offers one bedroom with a double bed, a further sofa bed in the open-plan living area accommodating up to four guests, a fully equipped kitchen, a modern bathroom, and free Wi-Fi; a travel cot is available.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Weymouth
No reviews

Cottage ∙ 2 Bedrooms ∙ 4 Guests

cottage
Beachcomb, a third-floor apartment in central Weymouth, Dorset, offers convenient permit parking and is within easy walking distance of Weymouth Harbour, the SEA LIFE Centre, and Nothe Fort.
This family-friendly apartment sleeps four in two double bedrooms, features a fully equipped kitchen with a fridge and microwave, a contemporary shower room, and a sitting room with a TV; nearby attractions include Sandsfoot Castle and Borough Gardens.
Fountain Cottage - Weymouth
9.6 45 reviews

Fountain Cottage

house, Weymouth
Fountain Cottage is a charming house located in Weymouth, just a short drive from Portland Museum and Rufus Castle, and within easy reach of the town's beautiful beaches. It has consistently received very good ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
This comfortable home offers one bedroom and one bathroom, accommodating up to two guests, and boasts a spacious 90 square metres of living space. Enjoy the convenience of a fully equipped kitchen, a peaceful garden, a cosy fireplace, free Wi-Fi, and private parking, ensuring a relaxing and enjoyable stay.

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.

Popular destinations

Discover Self-Catering Rentals with a Pool in Weymouth

Enjoy a refreshing swim whenever you like by selecting one of these seaside Weymouth holiday rentals featuring indoor or outdoor pools.

Large Coastal Cottage,with Private Indoor Pool, Hut Tub On The Jurassic Coast - Weymouth
9.1 15 reviews

Large Coastal Cottage,with Private Indoor Pool, Hut Tub On The Jurassic Coast

house, Weymouth
This large coastal cottage is located in Weymouth, a short distance from the town centre and within easy reach of Monkey World (17.7 km) and Corfe Castle (30.6 km). The house has received excellent ratings for location, cleanliness and user experience.
This 5-bedroom holiday home comfortably accommodates up to 10 guests. Enjoy the luxurious amenities, including a private indoor pool, hot tub, sauna, and steam pod, as well as a spacious garden and free private parking.
Susie's Caravan Dorset - Weymouth
9.9 55 reviews

Susie's Caravan Dorset

apartment
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).
Holiday Home - Weymouth
No reviews

Holiday Home

apartment, Weymouth
This Weymouth flat is located 51 kilometres from Bournemouth Airport and offers private on-site parking.
This pet-friendly accommodation features one bedroom, one bathroom, a fully equipped kitchen, and can accommodate up to eleven guests.
Cosy Chesil Beach Getaway - Weymouth *No Fees!* - Weymouth
9.9 293 reviews

Cosy Chesil Beach Getaway - Weymouth *No Fees!*

apartment
This bungalow is located on Chesil Beach Holiday Park, just a short drive from Weymouth and the Jurassic Coast, offering stunning views of Chesil Beach and the Isle of Portland. The accommodation has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom bungalow can comfortably sleep up to six guests. It features a fully equipped kitchen, a swimming pool, a fitness centre, and a garden, making it perfect for families and groups looking for a relaxing and enjoyable holiday.

Neighborhoods and points of interest in Weymouth

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

Explore the iconic Jurassic Coast and nearby Nothe Fort with total ease by choosing one of these holiday rentals offering free on-site parking.

Harbourside - Weymouth
8.5 6 reviews

Harbourside

house, Weymouth
This Weymouth dwelling, Harbourside, is situated a 7-minute walk from Weymouth Beach and 0.8 kilometers from Weymouth Harbour, with Portland Castle located 7.2 kilometers away.
Offering 105 square meters of space, this property accommodates up to 7 guests across 2 bedrooms, featuring a kitchen with a fridge and microwave, a garden, parking, and a washing machine, with local activities including golf, cycling, and fishing readily available.
Driftmark, Pet Friendly, Country Holiday Cottage In Weymouth - Weymouth
No reviews

Driftmark, Pet Friendly, Country Holiday Cottage In Weymouth

cottage, Weymouth
DRIFTMARK is a pet-friendly country holiday cottage situated in the Rodwell district of Weymouth, providing convenient access to Weymouth Beach and Durdle Door.
This 130 square meter holiday cottage accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, Wi-Fi, and a garden, with opportunities for fishing and cycling nearby.
Bracken Cottage, Romantic, With A Garden In Osmington - Weymouth
No reviews

Bracken Cottage, Romantic, With A Garden In Osmington

cottage, Weymouth
This Weymouth cottage is situated a short 1.6km drive from Weymouth Bay and the Jurassic Coast, offering easy access to the town's attractions.
The 90 square metre property comprises one bedroom, one bathroom, a fully equipped kitchen with fridge and oven, and on-site parking; nearby activities include Fantasy Island Fun Park and Pirate Adventure Mini Golf.
Garland - Weymouth
9.0 7 reviews

Garland

house, Weymouth
Garland, a Weymouth holiday home, is situated approximately 6.4 km from Weymouth Harbour and within easy reach of Portland Castle (10.9 km), Portland Museum (14 km), and Rufus Castle (14.1 km).
This two-bedroom property boasts 105 square metres of floor space, sleeps seven guests, includes a fully equipped kitchen with dishwasher, free Wi-Fi, private parking, and a garden; enjoy nearby scenic walks and water activities at Weymouth Harbour.

Find the Best Luxury Holiday Rentals in Weymouth

Indulge in 5-star seaside living with these high-end holiday rentals featuring ocean views and boutique interiors near the historic Old Harbour.

Sanderlings - Holiday Home Close To Beach - Weymouth
9.0 2 reviews

Sanderlings - Holiday Home Close To Beach

house, Weymouth

Best Weymouth holiday rentals with a balcony

Blue Horizons With Uninterrupted Panoramic Sea Views 2 Mins Walk From Beach - Weymouth
10 54 reviews

Blue Horizons With Uninterrupted Panoramic Sea Views 2 Mins Walk From Beach

apartment, Weymouth
Wren Cottage - Weymouth
9.5 41 reviews

Wren Cottage

house, Weymouth
Cabin Sleeps 8 - Pools, Parking, Pets - Weymouth
No reviews

Cabin Sleeps 8 - Pools, Parking, Pets

cabin, Weymouth
Castle Cove View - Weymouth
No reviews

Castle Cove View

cottage, Weymouth

Compare Dog-Friendly Self-Catering Rentals in Weymouth

Explore the sweeping shores of Chesil Beach alongside your dog by booking one of these pet-friendly self-catering rentals with outdoor wash stations.

Weymouth Jungle Hideaway With Hot Tub - Weymouth
No reviews

Weymouth Jungle Hideaway With Hot Tub

apartment, Weymouth
The Watch House - Weymouth
9.0 1 review

The Watch House

house, Weymouth
Saddlers Cottage, Pet Friendly, Country Holiday Cottage In Weymouth - Weymouth
No reviews

Saddlers Cottage, Pet Friendly, Country Holiday Cottage In Weymouth

cottage, Weymouth
Reaver - Weymouth
9.2 47 reviews

Reaver

house, Weymouth

Our Favourite Self-Catering Rentals with a Hot Tub in Weymouth

Unwind after a day exploring Durdle Door and Lulworth Cove by soaking in a private outdoor hot tub at these stylish holiday rentals.

2 Bed In Weymouth Oc-75200 - Weymouth
No reviews

2 Bed In Weymouth Oc-75200

house, Weymouth
Detached Property, Beams, Hot Tub Large Garden - Weymouth
9.7 22 reviews

Detached Property, Beams, Hot Tub Large Garden

house, Broadwey
Luxury Coastal Bolthole · Hot Tub · Beach Access - Weymouth
9.9 15 reviews

Luxury Coastal Bolthole · Hot Tub · Beach Access

apartment
Anchor House, Pet Friendly, Luxury Holiday Cottage In Weymouth - Weymouth
8.0 1 review

Anchor House, Pet Friendly, Luxury Holiday Cottage In Weymouth

cottage, Weymouth

Guest-Favourite Holiday Rentals with a Spa in Weymouth

Treat yourself to coastal relaxation by booking one of these luxury Weymouth holiday rentals featuring private saunas, hot tubs, and spa facilities.

The Ferns - Weymouth
8.7 32 reviews

The Ferns

house, Weymouth
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