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

Mutiny House - Weymouth
8.4 31 reviews
Weymouth
27/06 – 04/07
SG$236/nighttotal: SG$1652 (7 )

Mutiny House

4 7
house , Weymouth
Mutiny House, a Weymouth holiday home, is a 9-minute walk from Weymouth Harbour and a 10-minute walk from Weymouth Beach, 7.4km from Portland Castle, 26km from Monkey World, and 38.6km from Corfe Castle.
This 145 square metre property offers four bedrooms, two bathrooms, free Wi-Fi, and a fully equipped kitchen with a dishwasher and fridge, sleeping up to a family or group.
Knapp Cottage - Weymouth
9.6 15 reviews
Weymouth
03/07 – 05/07
SG$1118/nighttotal: SG$2236 (2 )

Knapp Cottage

3 1
house , Weymouth
Knapp Cottage, a three-bedroom house in Weymouth, is situated 1.9km from Chesil Beach, offering easy access to coastal walks and Dorset's attractions such as Portland Castle (9.2km) and Portland Museum (12.2km).
This 130 square metre property sleeps five, features a fully equipped kitchen with dishwasher and microwave, a private garden, free Wi-Fi, and private parking.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Weymouth
8.7 3 reviews
Weymouth
01/08 – 07/08
SG$341/nighttotal: SG$2046 (6 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 3
cottage
Cove Street Cottage is located in Weymouth, Dorset, just a short walk from the beach, harbour and the town centre. The cottage is situated on a quiet street, offering a peaceful retreat from the bustling resort.
This charming two-bedroom property offers 105 square metres of living space and can comfortably accommodate up to four guests. The cottage is fully equipped with modern appliances, a private terrace, and a garden, making it perfect for families or groups of friends looking for a relaxing and enjoyable stay.
Bridgeview - Stunning Views Of Weymouth Harbour - Weymouth
9.7 130 reviews
Weymouth
17/08 – 20/08
SG$604/nighttotal: SG$1812 (3 )

Bridgeview - Stunning Views Of Weymouth Harbour

4 5
house , Dorset
This Grade II listed townhouse is situated in Weymouth Harbour, Dorset, a five-minute walk from Weymouth beach and offering stunning views of the harbour and the lifting bascule bridge.
The four-bedroom house sleeps six adults and one child under 12, features a fully equipped kitchen, a terrace, off-street parking (one permit provided), and welcomes well-behaved dogs; nearby attractions include Weymouth beach and the harbour.

Best Weymouth holiday rentals with a pool

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

Cabin Escape In Weymouth - Weymouth
Weymouth
31/07 – 07/08
SG$341/nighttotal: SG$2387 (7 )

Cabin Escape In Weymouth

2 5
cabin , Dorset
This detached lodge in Dorset offers uninterrupted water views from every room of its tranquil lakeside setting, situated a short walk from the Littlesea Camp bus stop and within 1.5 kilometers of pubs and restaurants.
This family-friendly, pet-welcoming lodge accommodates up to eight guests with three ensuite bedrooms, featuring a private indoor swimming pool, a coal fireplace, a well-equipped kitchen, and direct lake access for water activities.
Reeva's Retreat At Littlesea Holiday Park, Weymouth - Weymouth
8.8 86 reviews
Weymouth
18/09 – 19/09
SG$224/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.
Littlesea Holiday Park,weymouth 3 Bedroom Sleeps 8 - Weymouth
9.6 22 reviews
Weymouth
28/08 – 31/08
SG$439/nighttotal: SG$1317 (3 )

Littlesea Holiday Park,weymouth 3 Bedroom Sleeps 8

3 5
house , Dorset
This property is situated in Dorset, just a short drive from the Jurassic Coast World Heritage Site and the charming seaside town of Lyme Regis. It has received excellent ratings for location, cleanliness, and overall guest experience.
The house has three bedrooms, sleeping up to eight guests, and a separate toilet. It comes with a well-equipped kitchen, a spacious living area with a fireplace, a private garden, and parking.
Castan Caravan Holidays - Weymouth
10 1 review
Weymouth
11/07 – 23/07
SG$407/nighttotal: SG$4884 (12 )

Castan Caravan Holidays

3 6
resort , Dorset
Castan Caravan Holidays in Dorset offers a family-friendly, pet-friendly retreat situated in a quiet part of Haven Weymouth Bay, providing easy access to the UNESCO World Heritage Jurassic Coast, approximately 1.5 kilometers away.
This spacious 3-bedroom static caravan accommodates up to 8 guests, featuring a well-equipped kitchen with an air fryer and slow cooker, a 40-inch smart TV, gated decking, and beds made up on arrival, with access to Haven Weymouth Bay's swimming pool and entertainment requiring separate play passes.

Frequently asked questions about holiday rentals in Weymouth

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

    You've got to see the iconic Weymouth Harbour, with its colourful boats and bustling atmosphere. A walk along the sandy Weymouth Beach is a must, and you can't miss the historic Nothe Fort, offering stunning views of the coastline.
  • What are the best Airbnb and vacation rentals in Weymouth?

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

    The area around the harbour is a great choice, with plenty of restaurants, shops, and attractions within easy reach. The quieter, residential neighbourhood of Melcombe Regis offers a more peaceful escape.
  • What are the most popular Airbnbs in Weymouth?

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

    The Sea Life Adventure Park is a favourite, with its fascinating marine life displays. The Weymouth Beach is perfect for building sandcastles and splashing in the sea. For a bit of history, the Nothe Fort has plenty of fun activities for kids.
  • What are the best vacation rentals with a pool in Weymouth?

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

    July and August are the busiest months, so book well in advance. May and September are good alternatives, with pleasant weather and fewer crowds.
  • 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 in August is a big one, with a parade and fireworks. The Weymouth Folk Festival in May is a great chance to enjoy live music and traditional crafts.
  • 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 promenade is always free, and you can enjoy the views of the sea and the harbour. The RSPB reserve at Radipole Lake is a great spot for birdwatching and a picnic.
  • What are the best restaurants with local dishes in Weymouth?

    The Harbour Inn serves up fresh seafood, and the Ship Inn is a classic pub with a cosy atmosphere. For a more modern take on local cuisine, try the No. 35 restaurant.
  • What are the best walking or cycling routes in Weymouth?

    The South West Coast Path offers stunning coastal views. The Jurassic Coast Cycle Trail takes you past some of the region's most dramatic cliffs.
  • Are there pet-friendly attractions in Weymouth?

    The Weymouth Beach is dog-friendly all year round. The Nothe Fort welcomes well-behaved dogs on leads, and the RSPB reserve at Radipole Lake is a great spot for a dog walk.
  • What are the benefits of choosing a vacation rental in Weymouth?

    You'll have more space and privacy than a hotel, and you can cook your own meals, which can save money. Many rentals are located in quiet, residential areas, offering a more peaceful stay.
  • What are the top sports attractions and facilities in Weymouth?

    Weymouth is known for its sailing, with the Weymouth and Portland National Sailing Academy. The town also has a leisure centre with a swimming pool and gym, and there are plenty of opportunities for walking and cycling.

Destinations nearby

Best Weymouth holiday rentals with a balcony

Sunray Cottage - Weymouth
Weymouth
03/07 – 06/07
SG$455/nighttotal: SG$1365 (3 )

Sunray Cottage

1 2
house , Weymouth
This detached cottage is situated 9.3 kilometres from Weymouth Harbour, within 16 kilometres of Monkey World, and 29 kilometres from Corfe Castle.
This family-friendly property accommodates up to 11 guests across 3 bedrooms, featuring a Jacuzzi, garden, terrace, free WiFi, and free private parking, with a microwave oven and dishwasher in the kitchen.
Mariner's Rest - Weymouth
9.2 33 reviews
Weymouth
31/07 – 04/08
SG$504/nighttotal: SG$2016 (4 )

Mariner's Rest

2 2
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.
Seascape Apartment - Weymouth
9.1 75 reviews
Weymouth
03/07 – 06/07
SG$335/nighttotal: SG$1005 (3 )

Seascape Apartment

1 2
apartment , Portland
Seascape Apartment is situated in Portland, just a short walk from Portland Beach and within easy reach of Chesil Beach, offering a convenient location for exploring the area. The apartment consistently receives excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom apartment provides 10 square metres of comfortable living space. Guests can enjoy a range of amenities including a private balcony, parking, a swimming pool, a hot tub, and a fully equipped kitchen with a dishwasher.
Piddle Puddle Cabin - Weymouth
8.6 69 reviews
Weymouth
17/08 – 21/08
SG$224/nighttotal: SG$896 (4 )

Piddle Puddle Cabin

1 2
cabin , Dorchester
Piddle Puddle Cabin is located just under 8km from Monkey World and within 32km of Corfe Castle, Poole Harbour, and Bournemouth International Centre, offering a peaceful escape just outside the bustling town of Dorchester. The cabin has been rated very good by previous guests, with excellent ratings for location and cleanliness.
The 21 square metre cabin has one bedroom and one bathroom, accommodating up to two guests. It features a private patio and garden, a fully equipped kitchenette, free parking, Wi-Fi, and a baby safety gate, providing everything you need for a comfortable and enjoyable stay.

Best Weymouth holiday rentals with parking

Sunny Haven, Pet Friendly, Character Holiday Cottage In Preston - Weymouth
10 1 review
Weymouth
10/08 – 14/08
SG$322/nighttotal: SG$1288 (4 )

Sunny Haven, Pet Friendly, Character Holiday Cottage In Preston

2 3
apartment , Weymouth
Sunny Haven is a two-bedroom cottage located in Preston, just 1.6 kilometres from Weymouth and within easy reach of the Jurassic Coast.
The 105 square metre property features a private garden, off-road parking for three cars, and is suitable for four guests, including one small or medium-sized dog.
The Cottage - Weymouth
8.2 6 reviews
Weymouth
08/08 – 12/08
SG$531/nighttotal: SG$2124 (4 )

The Cottage

2 4
house , Weymouth
This Weymouth cottage, a short walk from Weymouth Beach and Harbour, offers easy access to attractions like Portland Castle (7.6km) and Monkey World (24km).
The 105 square metre property sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, free Wi-Fi, and a garden with parking; nearby activities include golfing, cycling and fishing.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Weymouth
9.8 3 reviews
Weymouth
31/07 – 07/08
SG$466/nighttotal: SG$3262 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage , Nottington
Overcombe Mill cottage, a Nottington holiday home in Dorset, is situated 5.5km from Weymouth's attractions and 11km from Dorchester.
This three-bedroom property sleeps six, boasting an open-plan living area, private enclosed garden with barbecue, two bathrooms (one en-suite), Smart TVs, and allocated off-road parking; pets are welcome.
The Little Cottage - Weymouth
9.4 15 reviews
Weymouth
17/07 – 20/07
SG$342/nighttotal: SG$1026 (3 )

The Little Cottage

2 1
house , Weymouth
The Little Cottage, a Weymouth holiday home in Dorset, is conveniently located within easy reach of attractions such as Monkey World (24km), Golden Cap (35km), and Portland Castle (12km).
This 105 square metre property boasts two bedrooms, one bathroom, sleeps four guests, and includes free Wi-Fi, private parking, a fully equipped kitchen with a fridge and a washing machine; nearby activities include golfing, cycling, and fishing.
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