Holiday Rentals in Weymouth

1038 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Weymouth holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

1038 Holiday Rentals and Airbnb in Weymouth

Best family friendly Weymouth holiday rentals

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

Maisy Cottage - Weymouth
9.1 33 reviews

Maisy Cottage

house, Weymouth
Maisy Cottage is located in Weymouth, just 1.5 kilometres from Weymouth Beach and 1.1 kilometres from Weymouth Harbour, offering easy access to the town's attractions. This property has received excellent ratings for location, cleanliness, and overall user experience.
The cottage has two bedrooms and one bathroom, covering 105 square metres of living space. It includes a fully equipped kitchen, a private garden, free parking, and Wi-Fi, making it a comfortable and convenient choice for families or groups visiting Weymouth.
Chesil View - Weymouth
9.3 7 reviews

Chesil View

house, Wyke Regis
This Wyke Regis holiday home is located just a 9-minute walk from Chesil Beach and 4.3 kilometres from Weymouth Harbour.
This family-friendly property accommodates up to 15 guests and features a kitchen with a fridge and microwave oven, a terrace with sea views, a garden, a bar, a restaurant, and parking.
Cottage ∙ 2 Bedrooms ∙ 3 Guests - Weymouth
9.3 44 reviews

Cottage ∙ 2 Bedrooms ∙ 3 Guests

cottage
Harbour Catch Cottage is situated in the Brewers Quay district of Weymouth, just 30 seconds from the harbour and a 5-minute walk from the sandy beach. This charming cottage is highly rated by guests, offering an excellent base for exploring Weymouth's attractions.
This 2-bedroom cottage comfortably sleeps 3 guests and provides 105 square metres of living space. The cottage features a well-equipped kitchen with a fridge and dishwasher, a private courtyard, and free internet access.
Home From Home Near The Sea - Weymouth
No reviews

Home From Home Near The Sea

apartment
This four-bedroom flat is located in Wyke Regis, a coastal district in Dorset, offering proximity to the sea.
This family-friendly apartment accommodates up to eight guests and includes a well-equipped kitchen, a living/dining area with a television, and gas central heating, with a highchair available and roadside parking.

Best Weymouth holiday rentals with a pool

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

Haven Holiday Home Littlesea Sleeps 6 - Weymouth
8.9 39 reviews

Haven Holiday Home Littlesea Sleeps 6

glamping, Weymouth
Haven Holiday Home Littlesea Sleeps 6 is situated in a sustainable resort village in Weymouth, just 27 km from Monkey World, 34 km from Golden Cap, and 40 km from Corfe Castle. The holiday home has received very good ratings for its location, cleanliness, and overall experience.
The mobile home is spacious, with 45 square meters and three bedrooms, comfortably accommodating up to six guests. It offers a range of amenities, including a swimming pool, restaurant, bar, tennis court, and outdoor play equipment, making it perfect for families looking for a fun-filled holiday.
Cottage ∙ 3 Bedrooms ∙ 5 Guests - Weymouth
8.8 42 reviews

Cottage ∙ 3 Bedrooms ∙ 5 Guests

cottage, Broadmayne
Sunny Croft bungalow, a three-bedroom property in Broadmayne, Dorset, is situated 6.4km from Dorchester and 11.3km from Weymouth, offering easy access to Dorchester's historical sites including Max Gate and Dorchester Museum.
This self-catering holiday home sleeps five, features a well-equipped kitchen with dishwasher, a private garden with hot tub, and includes Wi-Fi, parking, and a swimming pool and jacuzzi.
Peaceful Homely Caravan In Lovely Cul De Sac 1 Dog Welcome On Request Littlesea Haven Weymouth - Weymouth
9.4 27 reviews

Peaceful Homely Caravan In Lovely Cul De Sac 1 Dog Welcome On Request Littlesea Haven Weymouth

glamping, Weymouth
This caravan is situated in a quiet cul-de-sac within Littlesea Haven, just a short drive from Chesil Beach and a slightly longer drive to Monkey World. It has received excellent ratings for user experience, location, and cleanliness.
The caravan is a 3-bedroom, 1-bathroom property with a floor area of 45 square metres, comfortably accommodating up to 6 guests. It features a fully equipped kitchen, a private patio, a fireplace, a flat-screen TV, free Wi-Fi, and access to resort amenities including a swimming pool, tennis court, restaurant, bar, and a mini-market.
Littlesea Holiday Park - Holiday Accommodation 15976 - Weymouth
No reviews

Littlesea Holiday Park - Holiday Accommodation 15976

cottage, Weymouth
Cottage rental for up to 6 people. You will be based in Weymouth.
Facilities and services include a garden, a kitchen and a swimming pool. You can bring your favourite pets this accommodation!

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

Sunray Stables - Weymouth
No reviews

Sunray Stables

house, Weymouth
Sunray Stables, a detached house in Weymouth, is situated away from the town centre, 9.3 kilometres from Weymouth Harbour and 15.1 kilometres from Monkey World, with Portland Castle 15.1 kilometres away and Corfe Castle 29 kilometres distant.
This family-friendly accommodation for four guests includes a microwave, dishwasher, Jacuzzi, and free Wi-Fi, with private parking and a fireplace for cosy evenings.
Cuddy - Weymouth
9.5 115 reviews

Cuddy

apartment, Castletown
Cuddy is a recently renovated two-bedroom apartment in Castletown, just a 5-minute walk from Portland Beach and 2.4 kilometres from Chesil Beach.
The 63 square metre apartment offers a fully equipped kitchen, two bathrooms, a terrace with sea views, a patio, a garden, a sauna, and parking.
The Horizon Sea View Suite - Weymouth
10 2 reviews

The Horizon Sea View Suite

apartment, Weymouth
This Weymouth beachfront flat offers direct sand access, a five-minute walk from Weymouth Bay and Greenhill Gardens, and under 1.6km from Preston Beach and the Weymouth Jubilee Clock.
The self-catering apartment includes free Wi-Fi, a private patio, shower facilities, and is family-friendly, providing easy access to Weymouth Train Station (7 minutes’ walk).
Relaxing Holiday Home Chickerell View Littlesea Haven - Weymouth
8.8 52 reviews

Relaxing Holiday Home Chickerell View Littlesea Haven

glamping, Weymouth
This three-bedroom mobile home is situated in Littlesea Haven, a peaceful resort village on the edge of Weymouth Bay, just 4.6 miles from Portland Castle and 6.5 miles from Portland Museum. It has received excellent ratings for cleanliness, location, and overall experience, making it a popular choice for families and groups.
The 40 square metre mobile home comfortably accommodates up to six guests. It features a terrace, a flat-screen TV, a well-equipped kitchen, a walk-in shower, a fireplace, and a seating area, providing a comfortable and relaxing space. Guests can enjoy on-site amenities like a mini-market, a restaurant, and a swimming pool, as well as explore the beautiful Dorset coastline with its stunning beaches, watersports opportunities, and scenic walks.

Best Weymouth holiday rentals with parking

Weymouth House - Weymouth
8.1 24 reviews

Weymouth House

house, Weymouth
Penny Cottage is a modern house located just 1.4 kilometres from Weymouth Beach and 1.8 kilometres from Weymouth Harbour, offering easy access to the area's attractions and the seaside. The property is situated in Melcombe Regis, a charming coastal town known for its relaxed atmosphere and historic charm.
The house has 3 bedrooms and 1 bathroom, providing comfortable accommodation for up to 13 guests. It comes equipped with a kitchen featuring a fridge, microwave oven, and dishwasher, a washing machine, and a flat-screen TV, ensuring a convenient and enjoyable stay.
Snuggles, Love Lane - Cute, Quirky, Omg Cottage - Weymouth
9.4 55 reviews

Snuggles, Love Lane - Cute, Quirky, Omg Cottage

apartment
Snuggles Cottage is a charming holiday home in Old Weymouth, just a short walk from the beach, harbour and town centre, situated in a peaceful pedestrianised lane with historic buildings. This cottage has received excellent ratings for its location, cleanliness and overall experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, a small courtyard, and modern comforts like smart TVs and Sky TV, making it ideal for a relaxing getaway.
Furnished Bell Tents - Weymouth
10 2 reviews

Furnished Bell Tents

teepee
This furnished bell tent accommodation is located in the rolling hills of Dorset, 0.53 kilometres from Higher Moor Farm Campsite at Buckland Field, near Nottington.
This exclusive glamping option offers comfortable real beds for up to four guests, featuring private shower and bathroom facilities, electric sockets, lighting, and an open-air fire pit with seating, providing a tranquil countryside escape.
Chickerell House - Weymouth
10 1 review

Chickerell House

apartment
Chickerell House, Weymouth, Dorset, is situated 0.5km from shops and 0.2km from a pub, with Weymouth beach 1.9km away.
This three-bedroom property sleeps six, boasts a private driveway for three cars, an enclosed courtyard garden, and includes WiFi, bed linen, and towels; ground floor bedroom and shower room offer accessibility features.
©2026 cozycozy.com