Holiday Rentals in Weymouth

1038 available vacation rental offers

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

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

Isambard Cottage - Weymouth
9.4 64 reviews
Weymouth
29/09 – 02/10
SG$293/nighttotal: SG$879 (3 )

Isambard Cottage

3 4
house , Weymouth
Isambard Cottage is located in Weymouth, Dorset, just 1.1 kilometres from Weymouth Harbour, offering a peaceful retreat just outside the bustling town centre. This property has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage has three bedrooms and one bathroom, covering a total floor area of 120 square metres. Guests can enjoy a private patio with a barbecue, a garden, and a tennis court, as well as free Wi-Fi, a fully equipped kitchen, and a flat-screen TV with satellite channels and a DVD player.
Firkin Cottage - Weymouth
8.9 42 reviews
Weymouth
07/08 – 10/08
SG$629/nighttotal: SG$1887 (3 )

Firkin Cottage

4 1
house , Weymouth
Firkin Cottage is located just 1.8km from Weymouth Harbour and 1.9km from Weymouth Beach, offering stunning sea views and easy access to the town's attractions. The property has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
This 4-bedroom house, with 145 square metres of floor space, is perfect for families or groups of friends. The fully equipped kitchen, garden, free Wi-Fi, washing machine and parking ensure a comfortable and convenient stay.
Fabulous 3-bedroom Apartment In Charming Weymouth With Amazing Sea Views - Weymouth
Weymouth
13/07 – 17/07
SG$498/nighttotal: SG$1992 (4 )

Fabulous 3-bedroom Apartment In Charming Weymouth With Amazing Sea Views

3 5
apartment , Weymouth
This newly renovated three-bedroom flat is located in Weymouth, directly opposite Weymouth Beach and within 1.5 kilometers of SEA LIFE Centre Weymouth and Pirate Adventure Mini Golf.
Boasting panoramic sea views from the master bedroom and lounge diner, this immaculate accommodation sleeps up to five guests and features a brand-new kitchen and bathroom, with internet access provided.
Cottage ∙ 3 Bedrooms ∙ 6 Guests - Weymouth
9.4 10 reviews
Weymouth
31/07 – 07/08
SG$420/nighttotal: SG$2940 (7 )

Cottage ∙ 3 Bedrooms ∙ 6 Guests

3 5
cottage , Martinstown
This cottage is located in Martinstown, less than 6.5 kilometres from Dorchester, offering a rural retreat with convenient access to coastal attractions such as West Bay and Lulworth Cove.
This family-friendly holiday home sleeps six across three bedrooms, featuring a dishwasher, washer/dryer, Smart TV, BBQ, and an enclosed garden, situated within 100 metres of the village shop and pub.

Best Weymouth holiday rentals with a pool

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

39 Greenlands, Littlesea Holiday Park - Weymouth
Weymouth
16/10 – 18/10
SG$353/nighttotal: SG$706 (2 )

39 Greenlands, Littlesea Holiday Park

1 2
resort
The 39 Greenlands golf cottage is located in Weymouth, within 1.6 kilometres of the Dorset and East Devon Coast and Bennetts Water Gardens, and within 4.8 kilometres of Weymouth Bay and the South West Coast Path Section 49 Trailhead.
This holiday park offers a holiday home with an indoor swimming pool, free WiFi in public areas, and a kitchen, with pets welcome and a 10:00 check-out time.
Cottage ∙ 2 Bedrooms ∙ 4 Guests - Weymouth
10 3 reviews
Weymouth
17/08 – 21/08
SG$599/nighttotal: SG$2396 (4 )

Cottage ∙ 2 Bedrooms ∙ 4 Guests

2 2
cottage , West Compton
This West Dorset holiday cottage in the hamlet of West Compton is situated 9.6km from the Jurassic Coast, 4.8km from a shop, and 3.2km from a pub.
The 45 square metre self-catering property boasts two bedrooms sleeping four, a family-sized kitchen with modern appliances including a dishwasher, a private garden with a Lay-Z-Spa hot tub, off-road parking for two cars, and a charcoal BBQ.
Chesil Beach Holiday Park - Holiday Accommodation 11161 - Weymouth
Weymouth
08/08 – 12/08
SG$350/nighttotal: SG$1400 (4 )

Chesil Beach Holiday Park - Holiday Accommodation 11161

3 4
cottage , Weymouth
Cottage rental for up to 4 guests. You will be in Weymouth.
Services and facilities include a kitchen and a swimming pool. Take advantage of the garden in this accommodation in Weymouth.
Pebble Lodge - Weymouth
9.9 278 reviews
Weymouth
29/09 – 02/10
SG$347/nighttotal: SG$1041 (3 )

Pebble Lodge

2 4
apartment , Weymouth
Pebble Lodge, located on the Chesil Beach Holiday Park, offers stunning views of the Fleet Lagoon and Chesil Beach, just a short drive from Weymouth town centre.
This two-bedroom apartment, sleeping up to four guests, boasts a fully equipped kitchen, a spacious lounge with stunning views, a private decking area, and access to on-site facilities including a swimming pool, gym, and sauna.

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

The Pink Cottage Near Chesil Beach Portland - Weymouth
Weymouth
03/07 – 05/07
SG$341/nighttotal: SG$682 (2 )

The Pink Cottage Near Chesil Beach Portland

2 1
house , Castletown
This cottage in Castletown is a 6-minute walk from Portland Beach and is situated 7.9 kilometres from Weymouth Harbour and 32.2 kilometres from Monkey World.
This family-friendly property offers accommodation for up to 3 guests across 2 bedrooms, featuring a kitchen with a fridge, a bathroom with a shower and washing machine, complimentary WiFi, and a garden with terrace access.
Jay Cottage - Weymouth
9.4 50 reviews
Weymouth
08/08 – 12/08
SG$458/nighttotal: SG$1832 (4 )

Jay Cottage

2 4
house , Weymouth
Jay Cottage is a charming house in Weymouth, just a short walk from Portland Beach and less than a mile from Sandsfoot Castle, making it ideal for exploring the town's attractions and enjoying the beautiful coastline. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The house has two bedrooms and a bathroom, spanning 105 square meters and comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a private garden, free parking, and free Wi-Fi, along with access to a range of activities in the surrounding area, including golf, cycling, fishing, and exploring nearby attractions like Monkey World and Corfe Castle.
Savannah Lodge - Weymouth
9.7 111 reviews
Weymouth
21/07 – 24/07
SG$360/nighttotal: SG$1080 (3 )

Savannah Lodge

1 2
apartment , Weymouth
This one-bedroom apartment in Wyke Regis is located just 1.8km from Weymouth Beach and 2.1km from Weymouth Harbour, offering a peaceful retreat within easy reach of the town's attractions. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The 35 square metre apartment comfortably sleeps up to 7 guests and features a well-equipped kitchen, a private terrace, a garden, and free parking. Enjoy the convenience of free Wi-Fi, satellite TV, a washing machine, and a soundproof bedroom with a fireplace.
Admiral's Retreat - Weymouth
8.8 43 reviews
Weymouth
24/10 – 31/10
SG$159/nighttotal: SG$1113 (7 )

Admiral's Retreat

1 2
house , Weymouth
Admiral's Retreat, a Weymouth holiday home, is a seven-minute walk from Weymouth Harbour and twelve-minute walk from Weymouth Beach, offering easy access to attractions such as Portland Castle (7.4 km) and Monkey World (27 km).
This one-bedroom property boasts 90 square metres of floor space, a fully equipped kitchen with dishwasher and fridge, a private garden, free Wi-Fi, and sleeps two guests.

Best Weymouth holiday rentals with parking

2 Bed Flat - Sleeps 3 - Parking - Wifi - Weymouth
Weymouth
12/09 – 15/09
SG$254/nighttotal: SG$762 (3 )

2 Bed Flat - Sleeps 3 - Parking - Wifi

1 2
apartment , Weymouth
This one-bedroom flat is located in Weymouth, a 5-minute walk from Weymouth Beach and Harbour, and 10 minutes from Weymouth Train Station, putting you within a 10-minute walk of Nothe Gardens, Brewers Quay, Tudor House Museum, and Weymouth Pavilion.
This 40 square meter apartment offers accommodation for up to three guests, featuring a fully equipped kitchen with a washing machine, a comfortable living area with a television and heating, and is a 10-minute drive from SEA LIFE Centre Weymouth and a 15-minute drive from Portland Harbour & Chesil Beach.
The Portwey Pearl - Weymouth
9.6 96 reviews
Weymouth
16/10 – 18/10
SG$189/nighttotal: SG$378 (2 )

The Portwey Pearl

1 2
apartment , Rodwell
The Portwey Pearl apartment is located in Rodwell, just 1.6km from Weymouth Beach and 1.6km from Weymouth Harbour, making it ideal for exploring the area's attractions. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment offers a comfortable and well-equipped space, with a 49 square metre floor area and a capacity for three guests. You'll find amenities such as free Wi-Fi, a kitchen with a fridge and microwave, and private parking, ensuring a convenient and enjoyable stay.
Fairways - Weymouth
9.0 2 reviews
Weymouth
26/06 – 29/06
SG$385/nighttotal: SG$1155 (3 )

Fairways

3 2
house , Weymouth
Fairways, a Weymouth holiday home, is situated a 2.7km walk from Chesil Beach and 3.7km from Portland Castle, offering easy access to Weymouth's coastal attractions.
This three-bedroom, two-bathroom property boasts 130 square metres of space, sleeps nine guests, includes free Wi-Fi and private parking, and is fully equipped for self-catering; nearby activities include golfing, cycling, and fishing.
Weymouth Caravan Luxury - Pebblebank - With Stunnig Sea Views - Weymouth
9.5 2 reviews
Weymouth
15/08 – 22/08
SG$260/nighttotal: SG$1820 (7 )

Weymouth Caravan Luxury - Pebblebank - With Stunnig Sea Views

1 4
apartment , Wyke Regis
This Pebblebank Luxury Caravan in Wyke Regis offers stunning sea views and is a 10-minute walk to Chesil Beach and 4 km from Weymouth Harbour.
This well-equipped 2-bedroom caravan sleeps 11 guests, features 2 bathrooms, a private terrace, free WiFi, and private parking, with Corfe Castle 40 km and Poole Harbour 48 km away.
©2026 cozycozy.com