This Osmington Bay summer house is situated near Osmington Bay beach, a short walk from the sands and a short drive from Weymouth's other beaches. The self-catering cottage offers one bedroom, one bathroom, sleeping up to two guests, and features basic kitchen facilities (fridge, kettle, microwave), air conditioning, parking, and excellent Wi-Fi.
9.6 5 reviews
Weymouth
16/10 – 18/10
NZ$492/nighttotal: NZ$984 (2 )
Newstead Cottage
2 2
house , Weymouth
Newstead Cottage, a Weymouth holiday home, is peacefully situated 1.8km from Weymouth Beach and 1.9km from Weymouth Harbour, offering easy access to Portland Castle (8km) and other Dorset attractions. This two-bedroom property sleeps seven, features a fully equipped kitchen with a dishwasher, free Wi-Fi, private parking, and a garden; enjoy self-catering holidays near the Jurassic Coast.
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.
8.0 1 review
Weymouth
01/08 – 08/08
NZ$508/nighttotal: NZ$3556 (7 )
Leo's Place
2 4
house , Weymouth
Leo's Place is a two-bedroom house in Weymouth, a 15-minute walk from Weymouth Beach and 2.6km from Weymouth Harbour, offering easy access to Portland Castle (7.2km) and other attractions. This 105 square metre property sleeps seven, features a fully equipped kitchen with fridge and microwave, a garden, parking, Wi-Fi, and a walk-in shower, and is close to golfing and cycling opportunities.
Weymouth
17/08 – 20/08
NZ$360/nighttotal: NZ$1080 (3 )
Littlesea Holiday Park - Holiday Accommodation 8278
3 5
cottage , Weymouth
Cottage rental for up to 8 guests. You will be in Weymouth. Facilities and services: a garden, a kitchen and a swimming pool.
9.7 26 reviews
Weymouth
10/07 – 12/07
NZ$862/nighttotal: NZ$1724 (2 )
Waterside
2 2
house , Weymouth
Waterside, a Weymouth holiday home, is an 11-minute walk from Weymouth Harbour and a 9-minute walk from Weymouth Beach, offering easy access to attractions such as Portland Castle (7km) and Monkey World (26km). This pet-friendly dwelling boasts 105 square metres of space, comprising two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher and microwave, free Wi-Fi, and parking; a washing machine is also available.
8.0 1 review
Weymouth
04/09 – 06/09
NZ$1642/nighttotal: NZ$3284 (2 )
Anchor House, Pet Friendly, Luxury Holiday Cottage In Weymouth
6 11
cottage , Weymouth
Anchor House, a pet-friendly luxury holiday home in Weymouth, is situated close to Weymouth Beach and within easy reach of Weymouth Harbour. This six-bedroom property boasts 175 square metres of floor space, sleeping up to 15 guests, and features a fully equipped kitchen, three bathrooms, a jacuzzi, and a garden, all within easy reach of family attractions like Pirate Adventure Mini Golf and the SEA LIFE Centre Weymouth.
9.4 24 reviews
Weymouth
21/08 – 24/08
NZ$501/nighttotal: NZ$1503 (3 )
Royal Terrace View
1 2
house , Weymouth
Royal Terrace View is a holiday home located just 8.5 kilometres from Portland Castle and 11.5 kilometres from Portland Museum, offering a peaceful retreat close to Weymouth's attractions. The property has received excellent ratings for its cleanliness, location, and user experience, ensuring a comfortable and enjoyable stay. This one-bedroom house spans 90 square metres and comfortably accommodates two guests. It features a fully equipped kitchen, free Wi-Fi, a comfortable seating area, a TV, and a bathroom with a walk-in shower, along with stunning sea views and easy access to Weymouth Beach, making it an ideal choice for a relaxing seaside getaway.
9.9 46 reviews
Weymouth
06/07 – 10/07
NZ$539/nighttotal: NZ$2156 (4 )
The Tack Room
1 2
bungalow , Dorset
The Tack Room, a modern single-storey house in Dorset, offers pet-friendly accommodation for up to four guests and is conveniently located near [Specific Dorset landmark or area – needs further information to be precise, e.g., "within 10km of Dorchester"]. This 2-bedroom, 1-bathroom dwelling features underfloor heating, a private courtyard garden with a firepit, a fully equipped kitchen including a dishwasher, and permits disposable BBQs; access to a Shepherds Hut field is also included.
Weymouth
14/08 – 16/08
NZ$841/nighttotal: NZ$1682 (2 )
Victoria House, Family Friendly, Country Holiday Cottage In Weymouth
3 5
cottage , Weymouth
Victoria House, a three-bedroom Weymouth holiday home, is situated 0.96km from Weymouth beach, 0.16km from local shops, and 0.32km from pubs. This 130 square metre self-catering property sleeps six, boasting a fully equipped kitchen/diner, WiFi, and a washing machine, with nearby public parking and attractions including Weymouth Harbour, Dorchester, Portland Harbour, and Chesil Beach readily accessible.
Weymouth
31/07 – 07/08
NZ$622/nighttotal: NZ$4354 (7 )
3 Bed In Weymouth (Oc-wy609)
5 5
cottage , Weymouth
This characterful holiday home is located above Weymouth Harbour, 300 metres from the harbour and the town's sandy beach, within the Dorset Area of Outstanding Beauty. This 5-bedroom, 2-bathroom cottage sleeps 6 guests and features a microwave, dishwasher, and an enclosed patio garden, with skyline views of Weymouth from the upper floors and easy access to the South West Coast Path.
Weymouth
01/08 – 07/08
NZ$479/nighttotal: NZ$2874 (6 )
September Cottage, Family Friendly, With A Garden In Chickerell
2 3
cottage , Weymouth
September Cottage, a holiday home in Chickerell, is located 4.7 kilometres from Weymouth's award-winning beach and within 200 metres of local shops and a pub. This property offers 105 square metres of accommodation for four guests, featuring two bedrooms, a well-equipped kitchen with a dishwasher and air fryer, and a private garden with a summer house.
Best Weymouth villas and holiday homes with a pool
Among the 1047 accommodations in Weymouth, here are the 4 best villas and holiday homes with a pool
10 3 reviews
Weymouth
17/08 – 21/08
NZ$801/nighttotal: NZ$3204 (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.
9.9 110 reviews
Weymouth
31/07 – 04/08
NZ$494/nighttotal: NZ$1976 (4 )
A Luxurious Modern 3-bedroom Swift Bordeaux
1 2
chalet , Dorset
This charming chalet is situated at Haven Littlesea Holiday Park in Weymouth, Dorset, just a short distance from the stunning Fleet Lagoon and Chesil Beach. The accommodation has received excellent ratings for its cleanliness, location, and overall user experience. The chalet offers three bedrooms, accommodating up to six guests, and is equipped with a modern kitchen, a comfortable living area, and a private garden with outdoor decking. Guests can enjoy a range of onsite amenities including a swimming pool, restaurant, laundrette, and entertainment venue, as well as access to free Wi-Fi and parking.
Weymouth
26/06 – 29/06
NZ$321/nighttotal: NZ$963 (3 )
Weymouth Bay Holiday Park - Holiday Accommodation 15002
3 2
cottage , Weymouth
Cottage rental for 6 people. This accommodation is located in Weymouth. Services and facilities include a dish washer and a kitchen. Take advantage of the pool in this accommodation.
9.8 17 reviews
Weymouth
17/07 – 20/07
NZ$546/nighttotal: NZ$1638 (3 )
Chesil View
1 4
chalet , Dorset
This 8-berth caravan, named Littlesea Haven, is situated on the Littlesea Haven holiday park in Dorset, offering sea views and proximity to park amenities. This accommodation features three bedrooms and one bathroom, sleeping up to eight guests, and includes a well-equipped kitchen, WiFi, and access to on-site swimming pools and entertainment facilities.
Best Weymouth villas and holiday homes with a kitchen
Weymouth
31/07 – 07/08
NZ$456/nighttotal: NZ$3192 (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.
8.2 5 reviews
Weymouth
01/10 – 04/10
NZ$544/nighttotal: NZ$1632 (3 )
Old Harbour Townhouse
3 5
house , Weymouth
Old Harbour Townhouse, a three-bedroom house in Weymouth, is located a 12-minute walk from Weymouth Harbour and Weymouth Beach, and is 7km from Portland Castle. This 130 square metre property sleeps up to 11 guests, offering two bathrooms (one en-suite), a fully equipped kitchen with dishwasher, garden, parking, and free Wi-Fi; golfing, cycling and fishing are nearby.
9.5 48 reviews
Weymouth
18/09 – 19/09
NZ$1466/nightfor 1 night
Home Waters
3 4
house , Weymouth
Home Waters is a holiday home located just a 10-minute walk from Portland Beach and a 6-minute walk from Chesil Beach, making it ideal for exploring Weymouth's stunning coastline. The property has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The 3-bedroom house offers 130 square metres of space, ideal for families or groups of friends. It features a fully equipped kitchen with a dishwasher and fridge, a washing machine, a garden, and free Wi-Fi, making it perfect for relaxing and enjoying a self-catering holiday.
9.0 11 reviews
Weymouth
11/07 – 23/07
NZ$601/nighttotal: NZ$7212 (12 )
Chickerell House
3 6
house , Weymouth
Chickerell House, a three-bedroom property in Weymouth, Dorset, is located 2.2 kilometres from Weymouth Beach and 2.7 kilometres from Weymouth Harbour, offering easy access to attractions such as Portland Castle (7.2 kilometres) and Corfe Castle (37 kilometres). This 130 square metre house sleeps six, boasting two bathrooms (one with a walk-in shower), a fully equipped kitchen with fridge and microwave, complimentary Wi-Fi, private parking, and is ideal for families seeking a relaxing getaway near golfing, cycling and fishing opportunities.
Frequently asked questions about villa rentals in Weymouth
What are the must-see attractions in Weymouth?
Weymouth has lots to offer! You have to visit the iconic Jubilee Clock Tower, take a stroll along the historic Weymouth Harbour, and explore the beautiful Weymouth Beach. Don't forget to check out the Nothe Fort, a 19th-century fort with stunning views of the harbour and the Jurassic Coast.
You can't beat a walk along the promenade, enjoying the sea air and the views. If you're feeling active, try a bike ride on the scenic coastal path or take a boat trip to Portland Island. For a taste of local life, browse the shops and markets in the town centre or enjoy a delicious meal at one of the many restaurants.
What are the best villa rentals with a pool in Weymouth?
What are the advantages of renting a house or a villa in Weymouth
Renting a house or a villa in Weymouth gives you more space and privacy than a hotel. You can enjoy your own kitchen and living area, and many rentals come with gardens or patios. It's also a great way to experience local life and have a more authentic stay.
What are the best villa rentals with a jacuzzi in Weymouth?
What food festivals or culinary events take place in and around Weymouth?
Weymouth hosts the annual Weymouth Food Festival, which features a variety of local and international food stalls, cooking demonstrations, and live music. The nearby town of Dorchester also hosts the Dorchester Food and Drink Festival, showcasing the best of Dorset produce.
What are the best villa rentals for families and kids in Weymouth?
What exclusive experiences are available when visiting Weymouth?
For a truly unique experience, book a private sailing trip along the Jurassic Coast. You can also take a guided tour of the Nothe Fort or enjoy a private wine tasting at one of the local vineyards. If you're feeling adventurous, try a kayaking tour or a paddleboarding session on the harbour.
What are the best pet friendly villa rentals in Weymouth?
Which part of Weymouth would be ideal for a villa rental?
The areas around the harbour and the beach are popular choices for villa rentals. You can also find some lovely properties in the quieter residential areas of Upwey and Melcombe Regis. The best location for you will depend on your preferences and what you want to be close to.
What are the best villa rentals with parking in Weymouth?
Best Weymouth villas and holiday homes with air conditioning
Weymouth
17/08 – 21/08
NZ$1869/nighttotal: NZ$7476 (4 )
Knighton
1 2
house , Warmwell
This luxury Dorset lakeside dwelling in Knighton is located 10.7 kilometres from Monkey World in Warmwell, offering convenient access to local attractions. This spacious property spans 248 square meters, accommodating up to 12 guests across 5 bedrooms, and features a private swimming pool, spa facilities, a sauna, and an electric vehicle charging station, with cycling, fishing, and hiking opportunities nearby.
Weymouth
16/10 – 18/10
NZ$601/nighttotal: NZ$1202 (2 )
House - Sleeps 6 - Hot Tub
3 2
house , Weymouth
This Weymouth property is located approximately 6.9 kilometres from Weymouth Harbour, 24.1 kilometres from Monkey World, and 32.2 kilometres from Golden Cap. This spacious 90 square meter detached house offers accommodation for up to 6 guests across 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, complimentary Wi-Fi, and a relaxing hot tub.
9.9 9 reviews
Weymouth
16/10 – 18/10
NZ$882/nighttotal: NZ$1764 (2 )
Detached Property, Beams, Hot Tub Large Garden
1 2
house , Broadwey
This detached holiday home in Broadwey is situated 6.9 kilometres from Weymouth Harbour, offering convenient access to attractions such as Monkey World, located 24 kilometres away, and Golden Cap, 32 kilometres distant. This property accommodates up to eleven guests, featuring a fully equipped kitchen with a dishwasher and oven, air conditioning, a hot tub, a bar, and a garden with an outdoor dining area, alongside free WiFi and private parking.
8.8 32 reviews
Weymouth
03/08 – 06/08
NZ$769/nighttotal: NZ$2307 (3 )
Seasky
5 5
house , Portland
SeaSky, a five-bedroom house in Portland, Dorset, offers easy access to Portland Beach (under 1km) and Portland Castle (1.8km), with Monkey World, Golden Cap, and Corfe Castle within 32-48km. This spacious property sleeps 15 guests, boasting three bathrooms, a fully equipped kitchen, free Wi-Fi, parking, air conditioning, and a sauna; towels and linen are provided.
Best Weymouth villas and holiday homes with jacuzzi
9.9 10 reviews
Weymouth
24/07 – 27/07
NZ$923/nighttotal: NZ$2769 (3 )
Lodge ∙ 1 Bedroom ∙ 2 Guests
1 2
chalet , Osmington
This Dorset lodge, near Osmington, is situated 1.6km from Osmington Mills beach, 9.6km from Weymouth, and 14.5km from Durdle Door. The 45 square metre self-catering property features a king-size bedroom with en-suite shower room, open-plan living area, private garden with hot tub (weather permitting), and parking; sleeping two guests plus one well-behaved dog.
Weymouth
06/07 – 10/07
NZ$1153/nighttotal: NZ$4612 (4 )
Cottage ∙ 6 Bedrooms ∙ 15 Guests
6 2
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.
Weymouth
24/07 – 27/07
NZ$923/nighttotal: NZ$2769 (3 )
1 Bed In Osmington 82097
1 2
house , Osmington
This one-bedroom holiday home in Osmington, Dorset, is situated 16km from Monkey World and 29km from Corfe Castle, offering easy access to the Jurassic Coast. The 45 square metre property features a fully equipped kitchen with dishwasher, a garden, private parking, Wi-Fi, and accommodates up to three guests, including pets (with prior arrangement).
Weymouth
09/07 – 13/07
NZ$1423/nighttotal: NZ$5692 (4 )
Anchor House
1 2
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.