Vacation Rentals in Dorchester

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Dorchester holiday rentals
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70 Holiday rentals and Airbnb in Dorchester

Recommended Family-Friendly Holiday Rentals in Dorchester

Keep the whole group together under one roof with plenty of space to lounge at family holiday rentals in Dorchester.

Blacksmith's Cottage - Dorchester
9.5 33 reviews

Blacksmith's Cottage

house, Upwey
Blacksmith's Cottage is located in Upwey, a village just 6.5 km from Weymouth's beach and 5 km from the nearest shop, offering a peaceful retreat in the Dorset countryside. It has received excellent ratings for its cleanliness, location and overall experience.
This 2-bedroom holiday home comfortably accommodates 4 guests and provides a well-equipped kitchen with a dishwasher and washing machine. Enjoy free Wi-Fi, electric vehicle charging, and a range of family-friendly amenities including a travel cot, highchair, and stairgate.
Blacksmith's Cottage - Dorchester
9.9 28 reviews

Blacksmith's Cottage

apartment
Blacksmith's Cottage, a recently built (2018) timber-framed holiday home in Upwey, Dorset, is situated on the edge of an Area of Outstanding Natural Beauty, 6.4km from Weymouth beach and 4.8km from local shops.
This two-bedroom, one-bathroom dwelling sleeps four, including pets (one small dog), and offers amenities such as a dishwasher, washing machine, travel cot, highchair, and Wi-Fi, with parking available and excellent bus links for exploring Dorset.
Greenwood Grange - Dorchester
9.5 153 reviews

Greenwood Grange

house, Dorchester
Greenwood Grange is located in Dorchester, Dorset, just 8.7 miles from Monkey World and 18 miles from Corfe Castle, offering easy access to popular attractions. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The spacious property features a well-equipped kitchen, a private hot tub, and a terrace or patio for relaxing. Guests can also enjoy a range of amenities and activities, including a children's playground, a tennis court, and a bicycle rental service.
Roman Lodge - Dorchester
9.1 30 reviews

Roman Lodge

house, Weymouth
Roman Lodge is a 3-bedroom house located in Weymouth, just 16km from Portland Castle and 19km from Rufus Castle, offering easy access to the town's attractions and the beautiful Dorset countryside. It has excellent user, location, and cleanliness ratings, making it a great choice for families or groups.
The house offers 130 square metres of space for up to 6 guests, and includes a fully equipped kitchen with a dishwasher, a relaxing garden, and free Wi-Fi and parking. You can enjoy golfing and cycling in the surrounding area, and explore the nearby attractions like Monkey World.

Best Dorchester holiday rentals with parking

The Snug @ Snowdrop House - Dorchester
9.9 55 reviews

The Snug @ Snowdrop House

house
This luxurious Dorchester guest house enjoys a secluded woodland setting near Snowdrop Corner, a short drive (approximately 8 km) from the Jurassic Coast and close to the acclaimed Thimble Inn.
The self-catering property features one bedroom, one bathroom, and sleeps two guests, boasting a sleek new kitchen with a Nespresso Virtuo machine, a private decked area, and a Smart TV with Netflix and Prime access.
Self-contained Small Apt. Weymouth - Dorchester
8.7 48 reviews

Self-contained Small Apt. Weymouth

apartment, Weymouth
This self-contained flat is conveniently located in Weymouth, just under a mile from the beach, 5 miles from Weymouth Harbour and 3.7 miles from Weymouth Marina. The apartment has received very good user ratings and excellent ratings for location and cleanliness.
This one-bedroom flat offers 15 square metres of space and comfortably accommodates two guests. The apartment features a private terrace, free Wi-Fi, a bathroom with a shower, and easy access to local attractions, windsurfing opportunities, and the beach.
Live The Coastal Cottage Dream In Dorset Aonb - Dorchester
8.8 36 reviews

Live The Coastal Cottage Dream In Dorset Aonb

apartment, Weymouth
This Weymouth apartment, situated in the Dorset Area of Outstanding Natural Beauty, is approximately 16 kilometres from both Portland Castle and Monkey World.
The two-bedroom, one-bathroom property sleeps seven, offering free Wi-Fi, private parking, and is conveniently located for exploring Weymouth town centre and other Dorset attractions.
2 Bed In Dorchester (Oc-dc075) - Dorchester
No reviews

2 Bed In Dorchester (Oc-dc075)

cottage, Frome Whitfield
This rural retreat, a 2-bedroom holiday cottage, is located in Frome Whitfield, 2.4 kilometers from the historic market town of Dorchester and offers easy access to Thomas Hardy's birthplace and Max Gate.
This well-equipped property accommodates up to 4 guests, featuring an open-plan living area with a wood burner, a garden with outdoor furniture, and off-road parking for 3 cars, providing a comfortable base for exploring nearby Maiden Castle and the Jordan Hill Roman Temple.

Frequently asked questions about holiday rentals in Dorchester

  • What are some interesting places to visit in or near Dorchester?

    Dorchester is a great base for exploring the Jurassic Coast. You can visit the Roman Town House, the Maumbury Rings, and the Dorchester Museum. A little further afield, you can explore the Lulworth Cove and Durdle Door.
  • What are the best Airbnb and holiday rentals in Dorchester?

    Lovely - Quiet Studio Annex (With Netflix), Dorchester Central Flat and The Little House are among the best Airbnb and holiday rentals in Dorchester.

  • Which walking or cycling routes are the best in Dorchester?

    The South West Coast Path runs right through Dorchester. You can also follow the Dorchester Town Trail, or cycle along the Purbeck Way. There are some lovely routes through the Hardy Country, too.
  • What are the most popular Airbnbs in Dorchester?

    Among the Airbnbs in Dorchester, Lovely - Quiet Studio Annex (With Netflix), The Little House and Whitcombe Lodge are the most popular ones.

  • What other towns or cities can be easily accessed from Dorchester?

    You can easily visit Weymouth, Portland, and Bournemouth from Dorchester. It's also a short drive to Salisbury, and Southampton is within easy reach.
  • What are the best holiday rentals with a pool in Dorchester?

  • What amenities are commonly available in vacation rentals in Dorchester?

    Vacation rentals in Dorchester typically offer WiFi, parking, and bedding. Many also have a kitchen, washing machine, and TV. Some even have gardens or balconies.
  • What are the best rentals for families and kids in Dorchester?

    The best rentals for families and kids in Dorchester are Lovely - Quiet Studio Annex (With Netflix), Dorchester Central Flat and Whitcombe Lodge.

  • What time of year is best to rent a vacation rental Dorchester?

    Dorchester is a great place to visit year-round. The summer months are popular, but spring and autumn offer milder weather and fewer crowds. If you're looking for a bargain, you might want to consider visiting in the winter.
  • What are the best rentals or Airbnbs with a jacuzzi in Dorchester?

    The best holiday rentals or Airbnb with a jacuzzi in Dorchester are Greenwood Grange, Wylye Croft and Acorn House.

Popular destinations

Holiday Rentals with a Balcony in Dorchester

Check the weather and enjoy the fresh breeze right outside your door at holiday rentals with a balcony in Dorchester.

Cove Cottage - Brewers Quay Harbour - Dorchester
9.0 10 reviews

Cove Cottage - Brewers Quay Harbour

house, Weymouth
Cove Cottage, located in Brewers Quay Harbour, Weymouth, offers easy access to Weymouth Beach (1.9km) and Weymouth Harbour (1.8km).
This two-bedroom house sleeps seven, features a fully equipped kitchen with dishwasher, private parking, Wi-Fi, and a peaceful garden with terrace; Monkey World is 26km away.
Blue Horizon Holiday Cottage - 4 Minute Walk To The Beach - Dorchester
9.1 181 reviews

Blue Horizon Holiday Cottage - 4 Minute Walk To The Beach

house, Weymouth
Blue Horizon Holiday Cottage is a family-friendly house in Weymouth, a four-minute walk from the beach and 2.3 kilometres from Weymouth Beach, offering easy access to attractions such as Portland Castle (8.5 km) and Monkey World (24 km).
This 80 square metre self-catering property sleeps up to four guests in two bedrooms, one bathroom, and boasts a fully equipped kitchen with dishwasher, a terrace, garden, parking, and free Wi-Fi.
Bright Modern Style Caravan With Views On Haven Littlesea Weymouth - Dorchester
8.5 2 reviews

Bright Modern Style Caravan With Views On Haven Littlesea Weymouth

glamping, Wyke Regis
This three-bedroom caravan, 'Bright Modern Style Caravan With Views On Haven Littlesea Weymouth', is located in Wyke Regis, a short 1.4km walk from Chesil Beach and a 4.5km drive from Weymouth Harbour.
The 45 square metre holiday home sleeps up to 11 guests and boasts a private terrace with sea views, a well-equipped kitchen, free Wi-Fi, and access to on-site facilities including a swimming pool, restaurant, and bar.
Bay View Luxury Stays - Southdown - Dorchester
8.8 12 reviews

Bay View Luxury Stays - Southdown

house, Overcombe
Bay View Luxury Stays - Southdown, in Overcombe, is situated 2.7km from Weymouth Beach, offering easy access to coastal walks and watersports.
This 115 square metre house boasts four bedrooms, two bathrooms, sleeps fifteen guests, and includes a jacuzzi, fitness centre, and garden; Monkey World and Corfe Castle are within easy driving distance.

Premier Pet-Friendly Holiday Rentals in Dorchester

Browse pet-friendly holiday rentals in Dorchester where dogs are always welcome.

Cottage ∙ 3 Bedrooms ∙ 6 Guests - Dorchester
9.7 3 reviews

Cottage ∙ 3 Bedrooms ∙ 6 Guests

cottage, Osmington
This Dorset holiday home is situated near Osmington Mills, less than 1.6km from the Jurassic Coast and 0.2km from a farm shop with tea rooms, offering easy access to Weymouth (8km) and Durdle Door (15.3km).
The three-bedroom property, sleeping six guests plus a dog, boasts two bathrooms, a well-equipped kitchen with a sofa and TV, a gravelled courtyard garden with BBQ, and free parking.
Charming 2-bedroom Cottage With Countryside Views - Dorchester
10 1 review

Charming 2-bedroom Cottage With Countryside Views

apartment, Weymouth
This dog-friendly cottage is located by the River Wey, offering countryside views and a 10-minute drive to Weymouth Bay, providing a secluded retreat with direct access to public footpaths for exploring the Dorset countryside and the Jurassic Coast.
This newly renovated 50 square meter apartment accommodates up to four guests in two bedrooms, featuring a well-equipped kitchen, a bathroom with both bath and shower, and garden and parking facilities.
3 Bed In Dorchester Oc-dc089 - Dorchester
No reviews

3 Bed In Dorchester Oc-dc089

house, Whitcombe
This holiday cottage in Whitcombe, Dorset, is located 17 kilometres from Weymouth Harbour and Monkey World, 29 kilometres from Corfe Castle, and 35 kilometres from Golden Cap.
This 3-bedroom, 2-bathroom property sleeps up to 9 guests and offers a fully equipped kitchen with a dishwasher, a garden, and free WiFi, providing a comfortable base for exploring the surrounding area.
Mellstock, Pet Friendly, With A Garden In Weymouth - Dorchester
8.0 1 review

Mellstock, Pet Friendly, With A Garden In Weymouth

cottage, Weymouth
This pet-friendly cottage near Weymouth is a 7-minute (approx. 4.5km) drive from Weymouth Beach and a 4-minute (approx. 2.5km) drive from the Dorset Area of Outstanding Natural Beauty.
This 105 square metre holiday home sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, and on-site parking, plus WiFi, a TV and DVD player, and laundry facilities; nearby attractions include Monkey World Ape Rescue Centre, Weymouth Harbour, and Bennetts Water Gardens.
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