Holiday Lets Dorchester: Cottages & Holiday Homes

Compare 28 holiday lets and Airbnbs in Dorchester, from cottages with hot tubs to homes with pools. Check prices and availability before you book.

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1-20 out of 28
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Greenwood GrangeHoliday home
9.5
Perfect174 total reviews
our site & Booking.com
12 adults
4 bedrooms
6 beds
Map
3.7 km from City Centre1.2 km from Kingston Maurward Animal Park
Hot TubTennis CourtEV Charging
  • Historic building with garden views
  • Electric vehicle charging station
  • On-site tennis court and billiards
From£ 342 /nightSelect
Deer Leap HouseHoliday home
8.2
Great9 total reviews
our site & Booking.com
Map
8.5 km from City Centre500 m from Moreton Railway Station
Outdoor PoolTennis CourtBilliards
  • Seven-bedroom holiday home
  • Seasonal outdoor pool
  • On-site tennis court
From£ 818 /nightSelect
Warmwell LodgeHoliday home
8.9
Great9 total reviews
our site & Booking.com
4 adults
2 bedrooms
2 beds
Map
7.6 km from City Centre
Private GardenFireplaceWashing Machine
  • Private garden with seating area
  • Cosy fireplace in living area
  • Pets allowed in holiday home
From£ 622 /nightSelect
Map
7.6 km from City Centre700 m from Tavern Social Club
Private GardenFitness CentreFree Parking
  • Holiday home with private garden
  • Free on-site private parking
  • Fully equipped kitchen with dishwasher
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7.2
Very good289 total reviews
our site & Booking.com
4 adults
1 bedroom
2 beds
Pet FriendlyFamily RoomsChalet Units
  • Pet-friendly chalet accommodation
  • Family rooms for groups
  • On-site bar and garden
From£ 50 /nightSelect
The Cow ShedHoliday home
8.0
Great2 total reviews
our site & Booking.com
Map
16.3 km from City Centre
Golf CourseFully Equipped KitchenPrivate Parking
  • Eight bedrooms, nine bathrooms
  • Golf course on premises
  • Pet-friendly accommodation
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10.0
Perfect1 total review
our site & Booking.com
Map
10.0 km from City Centre
FireplaceFull KitchenPrivate Parking
  • Holiday home with fireplace
  • Pet-friendly stay available
  • Free private parking on-site
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8.1
Great61 total reviews
our site & Booking.com
4 adults
1 bedroom
2 beds
Map
14.5 km from City Centre1.3 km from Charminster Golf Club
Shepherd HutsBell TentsLive Music
  • Shepherd huts and bell tents
  • On-site darts and live music
  • British cuisine with vegan options
From£ 134 /nightSelect
Poacher'S CottageHoliday home
9.6
Perfect6 total reviews
our site & Booking.com
Map
14.5 km from City Centre1.3 km from Charminster Golf Club
Outdoor PoolSun TerracePicnic Area
  • Seasonal outdoor pool
  • Historic building setting
  • Children's play area
From£ 146 /nightSelect
Cosy CottageHoliday home
Map
6.6 km from City Centre1.6 km from Tavern Social Club
SpaOutdoor PoolSauna
  • On-site spa and sauna
  • Outdoor swimming pool
  • Winter sports nearby
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8 adults
4 bedrooms
2 beds
Map
13.7 km from City Centre200 m from Charminster Golf Club
Private ParkingFull KitchenWashing Machine
  • Four-bedroom holiday home layout
  • Free on-site private parking
  • Pets allowed in accommodation
From£ 445 /nightSelect
9.2
Perfect204 total reviews
our site & Booking.com
Map
500 m from City Centre300 m from Dorset County Museum
Private ParkingFull KitchenBathtub
  • Self-catering with full kitchen
  • Paid private parking
  • Near Athelhampton House
From£ 107 /nightSelect
Primrose CabinApartment
8.8
Great169 total reviews
our site & Booking.com
Map
10.1 km from City Centre1.4 km from Moreton Railway Station
Full KitchenPrivate TerraceOutdoor Dining
  • Pet-friendly cabin with garden
  • Fully equipped kitchen in cabin
  • Winter sports access nearby
From£ 104 /nightSelect
9.0
Perfect120 total reviews
our site & Booking.com
Map
23.5 km from City Centre
Free ParkingFull KitchenPets Allowed
  • Converted from a milking parlour
  • Pets welcome in this holiday home
  • Full kitchen for self-catering
From£ 107 /nightSelect
Honeysuckle CottageHoliday home
8.7
Great114 total reviews
our site & Booking.com
Map
10.2 km from City Centre1.5 km from Moreton Railway Station
Private ParkingSun TerraceOutdoor Fireplace
  • Private beach umbrellas included
  • On-site picnic area with BBQs
  • Winter sports nearby available
From£ 166 /nightSelect
8.9
Great103 total reviews
our site & Booking.com
Map
12.4 km from City Centre
Hot tubPrivate GardenFree Parking
  • Historic building with hot tub
  • Private terrace and garden
  • 3-bedroom with full kitchen
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Tumbleweed 3Apartment
9.5
Perfect64 total reviews
our site & Booking.com
Map
11.9 km from City Centre
KitchenettePrivate PatioWalk-in Shower
  • Private garden and patio
  • Self-catering kitchenette
  • Near Monkey World
From£ 101 /nightSelect
8.3
Great51 total reviews
our site & Booking.com
4 adults
2 bedrooms
2 beds
Map
11.7 km from City Centre
Private EntranceGarden ViewKitchenette
  • Garden view apartment with private entrance
  • In-room continental vegetarian breakfast
  • Board games and hiking on site
From£ 104 /nightSelect
Hardy View Farm HouseHoliday home
9.6
Perfect70 total reviews
our site & Booking.com
Map
8.4 km from City Centre
Free ParkingOutdoor DiningBoard Games
  • Continental breakfast with fresh pastries
  • Walk-in shower and fireplace
  • Quiet street view with garden
From£ 132 /nightSelect
9.0
Perfect41 total reviews
our site & Booking.com
Map
16.5 km from City Centre
Free ParkingFishingTerrace
  • Fishing on site
  • Sea view from terrace
  • Pets allowed
From£ 91 /nightSelect
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Looking for a self-catering base to explore the Dorset countryside? Dorchester offers a range of holiday lets, from cosy cottages to quirky bunkers. These holiday homes give you the freedom to cook your own meals, relax in private gardens, and often enjoy extras like hot tubs or outdoor pools. Whether you're travelling with family or seeking a quiet retreat, there's a property to match your needs, with many rated 'Very Good' or higher by previous guests.

Budget-wise, expect to pay anywhere from £80 per night for a basic cottage to £200+ for larger, amenity-rich homes. Top-rated options include Greenwood Grange, a 4-star holiday home with a hot tub, tennis court, and EV charging, and Poacher's Cottage, a historic building with a seasonal outdoor pool. For a unique stay, consider The Transmitter Bunker, a two-bedroom abode with river views and a fireplace. When booking, check for free parking-many properties offer it-and decide if you prefer to be close to Dorchester's town centre or nestled in the surrounding countryside.