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Dorchester Cottage Holidays

708 properties found

A house with a deck and garden at Little Retreat in Upwey

Little Retreat

Upwey, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£485

A patio with a round table and chairs under a green umbrella surrounded by potted plants and garden furniture at Sixpenny Cottage in Upwey

Sixpenny Cottage

Upwey, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£486

A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth

Little Brook

Nottington near Weymouth, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£552

A garden with grass a wooden deck with a swing and a patio with chairs and a table at Blue Waters in Weymouth

Blue Waters

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£760

A stone and brick house with arched windows a green door a bench and gravel driveway at The Coach House at Lackington Farm in Piddletrenthide

The Coach House at Lackington Farm

Piddletrenthide, Dorset

3 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£700

A kitchen area with a wooden countertop with fruit bowl wine bottle and glasses a small dining table with a bench seat by a window and a bar stool seating area at The Coach House - Trinity Lodge in Godmanstone near Cerne Abbas

The Coach House - Trinity Lodge

Godmanstone near Cerne Abbas, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£399

An entrance with a door and window at Amber House in Dorchester

Amber House

Dorchester, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£497

A window with champagne and glasses overlooking the sea at 123 On The Sea – The Eaves in Weymouth

123 On The Sea - The Eaves

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£445

A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
Offer

Ocean Retreat

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£773

A living room with a sofa, chair, coffee table and television at 123 On The Sea – Victoria’s Place in Weymouth

123 On The Sea - Victoria’s Place

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£522

Two small wooden huts with open doors on grass surrounded by trees and two wooden chairs with a tree stump table at Sika in Warmwell

Sika

Warmwell, Dorset

2 Guests
1 Beds
No pets

for 7 nights

From

£371

An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth

Fountain Cottage

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£512

A brick house exterior with white framed windows a door a mailbox and a small outdoor table with a bench at Goliath in Brewers Quay Harbour
Offer

Goliath

Brewers Quay Harbour, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£525

A stone and brick cottage with a tiled roof and a small garden beside a road at Way's Forge in Piddlehinton

Way's Forge

Piddlehinton, Dorset

3 Guests
2 Beds
Pet Friendly
Wifi

for 7 nights

From

£508

A street view of stone and brick houses with white doors and windows in Bell Cottage in Dorchester

Bell Cottage

Dorchester, Dorset

2 Guests
1 Beds
Pet Friendly
Wifi

for 7 nights

From

£347

A window looking out onto a harbor with fishing boats and buildings at Embassy Brewers Quay Harbour

Embassy

Brewers Quay Harbour, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£485

A small dining area with a round table set for four near a window with a view of the beach and ocean at 5 The Beaches Weymouth

5 The Beaches

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£511

A street view of brick buildings including Bay View Hotel and a pop-up pizza shop at The Loft @ No36 in Weymouth

The Loft @ No36

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£502

An outdoor garden area with a gravel path picnic table plastic chairs and trees at Riverhouse Lodge in Upwey

Riverhouse Lodge

Upwey, Dorset

4 Guests
2 Beds
No pets
Wifi

for 7 nights

From

£385

A street view of terraced houses with white doors and windows at Angel Cottage in Weymouth

Angel Cottage

Weymouth, Dorset

2 Guests
1 Beds
No pets
Wifi

for 7 nights

From

£317

Looking for somewhere to stay in the heart of Dorset? If so, then booking accommodation in Dorchester is a brilliant option to consider. With a mix of countryside charm and historic character, it’s the perfect spot for your next getaway.

Why Book Accommodation in Dorchester, Dorset?

Dorchester is a lovely market town found in the very centre of Dorset, steeped in history and full of character. As the county town, it’s known for its rich Roman heritage, with a range of fascinating attractions including the remains of a Roman townhouse and the town’s ancient walls.

Aside from its history, Dorchester also boasts a bustling town centre with shops, museums and a regular market that draws in locals and visitors alike. You’ll find plenty of great places to eat and drink here, from cosy pubs to charming cafés.

These Dorchester holiday homes also put you within easy reach of Dorset’s National Landscape boasting picturesque countryside and beautiful coastline. And with a train station resting in the middle of the town, you have easy access to many other pretty spots along the coast too.

So, whether you’re after relaxing walks, beach days, or simply a great location to unwind in, these cottages in Dorchester tick all the boxes.

Places to Visit from your Accommodation in Dorchester, Dorset

There’s plenty to see and do just a short drive from your accommodation in Dorchester, Dorset.

For a traditional seaside experience, take a 20-minute drive south to the coastal town of Weymouth. With its golden beach, charming promenade and bustling harbour, it’s a fantastic place for a family day out. If you have time, stop by Nothe Fort or take a stroll along the South West Coast Path for spectacular sea views. For those that wish to test their swing, be sure to check out one of the gold courses on the outskirts of the town.

Alternatively, visit the lovely village of Wool, also accessible by train. It's a great base for exploring the nearby Lulworth Cove and Durdle Door, two of the most iconic landmarks along the Jurassic Coast. Along the way, enjoy scenic drives through the Dorset countryside and stop off at local farm shops or cafés for a bite to eat.

Other Popular Destinations for booking Dorchester Holiday Homes:

Bournemouth

Poole

Swanage

Wareham

West Bay

Types of Dorset Holidays

As well as this fantastic selection of accommodation in Dorchester, there’s also a full collection of all Dorset holiday cottages to explore. If you're planning a large group getaway, these large cottages in Dorset are well worth a look.

Or, if you'd prefer to experience rural charm, don’t miss these farm cottages in Dorset or these log cabins in Dorset. Looking to stay close to the sea? Be sure to check out these coastal cottages in Dorset too.

Planning something extra-special? Then browse these luxury Dorset cottages or book one of these hot tub cottages in Dorset for added comfort.

There are also plenty of dog-friendly cottages in Dorset for those bringing their pooch along, or if you’re looking to escape soon, these last-minute cottages and short breaks in Dorset may be ideal.

Prefer something different? Then explore these unique glamping pods in Dorset or even a relaxing stay in one of these cottages with swimming pools. And for family fun, take a look at these family-friendly Dorset holidays too.

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