Dorchester Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Dorchester vacation rentals

Property grounds

Little Green Cottage. Cosy cottage tucked away in heart of historic Dorchester

Little Green Cottage. Cosy cottage tucked away in heart of historic Dorchester
Dorchester
The price is CA $336
CA $380 total
includes taxes & fees
Jun 7 - Jun 8
Little Green Cottage. Cosy cottage tucked away in heart of historic Dorchester
Interior

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is CA $289
CA $328 total
includes taxes & fees
Jun 18 - Jun 19
Hardy View Farm House
Shower

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is CA $611
CA $611 total
includes taxes & fees
Jun 11 - Jun 12
The Halt Maiden Newton, Dorset
Cottage | Interior

Pound Cottage

Pound Cottage
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Lovely peaceful place "
United Kingdom
Enid
The price is CA $529
CA $635 total
includes taxes & fees
Jun 13 - Jun 14
Pound Cottage
Dining

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue

4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
3.0 star property
Dorchester
The price is CA $1,148
CA $1,601 total
includes taxes & fees
Jun 18 - Jun 19
4 Bed-2 Bath-bar-pool Table-library- Xmas Venue
Cottage

The Halt

The Halt
3.0 star property
Dorchester
The price is CA $495
CA $593 total
includes taxes & fees
Jun 11 - Jun 12
The Halt
Interior

2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is CA $684
CA $821 total
includes taxes & fees
Jun 9 - Jun 10
2 Bathsheba Terrace
Property grounds

The Coach House - Trinity Lodge

The Coach House - Trinity Lodge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Klein, aber fein, sehr ruhige Lage alles sehr sauber mit dem Hund ideal Zentral gelegen Umkreis von einer knappen Stunde kann man ne ganze Woche jeden Tag was anderes anschauen der Gastgeber sehr angenehm"
Germany
Steffen
The price is CA $553
CA $664 total
includes taxes & fees
Jun 13 - Jun 14
The Coach House - Trinity Lodge
Exterior

Bubbs Cottage

Bubbs Cottage
2.0 star property
Dorchester
The price is CA $821
CA $985 total
includes taxes & fees
Jun 21 - Jun 22
Bubbs Cottage
Cottage | Interior

Little Berwick Cottage

Little Berwick Cottage
3.0 star property
Dorchester
Little Berwick Cottage
Outdoor dining

June Cottage

June Cottage
2.0 star property
Dorchester
The price is CA $1,003
CA $1,204 total
includes taxes & fees
Jun 24 - Jun 25
June Cottage
Interior

The Cow Shed

The Cow Shed
3.0 star property
Dorchester
The price is CA $1,534
CA $1,841 total
includes taxes & fees
Jun 8 - Jun 9
The Cow Shed
Outdoor dining

Eweleaze

Eweleaze
2.0 star property
Dorchester
The price is CA $696
CA $835 total
includes taxes & fees
Jul 4 - Jul 5
Eweleaze
Cottage | Interior

Sea Views

Sea Views
3.5 star property
Dorchester
The price is CA $1,084
CA $1,301 total
includes taxes & fees
Jun 30 - Jul 1
Sea Views
Cottage | Private kitchen

Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
The price is CA $806
CA $967 total
includes taxes & fees
Jun 26 - Jun 27
Way's Forge
Cottage | Interior

Blueberry Cottage

Blueberry Cottage
4.0 star property
Dorchester
The price is CA $932
CA $1,118 total
includes taxes & fees
Jun 8 - Jun 9
Blueberry Cottage
Exterior detail

The White House

The White House
2.0 star property
Dorchester
The price is CA $1,374
CA $1,649 total
includes taxes & fees
Jun 11 - Jun 12
The White House
Exterior

Spindleberry Hut

Spindleberry Hut
3.0 star property
Dorchester
Spindleberry Hut
Cottage | Interior

Mill House

Mill House
3.0 star property
Dorchester
The price is CA $2,121
CA $2,121 total
includes taxes & fees
Jun 11 - Jun 12
Mill House
Exterior

The Elbow

The Elbow
3.0 star property
Dorchester
The price is CA $891
CA $1,069 total
includes taxes & fees
Jun 8 - Jun 9
The Elbow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dorchester Hotel Reviews

Old Ship Inn

Old Ship Inn

4/10 Poor
"Not worth the price unfortunately. The beds were made up nicely and comfortable but the curtains have mould at the bottom and the curtain pole isn’t secure so it fell and hurt my hand when I went close the curtains. The bathroom had empty shower gel and soap dispensers. We went out for dinner but on returning the pub door was locked as they closed early. Luckily, a member of staff was still there to let us in and then kindly informed us that there is a back entrance too which we didn’t know before. No one was around at check out time (11am) so we just left the keys in the room. Will not stay again. I have no idea how some have rated this place 10/10. I’m just glad my young children did not get hurt but I left with a lovely bruise on my hand."
Sarah 1-night trip
Posted 6 hours ago
Old Ship Inn

Find out more about Dorchester

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dorchester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Dorchester?

Yes, we give you a choice of vacation rentals in Dorchester close to Kingston Maurward Park and Gardens, or you can choose a secluded option if you're looking for a relaxing stay. Visitors like the lively bars and countryside in Dorchester. Allow plenty of time to check out the museums and coffeehouses during your visit.

What's the top vacation rental in Dorchester?

The Boho - Large house - 4 min walk Town/Beach: You might want to consider this vacation rental near Dorchester, which is located in the city center and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals will I find in Dorchester?

With 92 Expedia vacation rentals, you're sure to find just the right place for your Dorchester stay.

What can I see and do in Dorchester?

Cultural attractions include Tutankhamun: The Exhibition and Sculpture by the Lakes, whereas Weymouth Bay and Dorset and East Devon Coast are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include West Bexington Beach and Kingston Maurward Park and Gardens.

What are vacation rentals like in Dorchester?

Vacation rentals are privately owned accommodations you can book for several days or longer in Dorchester. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for small groups.