Dorchester Vacation Rentals from CA $998: Short-Term Rentals for 2026

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Our top choices for Dorchester vacation rentals

A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

1. 2 Bathsheba Terrace

Dorchester

Rachael

CA $829 total

includes taxes & fees

Oct 22 - Oct 23

A building with a black door, a lion statue in front, and a sign reading "The Town House".

2. The Town House

Dorchester

CA $1,632 total

includes taxes & fees

Oct 22 - Oct 23

A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

3. Agua de Plata, 26 Wakeling Island, Silverlake

Dorchester

barry

CA $1,557 total

includes taxes & fees

Oct 22 - Oct 23

A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

4. The Old School House

Dorchester

NIGEL

CA $1,069 total

includes taxes & fees

Oct 22 - Oct 23

A cozy living room with a television, a sofa, and a coffee table. There is a kitchen area with cabinets and a dining table.

5. Frome Lodge House

Dorchester

CA $917 total

includes taxes & fees

Oct 31 - Nov 1

A rustic kitchen with wooden beams, a stone wall, a sink, a stove, and a washing machine.

6. Way's Forge

Dorchester

Virginia

CA $976 total

includes taxes & fees

Nov 11 - Nov 12

A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

7. The Coach House - Trinity Lodge

Dorchester

Steffen

CA $671 total

includes taxes & fees

Oct 30 - Oct 31

A wooden pedestrian bridge with metal railings, leading to a gravel area.

8. The Orchard

Dorchester

CA $1,144 total

includes taxes & fees

Oct 22 - Oct 23

A large, historic building with multiple stories and a symmetrical facade, surrounded by a well-maintained lawn.

9. Blueberry Cottage

Dorchester

CA $1,130 total

includes taxes & fees

Nov 3 - Nov 4

A coastal beach with a prominent rock formation, clear blue waters, and a sandy shoreline.

10. Warmwell Lodge

Dorchester

CA $1,128 total

includes taxes & fees

Oct 30 - Oct 31

A traditional stone cottage with a thatched roof, a blue door, and a sign reading 'Tudor Cottage.'

11. The Elbow

Dorchester

CA $926 total

includes taxes & fees

Oct 22 - Oct 23

A patio with a stone wall, a table with chairs, a bench, and a small stream.

12. Riverside 67 Dorchester Road

Dorchester

CA $1,461 total

includes taxes & fees

Oct 22 - Oct 23

A cozy loft bedroom with a bed, TV, and a view of the outdoors.

13. The Halt

Dorchester

CA $600 total

includes taxes & fees

Oct 22 - Oct 23

A conservatory with a glass enclosure, a patio with a table and chairs, and a brick house in the background.

14. June Cottage

Dorchester

CA $1,215 total

includes taxes & fees

Oct 23 - Oct 24

A kitchen with a marble countertop, a loaf of bread, a magazine, and a coffee menu on the wall.

15. Norden House

Dorchester

CA $1,501 total

includes taxes & fees

Oct 22 - Oct 23

A conservatory with a stone exterior, wooden benches, and a picnic table.

16. Pound Cottage

Dorchester

Enid

CA $642 total

includes taxes & fees

Oct 31 - Nov 1

A stone building with a dark facade, multiple windows, and a small front garden with a wooden table and chairs.

17. Sea Views

Dorchester

CA $1,315 total

includes taxes & fees

Oct 22 - Oct 23

A cozy outdoor seating area with wicker furniture and a glass table, adjacent to a house with a sloped roof and a chimney.

18. The Coach House at Lackington Farm

Dorchester

CA $1,324 total

includes taxes & fees

Nov 1 - Nov 2

A bedroom with a tufted headboard, a large bed with multiple pillows, a bedside table with a lamp, a window with a view of trees, and a ceiling light fixture.

19. Willowbrook Cottage

Dorchester

CA $1,026 total

includes taxes & fees

Oct 23 - Oct 24

A single-story house with a fenced yard, a large tree, and a wooden fence.

20. Spindleberry Hut

Dorchester

CA $998 total

includes taxes & fees

Oct 26 - Oct 27

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Top Dorchester Hotel Reviews

The Frampton Arms

10/10 Excellent

"Had a one night stay here in room 9 really lovely place, good sized room, comfy bed, good shower! We didn’t eat here but the food smelled and looked delicious, we had a drink in the bar which was lovely. Breakfast was a bit disappointing as it was just continental which I don’t normally mind but the croissant and other pastries were the packet ones which in my opinion are a real let down and also only white bread for toast which I wouldn’t normally eat. I will definitely stay here again though as all the staff I encountered were lovely, very accommodating and extremely helpful."

The Royal Lion Hotel

10/10 Excellent

"Excellent position right on the high street, newly refurbished room looking over the Main Street in Lyme. Great shower and ensuite, excellent white bed linen. Excellent breakfast with lovely friendly serving staff, and very good coffee. I have stayed before and often there is no one manning the bar and you have to delay to be served. For a pub hotel this is a great stay. Shame last time I stayed the swimming pool was out of action with a broken lock and again this time it was out of action."

Laguna Hotel

10/10 Excellent

"I really liked the vibe of Laguna hotel and would stay there again. I feel like the hospitality is from another era. If you don't mind walking a bit, there is a nice park that stretches all the way to the beach without too much walking along streets and so it was nice to have a long weekend with nice strolls instead of running up the uber bill. Walkable for restaurants as well."

Bournemouth Highcliff Marriott Hotel

8/10 Good

"This was our second visit to this hotel. We really love the location, the breakfast buffet, and the friendly and helpful staff. Parking is a challenge, we were out all day everyday and when we returned the hotel parking lot was usually completely full. We were only able to park onsite 3 out 7 nights. The breakfast buffet is excellent and the staff were top notch. Everyone but one lady was very kind and welcoming."

The Duchess of Cornwall Inn

10/10 Excellent

"Lovely clean large room. Great tv with a superb picture. Plenty of tea / coffee and biscuits welcome tray. We were surprised how quiet our sleep was, the pub below was busy but no sound from it. The decoration of the whole venue is incredible with so much to look at. There is a lot of car spaces but the area is very busy so it’s a bit of a search to find one."

Find out more about Dorchester

Everything you need to know about Dorchester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dorchester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dorchester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dorchester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dorchester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dorchester vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dorchester vacation rentals we have selected for you start as low as CA $998 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dorchester rentals

At Expedia, we put the best Dorchester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dorchester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dorchester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dorchester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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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?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: Visitors like this Dorchester vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Dorchester?

With 44 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 Dinosaur Museum, 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 Warmwell Holiday Park Ski Slope 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.

Dorchester Vacation Rentals

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Check prices for these dates

Our top choices for Dorchester vacation rentals

1. 2 Bathsheba Terrace

2. The Town House

3. Agua de Plata, 26 Wakeling Island, Silverlake

4. The Old School House

5. Frome Lodge House

6. Way's Forge

7. The Coach House - Trinity Lodge

8. The Orchard

9. Blueberry Cottage

10. Warmwell Lodge

11. The Elbow

12. Riverside 67 Dorchester Road

13. The Halt

14. June Cottage

15. Norden House

16. Pound Cottage

17. Sea Views

18. The Coach House at Lackington Farm

19. Willowbrook Cottage

20. Spindleberry Hut

Find vacation rentals that suit your style

Top Dorchester Hotel Reviews

The Frampton Arms

Find out more about Dorchester

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