Dewlish Vacation Rentals from CA $266: Short-Term Rentals for 2026

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Our top choices for Dewlish vacation rentals

A kitchen with wooden cabinets, a central island, a brick wall, and a window with a view.

1. Manor Farm Barn

Dorchester

CA $3,969 total

includes taxes & fees

Oct 1 - Oct 2

A rustic kitchen with wooden beams, a stone wall, and a built-in oven.

2. Way's Forge

Dorchester

Virginia

CA $969 total

includes taxes & fees

Oct 4 - Oct 5

A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

3. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

Winterborne Whitechurch

"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...

Stacia B.

CA $680 total

includes taxes & fees

Oct 7 - Oct 8

A small wooden structure with a door and steps leading up to it, surrounded by greenery and a picnic table with cushions.

4. 1 bedroom accommodation in Ibberton, Blandford Forum

Ibberton, Blandford Forum

Paul Mitchell

CA $334 total

includes taxes & fees

Oct 11 - Oct 12

A beach with a natural rock arch formation.

5. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Wool

Kristina

CA $514 total

includes taxes & fees

Sep 21 - Sep 22

A stone house with a red-tiled roof, surrounded by a pond with reflections and greenery.

6. 2 bedroom accommodation in Goathill, near Sherborne

Goathill, near Sherborne

Jill Leeson

CA $574 total

includes taxes & fees

Sep 27 - Sep 28

A modern living room with a grey sofa, yellow cushions, a yellow rug, and a large window with curtains.

7. Brand NEW 3 bedroom house - garden & parking +wifi

Poole

James

CA $346 total

includes taxes & fees

Sep 15 - Sep 16

A dining area with a round table, wicker chairs, and a view of boats at a marina.

8. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Poole

Lesley-Anne W.

CA $636 total

includes taxes & fees

Sep 25 - Sep 26

A modern kitchen with white cabinets, a built-in oven, and a dining area with a table set for four.

9. Beautiful Poole House 5 mins to Sandbanks +Netflix

Poole

Namrata R.

A modern kitchen with a central island, a built-in washing machine, and a dining area with two chairs.

10. NEW Poole House 5 mins to Sandbanks +Netflix

Poole

Catherine

CA $316 total

includes taxes & fees

Sep 13 - Sep 14

A modern kitchen with a dining table set for two, featuring a white plate, a bowl, a wine glass, and a decorative centerpiece.

11. ⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

Parkstone

Hannah L.

CA $282 total

includes taxes & fees

Sep 14 - Sep 15

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

12. The Old School House

Dorchester

NIGEL

CA $1,060 total

includes taxes & fees

Sep 16 - Sep 17

A bedroom with a bed, a bedside table with a lamp, a window with curtains, and a cityscape painting on the wall.

13. Brand New 4 Bedroom House -Sleeps 9 - Free Parking

Poole

Daniel S.

CA $441 total

includes taxes & fees

Sep 17 - Sep 18

A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

14. Private Luxury By The Sea

Poole

Luke

CA $266 total

includes taxes & fees

Oct 4 - Oct 5

A two-story building with a blue storefront labeled "The Dorsel Store."

15. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

Shaftesbury Dorset

Martin K.

CA $221 total

includes taxes & fees

Sep 29 - Sep 30

A coastal beach with a pier extending into the sea, a clear sky, and a few people walking along the shore.

16. Pamper house holiday home and annex

Ferndown

Kristina M.

CA $2,045 total

includes taxes & fees

Sep 28 - Sep 29

A modern hotel room with a bed, a black tray with pastries, a window with a view, and a wall-mounted shelf with a plant.

17. Stylish modern retreat overlooking Poole Quay

Poole

David R.

CA $344 total

includes taxes & fees

Sep 13 - Sep 14

A modern living room with a sofa, a coffee table, and a skylight.

18. Stunning 3 bedroom Penthouse Apartment Free 2 Park

Poole Old Town

Dave

CA $423 total

includes taxes & fees

Sep 13 - Sep 14

A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

19. WOW! 4-Bed Home Newly Renovated! Great Location!

Bournemouth, Christchurch and Poole

Harriet

CA $626 total

includes taxes & fees

Sep 13 - Sep 14

A modern living room with a sofa, a round table, and a television mounted on the wall.

20. Elegant Apartment inc. Parking

Poole Old Town

Peter L.

CA $316 total

includes taxes & fees

Sep 13 - Sep 14

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Top Dewlish Hotel Reviews

Holiday Inn Express Poole by IHG

8/10 Good

"Breakfast is very average and the electric charging doesn’t work if you have a rental car (physical tags needed to activate system), luckily we had a hybrid ."

Sleeping Bear Hotel Dorchester

10/10 Excellent

"I stayed at the Sleeping Bear as a base for a two night trip to the Jurassic coast. I travelled by rail, its a ten minute walk up from the station with nearby bus stops close by. I stayed in room 2 in the courtyard, I appreciated this as I'm not good with stairs. This was a good size room, with a double bed and a large ensuite bathroom. There's freeview tv& hot drinks and biscuits: They also offered free premium coffee from a maker in the lobby. Although the restaurant isn't currently in use, there's a excellent selection of café and restaurants nearby for breakfast. All in all a good stay."

The Jubilee Hotel East- with Spa Facilities

8/10 Good

"Enjoyed the stay, bed was nice n comfortable and a working tv . Just basic inside , carpet had and decor had seen better days , said to be gold standard, i'd say bronze at best. The hotel in general was nice . Parking is not the best and £10 a night , but i suppose it's safe though. A lot to offer if you want to keep spending and a tad expensive. Weather made the stay better."

Find out more about Dewlish

Everything you need to know about Dewlish 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 Dewlish 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 Dewlish vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dewlish vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dewlish. 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 Dewlish 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 Dewlish vacation rentals we have selected for you start as low as CA $266 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dewlish rentals

At Expedia, we put the best Dewlish 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 Dewlish 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 Dewlish 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 Dewlish. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Dewlish?

Yes, there are vacation rentals close to well known attractions in Dewlish, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Dewlish has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: Visitors like this Dewlish vacation home rental. It comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Dewlish?

While exploring the area, visit family-friendly sights like Monkey World Ape Rescue Center, or get outside and enjoy nature at Dorset National Landscape. In the larger area, you’ll find Warmwell Holiday Park Ski Slope and The Tank Museum.

What’s a vacation rental in Dewlish like?

Vacation rentals are private properties where you can stay for several days or longer in Dewlish. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.

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Check prices for these dates

Our top choices for Dewlish vacation rentals

1. Manor Farm Barn

2. Way's Forge

3. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

4. 1 bedroom accommodation in Ibberton, Blandford Forum

5. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

6. 2 bedroom accommodation in Goathill, near Sherborne

7. Brand NEW 3 bedroom house - garden & parking +wifi

8. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

9. Beautiful Poole House 5 mins to Sandbanks +Netflix

10. NEW Poole House 5 mins to Sandbanks +Netflix

11. ⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

12. The Old School House

13. Brand New 4 Bedroom House -Sleeps 9 - Free Parking

14. Private Luxury By The Sea

15. A spacious, well equipped private annexe with garden and parking in Shaftesbury.

16. Pamper house holiday home and annex

17. Stylish modern retreat overlooking Poole Quay

18. Stunning 3 bedroom Penthouse Apartment Free 2 Park

19. WOW! 4-Bed Home Newly Renovated! Great Location!

20. Elegant Apartment inc. Parking

Find vacation rentals that suit your style

Top Dewlish Hotel Reviews

Holiday Inn Express Poole by IHG

Best Western Weymouth Hotel Rembrandt

Haven Hotel

Sandbanks Hotel

The Durley Dean Hotel

Hotel du Vin & Bistro Poole

Laguna Hotel

Sleeping Bear Hotel Dorchester

The Jubilee Hotel East- with Spa Facilities

Find out more about Dewlish

Frequently asked questions

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