Cheselbourne Vacation Rentals from $175: Search Short-Term Rentals

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Our top choices for Cheselbourne vacation rentals

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

1. 1 bedroom accommodation in Ibberton, Blandford Forum

Ibberton, Blandford Forum

Paul Mitchell

$195 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

2. The Old School House

Dorchester

NIGEL

$625 nightly

Oct 16 - Oct 17

Total with taxes and fees

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.

$502 nightly

Nov 2 - Nov 3

Total with taxes and fees

A beach with a natural rock arch formation.

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

Wool

Kristina

$364 nightly

Oct 13 - Oct 14

Total with taxes and fees

A bathroom with a window, a sink, and two potted plants.

5. Hardy View Farm House

Dorchester

Carol S.

$242 nightly

Oct 26 - Oct 27

Total with taxes and fees

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

6. Private Luxury By The Sea

Poole

Luke

$195 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

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

Poole

Lesley-Anne W.

$450 nightly

Oct 13 - Oct 14

Total with taxes and fees

A stone building with a tiled roof, a wooden bench, and a sign indicating a reception area.

8. Little Norton Mill

Stoke-sub-Hamdon

Timothy Carl

$121 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

9. 2 bedroom accommodation in Goathill, near Sherborne

Goathill, near Sherborne

Jill Leeson

$433 nightly

Oct 31 - Nov 1

Total with taxes and fees

A compact kitchen with a built-in oven, a stainless steel range hood, and a window above the sink.

10. Walkersbase - Nutallergy Friendly - Stay3 - Petsok

Bridport

$158 nightly

Nov 4 - Nov 5

Total with taxes and fees

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

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

Shaftesbury Dorset

Martin K.

$156 nightly

Oct 14 - Oct 15

Total with taxes and fees

A compact living space with a kitchenette, a dining area, and a seating area with a sofa and a table.

12. Barrow Lodge

Blandford Forum

Rene

$379 nightly

Oct 17 - Oct 18

Total with taxes and fees

A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

13. Beautiful NEW 3 bedroom house - garden & parking

Poole

Lee

$224 nightly

Oct 15 - Oct 16

Total with taxes and fees

A modern living room with a sofa, coffee table, and a kitchen area with a washing machine.

14. Streamside Apartments

Yeovil

Anonymous traveler

$134 nightly

Oct 31 - Nov 1

Total with taxes and fees

A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

15. Modern Apartment -Parking & WiFi

Poole Old Town

Paul

$163 nightly

Oct 18 - Oct 19

Total with taxes and fees

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

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

Poole

James

$224 nightly

Oct 15 - Oct 16

Total with taxes and fees

A modern interior with a glass partition, a carpeted floor, and a visible kitchen area in the background.

17. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Poole

Lisa L.

$200 nightly

Oct 13 - Oct 14

Total with taxes and fees

A modern living room with a grey sofa, two armchairs, a coffee table, and a staircase.

18. Brand New 3 Bedroom House -Sleeps 6 - Free Parking

Poole

keith s.

$238 nightly

Oct 13 - Oct 14

Total with taxes and fees

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

19. Elegant Apartment inc. Parking

Poole Old Town

Peter L.

$163 nightly

Oct 15 - Oct 16

Total with taxes and fees

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

20. NEW Poole House 5 mins to Sandbanks +Netflix

Poole

Catherine

$193 nightly

Oct 13 - Oct 14

Total with taxes and fees

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Top Cheselbourne Hotel Reviews

Holiday Inn Express Poole by IHG

8/10 Good

"Nice Close to town Good rate"

Harbour Heights Hotel

8/10 Good

"Views of harbour fabulous and room very spacious along with plenty of amenities such as coffee maker, biscuits etc. staff very friendly and helpful. On the downside there was an engagement party, which was very noisy until midnight, the general soundproofing was very good but could not handle the noise of music and door banging from the party. Breakfast very good with great variety and taste. Very useful lift."

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."

Sandbanks Hotel

8/10 Good

"I stayed here for 1 night with my husband on my birthday. The staff were excellent, expecially Neil the lifeguard in the pool. Disappointing that the sauna was out of order and the gym very small but Neil arranged for us to go to the Haven the next morning to use their pool, gym, steam room and sauna. We had a lovely room with a super king bed and great sea view. The breakfast was good and the dinner excellent."

Find out more about Cheselbourne

Everything you need to know about Cheselbourne 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 Cheselbourne vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Cheselbourne vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cheselbourne vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $175 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cheselbourne rentals

At Expedia, we put the best Cheselbourne 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 Cheselbourne 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 Cheselbourne 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 Cheselbourne. 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

Can I find vacation rentals in Cheselbourne?

Yes, we offer vacation rentals close to the most popular sights in Cheselbourne, or you can choose a more remote option if you're looking for a relaxing stay. Our travelers say Cheselbourne has a good selection of restaurants. Make sure you have time to check out the bars while you're in the area.

What's the top vacation rental that Cheselbourne has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Cheselbourne 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 Cheselbourne?

While exploring the area, visit family-friendly sights like Monkey World Ape Rescue Center, or get outside and enjoy nature at Osmington Bay Beach. Cerne Abbas Giant and Tutankhamun: The Exhibition are a couple of places you'll find in the larger area.

What’s a vacation rental in Cheselbourne like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Cheselbourne. Vacation rentals feature extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.

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Check prices for these dates

Our top choices for Cheselbourne vacation rentals

1. 1 bedroom accommodation in Ibberton, Blandford Forum

2. The Old School House

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

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

5. Hardy View Farm House

6. Private Luxury By The Sea

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

8. Little Norton Mill

9. 2 bedroom accommodation in Goathill, near Sherborne

10. Walkersbase - Nutallergy Friendly - Stay3 - Petsok

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

12. Barrow Lodge

13. Beautiful NEW 3 bedroom house - garden & parking

14. Streamside Apartments

15. Modern Apartment -Parking & WiFi

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

17. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

18. Brand New 3 Bedroom House -Sleeps 6 - Free Parking

19. Elegant Apartment inc. Parking

20. NEW Poole House 5 mins to Sandbanks +Netflix

Find vacation rentals that suit your style

Top Cheselbourne Hotel Reviews

Holiday Inn Express Poole by IHG

Harbour Heights Hotel

George Albert Hotel & Spa

Crown Hotel

The Duchess of Cornwall Inn

The Jubilee Hotel East- with Spa Facilities

Sandbanks Hotel

The Frampton Arms

Best Western Weymouth Hotel Rembrandt

Find out more about Cheselbourne

Frequently asked questions

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