South Benfleet Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in South Benfleet

Exterior
Hogwarts Bed and Continental Breakfast

Hogwarts Bed and Continental Breakfast

3.0 star property
Sheerness
9.4 out of 10, Exceptional, (114)
"This was a lovely place to stay! The breakfast was wonderful also."
Canada
Philip Raymond
The price is ￥10,350
￥12,420 total
includes taxes & fees
Dec 7 - Dec 8
Hogwarts Bed and Continental Breakfast
1 bedroom, iron/ironing board, rollaway beds, free WiFi
Chelmsford Serviced Apartments

Chelmsford Serviced Apartments

5.0 star property
Chelmsford
9.6 out of 10, Exceptional, (52)
"Faultless! Can highly recommend. Lovely bonus to have breakfast and bits and pieces supplied such as coffee etc"
United Kingdom
Lee
The price is ￥24,750
￥29,700 total
includes taxes & fees
Dec 28 - Dec 29
Chelmsford Serviced Apartments
Dining
Palms Hotel & Retreat By Palette|Sta Double

Palms Hotel & Retreat By Palette|Sta Double

Emerson Park
7.0 out of 10, Good, (4)
"Very nice hotel. its very new and an excellent experience. Very friendly staff."
United Kingdom
steven
The price is ￥11,254
￥11,254 total
includes taxes & fees
Dec 14 - Dec 15
Palms Hotel & Retreat By Palette|Sta Double
Cabin | Balcony
Cosy Escape Heated Luxury pod and hot tub

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
Sheerness
10.0 out of 10, Exceptional, (6)
The price is ￥31,183
￥31,183 total
includes taxes & fees
Dec 8 - Dec 9
Cosy Escape Heated Luxury pod and hot tub
Interior
Luxury Home in Dartford

Luxury Home in Dartford

Stone
10.0 out of 10, Exceptional, (1)
"The host was very responsive and proactive in ensuring we checked in and were happy with everything in the property. Would definitely recommend."
United Kingdom
David A.
The price is ￥26,044
￥41,547 total
includes taxes & fees
Dec 6 - Dec 7
Luxury Home in Dartford
Interior
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.

Maidstone
10.0 out of 10, Exceptional, (11)
"I can’t express just how lovely the Lady Florence is. A perfect weekend to kick back and relax. Lovely host, super easy check-in, and kitted out beautifully. Has absolutely everything you need for a very comfortable stay. I will most definitely be booking again!Thanks so much "
United Kingdom
Yona H.
The price is ￥27,530
￥40,778 total
includes taxes & fees
Dec 9 - Dec 10
A Cosy unique luxurious River Boat with Castle Views in Maidstone Lady Florence.
Outdoor dining
Unique Narrowboat Experience in Town Centre Chelmsford Essex create memories

Unique Narrowboat Experience in Town Centre Chelmsford Essex create memories

Chelmsford
The price is ￥16,329
￥19,636 total
includes taxes & fees
Dec 12 - Dec 13
Unique Narrowboat Experience in Town Centre Chelmsford Essex create memories
Property grounds
Luxury Pod-Sleeps 2-Hot Tub-Pets-Garden

Luxury Pod-Sleeps 2-Hot Tub-Pets-Garden

Sheerness
10.0 out of 10, Exceptional, (7)
"Me and my partner stayed here for our anniversary over the weekend and it was everything we were expecting. It was a lovely little cabin with everything you need in it."
United Kingdom
Robert P.
The price is ￥31,212
￥31,212 total
includes taxes & fees
Dec 8 - Dec 9
Luxury Pod-Sleeps 2-Hot Tub-Pets-Garden
5 bedrooms, desk, iron/ironing board, free WiFi
Large Home In Barking 1gbps WiFi & Free Parking

Large Home In Barking 1gbps WiFi & Free Parking

Mayesbrook
10.0 out of 10, Exceptional, (1)
"Super Unterkunft, Gabriel ist sehr freundlich und hilfsbereit. Parkplatz ist direkt vor der Tür. Hinter dem Haus ist ein Riesen Park. Einkaufsmöglichkeiten und die Straßenbahn sind direkt um die Ecke. "
Germany
Doreen W.
The price is ￥20,402
￥43,139 total
includes taxes & fees
Dec 10 - Dec 11
Large Home In Barking 1gbps WiFi & Free Parking
Exterior
BridgeCity The Sleek Modern Condo - Maidstone Gem

BridgeCity The Sleek Modern Condo - Maidstone Gem

Maidstone
10.0 out of 10, Exceptional, (1)
"A warm, cosy apartment with allocated parking space. It is close to the M20 and within walking distance of Maidstone centre and the railway stations. I would definitely go back again."
United Kingdom
Trina L.
The price is ￥11,369
￥32,039 total
includes taxes & fees
Dec 19 - Dec 20
BridgeCity The Sleek Modern Condo - Maidstone Gem
Miscellaneous
Green Cottages

Green Cottages

3.0 star property
Sittingbourne
10.0 out of 10, Exceptional, (11)
"Beautiful cottage in a fantastic, friendly village. It had everything we needed and was located close enough to the places we wanted to visit. Good local walks and a really nice pub over the road. We wouldn't hesitate to stay here again if we are in the area."
United Kingdom
Matthew
The price is ￥51,749
￥62,099 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Green Cottages
Living area
The Brick Retreat In the heart of Leysdown-On-Sea

The Brick Retreat In the heart of Leysdown-On-Sea

Leysdown-on-Sea
The price is ￥22,324
￥30,179 total
includes taxes & fees
Dec 6 - Dec 7
The Brick Retreat In the heart of Leysdown-On-Sea
3 bedrooms, iron/ironing board, WiFi, bed sheets
Homely 3-bedroom House close to shops and also close to the town center

Homely 3-bedroom House close to shops and also close to the town center

Basildon
10.0 out of 10, Exceptional, (1)
"Such a lovely stay! The place felt warm and welcoming, very clean and comfortable. I really enjoyed my time here and would happily come back again. Thank you."
United Kingdom
Marian A.
The price is ￥23,183
￥30,635 total
includes taxes & fees
Dec 16 - Dec 17
Homely 3-bedroom House close to shops and also close to the town center
Apartment | Living area | TV
Cozy Rochester Apartment Retreat

Cozy Rochester Apartment Retreat

3.0 star property
Rochester
8.8 out of 10, Excellent, (3)
"We had a lovely weekend stay at this apartment. It was spotlessly clean, modern and very comfortable-perfect for a relaxing getaway. The kitchen was well-equipped, the beds were cosy and the whole place had a fresh, welcoming feel. The only small thing we noticed was that there weren’t many mirrors, which would have been handy-but that didn’t take away from the overall great experience. Would definitely stay again! "
United Kingdom
Sheniz
The price is ￥21,795
￥31,115 total
includes taxes & fees
Dec 12 - Dec 13
Cozy Rochester Apartment Retreat
Dining
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking

Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking

Sittingbourne
10.0 out of 10, Exceptional, (1)
"Comfortable "
United Kingdom
Chris C.
The price is ￥17,570
￥20,877 total
includes taxes & fees
Dec 7 - Dec 8
Charming Smart 1-bedroom apartment close to Sheerness beach/ WiFi and parking
Dining
The Cottage at Harple Farm

The Cottage at Harple Farm

Detling, near Maidstone
9.4 out of 10, Exceptional, (6)
"Very cosy and quiet and beautiful cottage"
United Kingdom
karen n.
The price is ￥46,301
￥46,301 total
includes taxes & fees
Dec 14 - Dec 15
The Cottage at Harple Farm
Reception
Fantastic Large Room with free parking

Fantastic Large Room with free parking

2.0 star property
Chatham
8.0 out of 10, Very Good, (1)
"House is good comfortable stay, however parking is difficult and is located in a less desired area."
United Kingdom
Scott
The price is ￥24,976
￥29,971 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fantastic Large Room with free parking
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi

Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi

2.0 star property
Sittingbourne
The price is ￥24,804
￥28,111 total
includes taxes & fees
Dec 15 - Dec 16
Modern 2-bedroom apartment in serene Central Sittingbourne with WiFi
Fridge, microwave, oven, stovetop
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed

Chatham
The price is ￥14,883
￥21,167 total
includes taxes & fees
Dec 6 - Dec 7
Bright ensuite Private Room in 2BR Apt – Singles, couples, families allowed
Fridge, microwave, oven, stovetop
Keep it simple and peaceful in this 2-bedroom Brentwood apartment.

Keep it simple and peaceful in this 2-bedroom Brentwood apartment.

Brentwood Town Centre
The price is ￥31,005
￥48,575 total
includes taxes & fees
Dec 6 - Dec 7
Keep it simple and peaceful in this 2-bedroom Brentwood apartment.
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 South Benfleet Hotel Reviews

Holiday Inn Southend by IHG

Holiday Inn Southend by IHG

10/10 Excellent
"Lovely room. Spacious and clean. Super checkin at midnight. Liked all the staff. Very nice breakfast room. "
IAN 1-night trip
Posted 5 days ago
Holiday Inn Southend by IHG

Find out more about South Benfleet

Search for holiday rentals in South Benfleet on Expedia! You can easily find your home rentals, villas, holiday apartments in South Benfleet using one of the methods below:

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Frequently asked questions

Can I find vacation rentals in South Benfleet?

Yes, we have vacation rentals near top sights in South Benfleet, or you can go with a secluded option if you'd like a relaxing place to stay.

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

Cosy Escape Heated Luxury pod and hot tub: This vacation home rental outside of South Benfleet is located on the waterfront and has an outdoor pool, a private yard, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and an electric kettle.

What’s there to see and do in South Benfleet?

While exploring the area, visit family-friendly sights like Festival Leisure Park, or get outside and enjoy nature at Chalkwell Beach. In the larger area, you’ll find Hadleigh Castle and Eastgate Shopping Centre.

What’s a vacation rental in South Benfleet like?

Vacation rentals are privately owned properties you can book for a couple of days or more in South Benfleet. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a small group gathering.