Southend-on-Sea Vacation Rentals

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In two weeks
Oct 10 - Oct 12
In two months
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Dec 19 - Dec 21
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Jan 16 - Jan 18

Vacation Rentals in Southend-on-Sea

Hogwarts Bed and Continental Breakfast
Exterior

Hogwarts Bed and Continental Breakfast

3.0 star property
9.4 out of 10, Exceptional, (114)
"Very impressed with our stay the hosts where very friendly very helpful breakfast is good overall very comfortable stay and hosts cant help u enough and we loved the horses "
The price is ￥9,982
￥11,978 total
includes taxes & fees
Sep 25 - Sep 26
Hogwarts Bed and Continental Breakfast
The Lower Bell
Restaurant

The Lower Bell

3.0 star property
7.8 out of 10, Good, (147)
"Clean comfortable proprty"
The price is ￥11,645
￥13,974 total
includes taxes & fees
Sep 28 - Sep 29
The Lower Bell
Staycations Maldon Suites
Exterior

Staycations Maldon Suites

4.0 star property
9.6 out of 10, Exceptional, (12)
"The place was huge the value wonderful parking right out back great people food, just walk everywhere myself wife and daughter came all the way from the USA and couldn't have ask for better."
The price is ￥19,132
￥22,959 total
includes taxes & fees
Sep 29 - Sep 30
Staycations Maldon Suites
Ardens Lodge
Room amenity

Ardens Lodge

2.5 star property
2.4 out of 10, (5)
"Arrived at the property and called to check in. Was told that property was closed for refurbishment and I had to go to a different property managed by them 15 minutes away. Got there and room was minimal and bare. Host was nice but it wasn’t an aparthotel as the original one was advertised as. I left and booked a night at a local Travelodge instead. "
Ardens Lodge
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
Dining

Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach

9.8 out of 10, Exceptional, (99)
"What a lovely place to stay. Both indoors and the garden space felt really welcoming and homely. Amazing location as well. "
Cosy Fisherman’s Cottage, minutes from High Street, Harbour & Beach
Lady Florence, Maidstone a Cosy River Boat with Castle Views
Interior

Lady Florence, Maidstone a Cosy River Boat with Castle Views

9.8 out of 10, Exceptional, (9)
"That was a fantastic quite lovely place 100 percent I suggest it to everyone"
Lady Florence, Maidstone a Cosy River Boat with Castle Views
Japanese Tea House
Spa

Japanese Tea House

Japanese Tea House
Countryside Escape in Beautiful Cosy Cottage
Property grounds

Countryside Escape in Beautiful Cosy Cottage

Countryside Escape in Beautiful Cosy Cottage
Pilgrim's Lookout Whitstable Holiday Home
Apartment (2 Bedrooms) | Dining room

Pilgrim's Lookout Whitstable Holiday Home

3.0 star property
8.0 out of 10, Very Good, (3)
"Convenient for town and free parking nearby. Beds were comfy but there were a few cleanliness issues especially in the Communal hallway. Lacked a few kitchen essentials and we were surprised to be expected to take our rubbish home. That’s simply not practical for most people! "
Pilgrim's Lookout Whitstable Holiday Home
Birds Farm
Duplex, 2 Bedrooms | Private kitchen | Mini-fridge, microwave, oven, stovetop

Birds Farm

3.0 star property
9.2 out of 10, Wonderful, (10)
"We loved it here, had a a good couple of nights with friends. Beautiful apartment, amazing mattresses and pillows, very quiet environment. The pool wasn’t open and some work was happening but you can tell it’s going to look amazing once they put it all together and summer prep work is expected at this time of year. Kara was fab and we met a super helpful housekeeper who is doing a degree who was a literal walking tourist information centre. Great atmosphere all round ."
The price is ￥16,969
￥20,363 total
includes taxes & fees
Sep 27 - Sep 28
Birds Farm
Green Cottages
Miscellaneous

Green Cottages

3.0 star property
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."
The price is ￥49,909
￥59,890 total
includes taxes & fees
Sep 28 - Sep 29
Green Cottages
Greyfriars
Apartment | Living area | Flat-screen TV

Greyfriars

3.0 star property
9.6 out of 10, Exceptional, (15)
"Great flat for a holiday"
Greyfriars
Chelmsford Serviced Apartments
1 bedroom, iron/ironing board, rollaway beds, free WiFi

Chelmsford Serviced Apartments

5.0 star property
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"
The price is ￥22,938
￥27,526 total
includes taxes & fees
Oct 16 - Oct 17
Chelmsford Serviced Apartments
Truly Kentish Holiday Lets
Comfort Cabin, Private Bathroom (Cherry Pickers) | Exterior

Truly Kentish Holiday Lets

3.5 star property
10.0 out of 10, Exceptional, (7)
"Lovely peaceful location. Property accurately depicted in the photos. Lovely grounds and great hosts"
Truly Kentish Holiday Lets
8 Berth Holiday Home at St Osyth Holiday Park
Casino

8 Berth Holiday Home at St Osyth Holiday Park

2.0 out of 10, (1)
"Disappointed with the service, my holiday home was cancelled as the host doubled booked and couldn’t get us another place to stay and was travelling with my 10 year old disabled child. The host was very unprofessional and rude."
8 Berth Holiday Home at St Osyth Holiday Park
Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.
Beach nearby

Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.

9.4 out of 10, Exceptional, (9)
"We had a lovely week location was great everything within walking distance "
Two minutes from beach. Cosy pet-friendly cottage in cool location with garden.
Shapelesslodge.com
Exterior detail

Shapelesslodge.com

9.6 out of 10, Exceptional, (35)
"I’ve never been in a property that clean. It’s a touch small, so I wouldn’t stay there for long stretches, but as a weekend getaway it’s perfect. "
Shapelesslodge.com
Peaceful 3-bedroom caravan with WiFi in charming Warden
Private kitchen

Peaceful 3-bedroom caravan with WiFi in charming Warden

The price is ￥26,052
￥34,437 total
includes taxes & fees
Sep 25 - Sep 26
Peaceful 3-bedroom caravan with WiFi in charming Warden
Parkway House
Apartment, Accessible, Private Bathroom | Interior

Parkway House

3.5 star property
9.4 out of 10, Exceptional, (16)
"The apartment was clean, fresh and very cosy. Its like home away from home. Everything was in place, and in working orders. "
The price is ￥18,133
￥31,742 total
includes taxes & fees
Sep 30 - Oct 1
Parkway House
Cosy Escape Heated Luxury pod and hot tub
Cabin | Balcony

Cosy Escape Heated Luxury pod and hot tub

3.0 star property
10.0 out of 10, Exceptional, (5)
The price is ￥30,117
￥30,117 total
includes taxes & fees
Sep 29 - Sep 30
Cosy Escape Heated Luxury pod and hot tub
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 Southend-on-Sea Hotel Reviews

The Hope Hotel

The Hope Hotel

10/10 Excellent
"The overnight stay was a pleasure the staff were welcoming and helpful. The bar is well stocked and the cooked breakfast very tasty. The building looks a bit tired not surprising as it is originally an 18th century coaching inn but that didn’t spoil our stay."
Debbie 1-night trip
Posted 5 days ago
The Hope Hotel

Find out more about Southend-on-Sea

Find out more about Southend-on-Sea

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

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Look no further and take a look at our great range of rental properties in Southend-on-Sea!

Explore a world of travel with Expedia

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Frequently asked questions

Are there vacation rentals in Southend-on-Sea?

Yes, there are vacation rentals in Southend-on-Sea close to Southend Pier, or you can go with a more remote option if you're looking for a relaxing stay. Visitors to Southend-on-Sea speak positively about the scenic seaside and lively bars in this destination. Make sure you have time to check out the gardens and golf courses during your trip.

What are some of the best vacation home rentals that Southend-on-Sea has to offer?

Cosy Escape Heated Luxury pod and hot tub: This vacation home rental outside of Southend-on-Sea 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.

How many vacation rentals are there in Southend-on-Sea?

Expedia has 20 vacation rentals for your stay in Southend-on-Sea.

What can I see and do in Southend-on-Sea?

Cultural attractions include New Empire Theatre and Southend-On-Sea Pier Museum, whereas Southend Beach and Thorpe Bay Beach are a couple of picturesque spots to enjoy the outdoors. While here, Southend Pier and Adventure Island are other places worth a visit.

What are vacation rentals like in Southend-on-Sea?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Southend-on-Sea. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for families.