Family-friendly vacation rentals in Southend-on-Sea

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Top-rated family-friendly rentals in Southend-on-Sea

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Guest favorite

Home in Whitstable

4.92 out of 5 average rating, 707 reviews

Soak up the Cool, Coastal Style at a Harbour Hideaway

Snuggle up in the azure, panelled bedroom at this cosy bolthole after a day at the beach in the sea air. Step through the dusky-pink door, whip up a snack in the snug, chic kitchen, then curl up on the sofa next to the rustic log pile. Featured in Cosmopolitan 2020 “10 of the coolest places to stay in Whitstable” https://www.cosmopolitan.com/uk/entertainment/travel/g33322282/airbnb-whitstable/ And Time Out 2021 “The best Airbnbs in Whitstable” https://www.timeout.com/whitstable/travel/best-airbnbs-in-whitstable-kent This quaint, seaside haven sits directly opposite Whitstable's iconic harbour and beach. The central location is on the doorstep of the town's fashionable restaurants, bars, and boutiques.

Apr 9 – 16

G$30,991 GYD per night

Guest favorite

Guest suite in Southend-on-Sea

4.91 out of 5 average rating, 527 reviews

Quiet & Cosy Annex, Garden Outlook

Clean & bright 'Ground Floor Annex'; double room & separate en-suite area, 'The Annex' has a lovely garden outlook & its own entrance. Guests have the privacy of 'The Annex' (Adjoined - Guest Suite) with its own entrance to come-&-go as and when they please. A short distance to Southend Airport & Railway links to London. Explore the area - Southend Seafront, Pier & Town; Garons Festivals & Sports; Southends Events & Theatres . Early 'Check in' on request for Events, Weddings etc Relax & Enjoy !

Sep 9 – 16

G$12,740 GYD per night

Guest favorite

Bungalow in West Mersea

4.96 out of 5 average rating, 161 reviews

Secret Mersea Retreat - late booking discounts!

You won't be disappointed! This Secret Mersea Island retreat offers stylish contemporary-styled self-contained accommodation in West Mersea just minutes from the anchorage, restaurants, world-famous Company shed, yacht club and local cafes. This is a real couples or small family getaway. The living area is open plan to the dining and kitchen areas, the double bedroom overlooks the courtyard garden and a contemporary-styled bathroom has both a bath and walk-in shower. Small pets welcome. Parking

Mar 12 – 19

G$24,253 GYD per night

Guest favorite

Guest suite in Canterbury

4.94 out of 5 average rating, 425 reviews

Secluded self-contained annexe facing woods

Located in the countryside yet very close to Canterbury , University & Whitstable. This room is completely private and not overlooked, with its own private patio. Connected to the house but with its own entrance . A great place to unwind but also convenient for all of Canterbury's many attractions. Breakfast is left for you in the kitchen to be prepared by yourself at leisure. The breakfast is as listed; tea or coffee, toast and butter and two types of jam and granola . We allow one good dog .

Mar 13 – 20

G$21,028 GYD per night

Guest favorite

Apartment in Southend-on-Sea

4.89 out of 5 average rating, 136 reviews

SEA VIEW apartment - 3 min walk from Old Leigh

The apartment is perfectly positioned with Old Leigh cockle sheds and pubs a 3-minute walk down the hill and the shops & cafes of Leigh just 3 minutes walk up the hill. The apartment has a splendid view of the estuary from the main living area. There are 2 bedrooms, one of which has a view of the sea too! Being a ground floor flat there is easy access to the shared lawn outside. There is a designated car-parking space. Leigh station is a 15-minute walk away and 55 mins from London Fenchurch st.

Aug 2 – 9

G$28,052 GYD per night

Guest favorite

Condo in Canterbury

4.91 out of 5 average rating, 181 reviews

Very CENTRAL, Safe, Modern City Centre Apartment

Modern, secure and well equipped comfortable Apartment in a lovely City Centre neighbourhood. Located inbetween the two rail stations and suitable for Kent and Christ Church Universities. You will be a 2min walk to the cathedral gate. My 'Blue Apartment' has a stylish well proportioned bedroom with a walk-in wardrobe, a good sized well equipped kitchen. A lovely bathroom with bath & shower and a lounge (including a sofa bed that can sleep 2) a dining table for 4 and a Smart Tv for your Netflix!

Apr 17 – 24

G$23,323 GYD per night

Guest favorite

Cottage in Whitstable

4.98 out of 5 average rating, 327 reviews

Dough Cottage, a quiet, stylish stay in Whitstable

Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, fully stocked kitchen, then dine indoors, or venture out to the sunny, enclosed garden. Make use of the charcoal barbecue and comfy sun-trap seating area. In the evening, stay cosy around the smart TV with Netflix, and library of DVDs or listen to music, play board games and have a leisurely look through the varied books and magazines. We welcome well behaved dogs.

Dec 8 – 15

G$36,374 GYD per night

Guest favorite

Guesthouse in Danbury

4.87 out of 5 average rating, 254 reviews

Newly Refurbished Summerhouse

Newly refurbished dwelling accommodating up to four in an attractive summerhouse situated in the garden of the main house in Danbury, near Chelmsford. The annexe comprises a lounge with a small double sofa bed and single futon, single bedroom, wet room and a kitchenette.Full gas central heating is provided and secure off-road parking is available. Perfect for visitors to the area or overnight business stops. Good access to all major roads and public transport to Chelmsford and beyond.

Sep 15 – 22

G$14,628 GYD per night

Superhost

Farm stay in Medway

4.79 out of 5 average rating, 220 reviews

Sandown - West Street

Newly refurbished - Sandown, like its twin Ascot, has an ample sized, well equipped kitchen with a table and four chairs and a comfy sofa that turns down into a bed in seconds. The kitchen has a electric hob and oven, a fridge and a washing -dryer machine is in the adjoing outhouse. A TV is included in the kitchen. The French windows look out over your private lawn onto farmland. From the Entrance lobby turn right straight into the kitchen or left into the ensuite bedroom with TV.

Jan 28 – Feb 4

G$16,171 GYD per night

Guest favorite

Chalet in Lee-over-Sands

4.94 out of 5 average rating, 169 reviews

Solitude 2 hours from London. Sea. Sky. Space.

Now with super-fast Fibre Max internet, The Beach House is situated on the Essex Sunshine Coast, right on the bank of a tidal creek with stunning views of the sea in front and the river behind. Being in the Nature Reserve, we cannot accept dogs or pets of any kind; sorry. We do not let to groups; we only let to families or two couples maximum. Absolutely no groups of more than four guests or parties of any kind. High tide sometimes cuts off the house so please be aware of this.

Jun 9 – 16

G$35,052 GYD per night

Guest favorite

Apartment in Leigh-on-Sea

4.9 out of 5 average rating, 317 reviews

Billet Wharf House

My place is at the heart of Leigh-on-Sea Old Town, with its cockle boats, waterside pubs and restaurants, sea birds and beach. You’ll love my place because of the location, the views, and being at the cosy centre of a lively seaside village. My place is good for couples, solo adventurers, business travellers, and families (with kids).

Feb 8 – 15

G$29,108 GYD per night

Guest favorite

Apartment in Kent

4.96 out of 5 average rating, 185 reviews

Georgian house, ten minutes from the beach.

The apartment takes up the ground floor of this handsome Regency townhouse & opens onto its own walled garden at the back. The five rooms are full of restored historic features & have been decorated appropriately to make the most of their low ceilinged cottage like charm.

May 31 – Jun 7

G$20,719 GYD per night