Holiday rentals with breakfast in Southend-on-Sea

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Southend-on-Sea

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Guest favourite

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.

9 – 16 Apr

$1,628 AUD total

Guest favourite

Place to stay in Lynsted

5.0 out of 5 average rating, 316 reviews

Romantic Hideaway & Hot tub in Kent Countryside.

A Unique Garden House in the heart of the Kent Countryside with views across our 3 acre orchard. Included in your stay is your very own private garden, complete with hot tub & summerhouse to relax in. The property also has private parking plus a secret woodland hideaway. Within walking distance is both Sharsted Wood and Doddington Place Gardens which are great for exploring, plus our local pubs - The Black Lion and The Chequers Inn which are perfect for a spot of lunch or a dinner reservation.

30 Sept – 7 Oct

$2,840 AUD total

Guest favourite

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 .

18 – 25 Sept

$1,084 AUD total

Guest favourite

Condo in Canterbury

5.0 out of 5 average rating, 232 reviews

Canterbury’s Luxury 5* Hidden Secret, Free Parking

** Highly Rated & Ideally Located For Uni Graduations, Weekends Away, Holiday Breaks & Business Trips ** Enjoy a stylish living experience at this ever so popular Coach House offering accommodation for 4 with breakfast included, free parking and a sun trap balcony! This beautifully presented hidden gem is situated just a short 5 minute stroll from all that Canterbury City has to offer and is set across an entire floor with no one above or below, boasting it's own private entrance and stairway!

5 – 12 June

$2,015 AUD total

Guest favourite

Tiny home in Kent

4.98 out of 5 average rating, 333 reviews

Beach Retreat. A relaxing stay with a sea views.

The cabin has a comfortable double bed, smart TV, Wardrobe, breakfast bar/laptop work station, several USB points, microwave, fridge, toaster, kettle, sink/drainer with hot & cold water A chemical toilet is provided in the cabin for night use. There’s a private toilet & a wonderful hot shower both outside (as per photos) for guest’s use. The front decked veranda adjoins an outdoor kitchen with 2 ring gas hob & brick built BBQ overlooking a large garden that has a lovely view of the sea/sunset.

24 Nov – 1 Dec

$1,238 AUD total

Guest favourite

Guest suite in Southend-on-Sea

4.95 out of 5 average rating, 152 reviews

Apartment~King size bedroom+shower whb wc + lounge

self contained ground floor 2 room apartment comprising a large bedroom with King size bed and ensuite with shower, wc and basin & a good sized cozy sitting room. Entry via own front door / hallway. Tea coffee water & juice and plenty of breakfast goodies are supplied. Facilities include, microwave, fridge, toaster, kettle, iron, towels & bodywash are provided. Bottles of wine or beer available at reasonable extra cost. Netflix & most freeview tv & radio channels. Driveway Parking for one car

23 Feb – 2 Mar

$1,066 AUD total

Superhost

Cottage in Coggeshall

4.84 out of 5 average rating, 327 reviews

The Cottage Spa

Enjoy a stylish experience at this centrally-located cottage offering a unique and pleasant stay. The Cottage has been finished to an exceptionally high standard to offer you a luxurious stay. Cosy warm log burner comes as standard ♥️ Relaxing outdoor private sauna with built in light chromotherapy. Enjoy a kayak along a beautiful stretch of the river Black water, a 20 second walk away from the Cottage, 2 Kayaks included. Alternatively lounge in the hot tub and enjoy the stars!

24 Nov – 1 Dec

$1,745 AUD total

Guest favourite

Condo in Thorpe Bay

4.99 out of 5 average rating, 277 reviews

Estuary Views Penthouse with Parking

A Beachfront Coastal Retreat with private driveway parking & situated in the sort after area Thorpe Bay. Boasting unspoilt Panoramic Sea Views. Central to Blue Flag Beaches, 2 mins from award winning restaurants, superb location for coastal walks, watching the seabirds & a short walk to the longest Pier in the world. Re-Designed with Bi-Folding Glass doors, bringing the Outside Inside. Intricately Designed embracing tiny details that define our property for a Luxury & cosy stay.

15 – 22 Jan

$2,104 AUD total

Guest favourite

Guest suite in Navestock

4.89 out of 5 average rating, 376 reviews

Rural - Brentwood

Deviation of the following house rules invalidates our insurance NO under 18's NO 3rd party bookings NO VISITORS only named and booked guests NO EV charging unless by separate arrangement and payment No kitchen/cooking Fridge/freezer/microwave/kettle available Do not bring own appliances No pets Car needed Sofa bed can be requested Checkin 3-9 pm/checkout by 11 One vehicle parked securely but at owner's risk and only whilst a paying guest Breakfast: cereals/tea and coffee included

1 – 8 Apr

$871 AUD total

Guest favourite

Place to stay in Kent

4.93 out of 5 average rating, 654 reviews

Little Barn 400 mtrs from the beach with Parking.

Little Barn a modern fully self contained beautiful bolt hole 400 metres from the beach, 8 minute walk from the train station and 10 minute walk to the town centre and harbour. It has private outside space to relax and off street parking. Luxury bedding for the beautiful king sized sleigh bed to ensure a good nights sleep. Fully equipped kitchen with Nespresso coffee machine. Tea, coffee and milk is provided along with fresh juice, toast for your first morning breakfast

21 – 28 June

$1,157 AUD total

Guest favourite

Guesthouse in Little Waltham

4.95 out of 5 average rating, 408 reviews

Unique Tudor Barn conversion

Circa 1460's self contained barn conversion. Double bed. Shower room. Cosy sitting area with oil burning stove, private entrance, parking, stunning views, use of outdoor sitting area. Chelmsford 10 to 12 minute drive to city centre and railway station. Stansted less than 20 minutes away, Broomfield Hospital and Farleigh Hospice 10 minute walk away. Buses to Colchester, Braintree and Chelmsford from outside front door. Chelmsford Park and Ride service is 5 minute drive.

6 – 13 Oct

$1,260 AUD total

Guest favourite

Tiny home in Terling

4.99 out of 5 average rating, 252 reviews

Oakwrights Boutique Studio/ B&B stunning Terling

Intimate self-contained barn conversion focusing on creating warm & inviting accommodation independent from main house. Due to the coronavirus, we’re taking extra steps to clean & sanitise frequently touched surfaces between reservations. Five mins Chelmsford City Racecourse, 4 mins Hatfield Peverel train station to London, 25 mins Stansted Airport, 30 mins Colchester. Oakwrights is in the middle of Chelmsford, Braintree and Witham all only 10 mins drive.

9 – 16 Mar

$1,169 AUD total