
Holiday rentals with breakfast in Southend-on-Sea
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Southend-on-Sea

Total holiday rentals
Explore 30 holiday rentals in Southend-on-Sea

Nightly prices starting at
Southend-on-Sea holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Southend-on-Sea holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southend-on-Sea rentals

4.8 Average rating
Southend-on-Sea stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated Holiday Accommodation with Breakfast in Southend-on-Sea
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

'The Hideaway ' Sole Street, Cobham, Kent.
The Hideaway is situated in the heart of Kent in the rural village of Sole Street, Parish of Cobham & Luddesdown. We are walking distance to Sole Street Station on the Victoria line to London. Ebbsfleet & Meopham are a driving distance away so St Pancras and Victoria can be reached in 17 - 35 minutes. The location is great for people who love long walks & nature as we are surrounded by ancient unspoilt woodlands and rolling hills. We have a choice of three Forestry Commission Parks to visit.
4.93 out of 5 average rating, 122 reviews
Station Heights - 3 Bedroom House
Modernised luxury 3 bed town house in the Market Town of Rayleigh, self catering with SuperFast WiFi. Sleeps 5+, with kings &/or single beds, all laundry provided. 2 mins walk to Rayleigh Station, 10 mins by rail to Southend Airport and just 40 mins to central London. Parking for 2 cars. Perfect for leisure and business travellers Ideal for Workcations or Staycations & centrally located for easy access to restaurants, shops, local attractions & for the seaside or beautiful countryside.
4.92 out of 5 average rating, 37 reviews
The Lookout - Thorpe Bay beach apartments
The Lookout is situated directly on the sea front between Southend on sea and Thorpe bay. We have stunning sea views and our balcony is the perfect place to watch the sunset over Southend pier. The beach is right outside our front door and a 15 min walk along it will take you to Southend sea front, with its many arcades and Adventure island. The 1 bedroom luxury apartment has a king size bed, south facing balcony, full kitchen, stylish wet room, 50" curved tv, free wifi and a log burner.
4.99 out of 5 average rating, 341 reviews
Estuary Views Penthouse with Private 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.
4.99 out of 5 average rating, 439 reviews
Gillingham cosy 3 bedroom with WiFi &free parking
Welcome to our enchanting 3-bedroom retreat! this stylish haven offers a perfect blend of comfort and luxury. Immerse yourself in the charm of modern amenities, including a fully equipped kitchen, cozy living spaces, and a private garden. Whether you're unwinding indoors or enjoying the picturesque surroundings, this tranquil escape promises a rejuvenating stay. Ideal for families or groups seeking an unforgettable getaway. Book now and experience the magic of our delightful home!
4.95 out of 5 average rating, 21 reviews
Grade II 3-bed cottage• Free parking • Sonos & 5.1
Enjoy a stylish experience at this centrally-located cottage in the heart of Rochester. The Grade 2 listed cottage was built in the 1750s but has all the comforts of high end residential living. With SONOS speakers throughout, Sky TV and 5.1 Surround sound in the lounge you have the perfect retreat if you want to relax. Town is a two minute walk if you want a drink, or make your own at the cocktail bar. The lit terrace makes the perfect place to read , eat or party.
4.93 out of 5 average rating, 114 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 20 minute drive 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.
4.94 out of 5 average rating, 580 reviews
Spacious Self-contained Annexe
Perfect for total isolation. A completely self-contained, large and modern refurbished annexe on a 300 year-old farm house near Chelmsford. The annexe is modern, spotlessly clean, very large, with fully-fitted kitchen, family bathroom, large ensuite, two large bedrooms, lounge & dinning room. Also a generous and private outside space, games room, ample parking & just 5 mins from the A12. It really is home-from-home, ideal for families, business and extended stays.
4.94 out of 5 average rating, 270 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.
4.99 out of 5 average rating, 343 reviews
The Coach House
West Hanningield is a quiet village located 5 miles away from Chelmsford City centre. Ideal for walkers as being roughly midway on The St Peters Way which runs from Chipping Ongar to Bradwell on Sea. There are lots of smaller footpaths to enjoy locally too. There is a local pub within walking distance. The coach house is ideal for people attending events at local venues such as Crondon Park & Greenwoods in nearby Stock.
4.94 out of 5 average rating, 70 reviews
Fully Equipped Ultra Luxury Apartment + Parking
Just 15 minutes from Chelmsford city centre, this beautifully styled 2-bed apartment is set in the peaceful village of Writtle. Enjoy private off-road parking, fast Wi-Fi, complimentary Netflix and hotel-quality bedding throughout. Designed for comfort and convenience, Eden 10 is perfect for professionals, relocators and leisure guests seeking a calm countryside stay with easy city access.
4.88 out of 5 average rating, 24 reviews
Fabulous, self-contained lodge house
A bright, airy, self contained double bedroom and shower room with its own access, garden and parking. Keypad access, king size bed, settee, TV and radio. Fold away table and chairs, fridge, microwave and sink, private shower room. Private garden area for guest use with table and chairs and views over the fields.
4.89 out of 5 average rating, 496 reviewsPopular amenities for Southend-on-Sea Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Cosy home in Witham
4.56 out of 5 average rating, 9 reviews
The Hive
5.0 out of 5 average rating, 4 reviews
Stylish 5* Group Getaway | Hot tub | Bar | Karaoke

Quiet residential home in a small Close
4.97 out of 5 average rating, 409 reviews
Beamed Cottage in Writtle Village
4.95 out of 5 average rating, 135 reviews
Home from home including grab and go breakfast
4.97 out of 5 average rating, 235 reviews
Pine room. Homely & Spatious, Free Wi-Fi,
4.87 out of 5 average rating, 62 reviews
Double Bedroom 1
4.87 out of 5 average rating, 15 reviewsApartment rentals with breakfast

Hot tub | 1 min Station |London 30 mins, Bluewater
4.9 out of 5 average rating, 20 reviews
Comfortable 2 Bedroom Apartment @ Chafford Hundred
4.9 out of 5 average rating, 10 reviews
Cosy corner apartment with a view
4.64 out of 5 average rating, 56 reviews
Stunning River Views - Double Room
5.0 out of 5 average rating, 3 reviewsBed and breakfast rentals with breakfast

Charming top floor suite. Close to RHS Hyde Hall.
4.99 out of 5 average rating, 186 reviews
Danbury Cottage
4.94 out of 5 average rating, 218 reviews
Bed and breakfast
4.98 out of 5 average rating, 284 reviews
double room large victorian house
4.74 out of 5 average rating, 106 reviews
Ensuite Double Room at The Moorings B&B
5.0 out of 5 average rating, 4 reviews
Six Bells Cliffe - Double Bedroom with En-suite
5.0 out of 5 average rating, 3 reviews
Southend Airport Bed and Breakfast
5.0 out of 5 average rating, 6 reviews
Downham Hall B&B with beautiful rooms
5.0 out of 5 average rating, 3 reviewsDestinations to explore
- Cottage rentals Southend-on-Sea
- Condo rentals Southend-on-Sea
- Boutique hotels Southend-on-Sea
- Cabin rentals Southend-on-Sea
- Rentals with beach access Southend-on-Sea
- Serviced apartment rentals Southend-on-Sea
- Apartment rentals Southend-on-Sea
- House rentals Southend-on-Sea
- Pet-friendly rentals Southend-on-Sea
- Beachfront rentals Southend-on-Sea
- Family-friendly rentals Southend-on-Sea
- Waterfront rentals Southend-on-Sea
- Rentals with breakfast England
- Rentals with breakfast United Kingdom
- Wembley Stadium
- Covent Garden
- Kings Cross
- Paddington
- Hampstead Heath
- St Pancras International
- London Bridge
- The O2
- ExCeL London
- Tower Bridge
- Emirates Stadium
- Clapham Common
- Tottenham Hotspur Stadium
- Victoria Park
- Big Ben
- Buckingham Palace
- Alexandra Palace
- London Eye
- London Stadium
- British Museum
- Barbican Centre
- Regent's Park
- Primrose Hill
- St Paul's Cathedral




