Holiday houses in Rayleigh

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Top-rated holiday rentals in Rayleigh

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A vibrant blue house with white accents, labeled 'Sunset Waves,' stands proudly. A small garden with green plants is visible in front, complemented by a bright blue picket fence. The entrance features a welcoming door adorned with decorative elements, enhancing the home's charming exterior.
Home in Southend-on-Sea
4.92 out of 5 average rating, 118 reviews

Mediterranean inspired home/garden opposite beach

Indulge in seaside bliss at our Mediterranean-styled retreat, moments away from the beach. Ideal for couples and families, this pet-friendly haven is local to Southchurch Park and trendy eateries like Cameilla Hotel and Ocean Beach. Also, a short 10-minute walk brings you to the mile long Southend Pier, offering many local amusements. Complete with FREE roadside parking and freshly redecorated interiors; this charming sanctuary offers a unique getaway, our beautiful garden is perfect to chill.

Top Guest favourite
Barn in Rochford
4.95 out of 5 average rating, 412 reviews

Canewdon home with a view.

Our detached lodge is set in the grounds of our gated property overlooking the hot tub and stable yard. It has 2 bedrooms and a large lounge with 2 sets of French doors to take in the views. TV,dining table and 4 chairs and comfy sofa. Fully equipped kitchen with cooker, microwave and toaster. Gas central heating and heated towel rail in bathroom. Private parking outside lodge and free airport parking for those flying from Southend airport. Cot and high chair available. DVD players and dvds

Guest favourite
The charming exterior of the cottage is highlighted by warm brick tones and white trim. A wooden gate leads to a gravel pathway lined with various plants. Large windows allow natural light to enter the space, offering a welcoming appearance complemented by surrounding greenery.
Guesthouse in Battlesbridge
4.9 out of 5 average rating, 125 reviews

Unique Cottage Set In Perfect Village Location

The Ashdale Bee is the perfect place to relax and explore the local area of Battlesbridge, a picturesque village in the Crouch Valley. Visit the famous antiques centre, walk or paddle along the river or enjoy some food and drink in one of the many country pubs. Jump on the train and travel along the Crouch Valley line to vineyards, more river walks or the quiet, unspoiled, riverside town of Burnham on Crouch. Alternatively, travel in the opposite direction and London awaits within 40mins.

Guest favourite
A spacious living area features plush green sofas arranged around a central coffee table. A large decorative mirror reflects light, while a modern chandelier hangs above. Natural light pours in through large windows, dressed with elegant shades.
Home in Southend-on-Sea
5 out of 5 average rating, 118 reviews

Amazing house with sea views in Leigh-on-Sea

Amazing character 3 storey house dating from 1860’s with sea views, modernised and expanded in 2009 to provide 3 king size luxury bedrooms, (2 with en-suite) 1 large dressing room, 1 large family bathroom with bath, sink, large walk on shower and double sinks and large open plan ground floor set over two levels with large luxury sitting room, stepping down to open plan dining area, kitchen with central island unit and rear seating area with bi-fold doors opening onto a luxury garden area.

Guest favourite
A two-story white building features large glass panels on the front, allowing natural light to illuminate the interior. The entrance is accentuated by decorative stone columns on either side. A paved area with gravel is visible in the foreground.
Guest suite in North Benfleet
4.97 out of 5 average rating, 432 reviews

Adorable 4 bedroom annex with hot tub

Welcome to 'The Annex' a super hidden gem, tucked away in a rural location but only 11 miles to Southend seaside with 'Adventure Island', 8 miles to Leigh-on-sea and only 33 miles from London. Nestled between the A13 and A127. 'The Annex' is the perfect setting for special occasions, birthdays, families, contractors, hens, stags, holidays, treat yourself time. Take time to relax in the bubbly hot tub. It's important to look at 'other details to note' for rules on events and celebrations.

Top Guest favourite
A balcony view is captured through bi-fold glass doors, featuring a small round table and two folding chairs. A decorative pumpkin sits at the center, with panoramic sea views of the estuary and boats in the distance, framed by a serene sunset.
Condo in Southend-on-Sea
4.99 out of 5 average rating, 418 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.

Guest favourite
The room features a spacious bed with a textured blanket, complemented by a freestanding bath. Natural light fills the space through large doors. A small dressing table and sink area enhance functionality, while ceramic tiles and wood flooring add warmth to the overall decor.
Guesthouse in Little Baddow
4.94 out of 5 average rating, 721 reviews

Boutique countryside cabin

Boutique cabin in countryside setting in the beautiful peaceful village of Little Baddow, a picturesque village in Essex. 10 minutes by car from the city of Chelmsford and 15 minutes from coastal town of Maldon. The village itself has 2 pubs and lots of walking routes nearby. Paper Mill Lock is a pleasant 30 min walk and has water sport facilities and tea room. Footpath maps available. Travel cot or single fold out guest bed avail on request, no additional cost.

Guest favourite
Barn in Kent
4.96 out of 5 average rating, 127 reviews

Acorn Lodge @ The Oaks Retreat

This memorable place is anything but ordinary. It is The Oaks Retreat, WINNER of the Paris Design awards 2024 'best hospitality interior', an architecturally inspired bespoke woodland Airbnb located in the seaside town of Whitstable. The Acorn Lodge is a bespoke 1 king size bedroom retreat fully customized with high-end finishes. It must be seen in person to be fully appreciated. Our Wellness area is equipped with a log sauna, a cold plunge and outdoor shower.

Guest favourite
A spacious bedroom features a comfortable bed with a light grey duvet and decorative teal pillows. A soft teal throw is draped across the bed. A sleek wardrobe and bedside table provide storage and lighting options, with light wood flooring enhancing the overall warmth of the space.
Home in Rayleigh
4.95 out of 5 average rating, 38 reviews

⭐ Castle Cottage Rayleigh Self Catering ⭐

Clean, safe, home and work space. Families, Contractors and Businesses welcome. My place is in the quiet centre of Rayleigh Perfect for local amenities, restaurants, bars and supermarkets 3 minute walk to Rayleigh Train Station, 15 minutes to Southend Airport 45 minutes to London Liverpool Street station. Great access to the Roads and travel to London. Free Private on site parking Free 63 mb Superfast WIFI, Digital & SKY TV channels Longer term stays available

Top Guest favourite
A cozy bedroom is presented with a double bed featuring an ornate headboard. Two cushions in navy blue rest on the crisp white linens. A piece of wall art depicting vibrant lips adds a pop of color. A flat-screen TV is mounted on the wall opposite the bed.
Apartment in Southend-on-Sea
4.97 out of 5 average rating, 185 reviews

Lovely studio for two in central Leigh on Sea

This is a very calm space decorated in F&B elephants breath paint with contrasting furnishings. A double bed + a sofa bed + travel cot. Cooking facilities, dining table table & 2 chairs. A microwave is situated in the utility room on the landing outside the studio door. Very nice shower room It’s ideal as a compact living space to use when visiting relatives or just on a break in lovely Leigh on Sea. No outside space is available.

Guest favourite
The exterior of a charming building is presented, featuring a mix of white and black siding. Outdoor seating areas with wooden benches invite guests, with people enjoying the lively atmosphere. The waterfront can be seen in the background, enhancing the coastal ambiance.
Apartment in Southend-on-Sea
4.91 out of 5 average rating, 427 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).

Top Guest favourite
A cozy lounge area features exposed brick walls complemented by warm lighting. A plush green sofa and a leather armchair are arranged around a wooden coffee table. A vibrant red rug adds color to the hardwood floor, while framed artwork decorates the walls.
Cottage in Southend-on-Sea
4.98 out of 5 average rating, 444 reviews

The Stable, 5* Boutique Accomodation, dog friendly

A lovingly restored Victorian stable in the conservation area of Southend on Sea with excellent road and rail links to London. We have total faith that you will leave feeling totally relaxed after staying in one of Southend's most unique properties.

Popular amenities for Rayleigh holiday rentals

When is the best time to visit Rayleigh?

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Avg. price$207 NZD$231 NZD$233 NZD$202 NZD$218 NZD$211 NZD$257 NZD$288 NZD$238 NZD$202 NZD$204 NZD$214 NZD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Rayleigh?

    Rayleigh has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Rayleigh?

    Experience the best of Rayleigh with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Rayleigh?

    Yes! Work meets play with ease at over 10 vacation rentals in Rayleigh featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Rayleigh?

    Make yourself at home in Rayleigh by choosing from our most frequently booked neighborhoods. We have over 150 vacation rentals in Common Lane, over 200 vacation rentals in Rayleigh, and over 50 vacation rentals in Rawreth.

  • Do apartment rentals in Rayleigh have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Rayleigh. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Rayleigh have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Rayleigh. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rayleigh have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Rayleigh. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Rayleigh?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Rayleigh

  • Total holiday rentals

    Explore 30 holiday rentals in Rayleigh

  • Nightly prices starting at

    Rayleigh holiday rentals start at $51 NZD per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Rayleigh holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rayleigh rentals

  • 4.7 Average rating

    Rayleigh stays receive an average rating of 4.7 out of 5 from guests

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