Vacation rentals in Rayleigh

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Quick stats about vacation rentals in Rayleigh

  • Total vacation rentals

    Explore 30 vacation rentals in Rayleigh

  • Nightly prices starting at

    Rayleigh vacation rentals start at G$6,268 GYD per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Rayleigh vacation 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

Top-rated vacation rentals in Rayleigh

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

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Guest favorite
An open kitchen-living room features a modern design with a dining table for four and a comfortable sofa. A Smart TV is mounted on the wall, and natural light filters through a window. A washing machine is integrated into the kitchen cabinetry.
Condo in Hadleigh
5 out of 5 average rating, 40 reviews

Hadleigh Hideaway

A newly refurbished one-bedroom apartment. Clean, modern, and thoughtfully designed, it features comfortable bedding, stylish furniture, and fresh, inviting decor. Enjoy a Smart TV, fully equipped kitchen, bath, shower, and a parking space conveniently located right by the front door. Close to Hadleigh Castle and Country Park with scenic trails and views, it's ideal for business trips, couples, or relaxing family getaways. Digital check-in and local tips make your stay easy and enjoyable.

Top guest favorite
Tiny home in Battlesbridge
5 out of 5 average rating, 30 reviews

Cottage in Battlesbridge

Unique 1 bedroom self-catering cottage in delightful setting and quiet location. Surrounded by fields and woodland for easy access to walking in nature. Close to RHS Hyde Hall. Downstairs has a cosy lounge/kitchen/diner/workspace and a large TV with apps. Upstairs leads to bedroom with kingsize bed. Spacious bathroom with freestanding bath and large shower. Guests have access to a quiet and comfy outdoor seating area overlooking beautiful garden. Grassed area is reserved for hosts only.

Top guest favorite
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, 124 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 favorite
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, 441 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 favorite
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, 426 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.

Superhost
Home in Essex
4.82 out of 5 average rating, 11 reviews

Cottage Style Home | 2 Bedrooms

Spacious 2-bed, small office, with parking, a large private garden, and views of a 13th-century church. Set in a peaceful row of six houses, with forest outlook to the front and historic church to the back. Just a 5-minute walk to Sainsbury’s, Costa, and local shops, while tucked away in a quiet green setting. Perfect for families, business trips, or longer stays. Our cleaning fee ensures every guest arrives to a professionally cleaned home and a well-kept garden.

Guest favorite
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 favorite
A patio area features a round table set for two, accompanied by metal chairs. A tray holds glasses and a bottle, with a view of the estuary visible in the background. The surrounding greenery complements the outdoor ambience.
Cottage in Southend-on-Sea
4.92 out of 5 average rating, 96 reviews

Bright modernised cottage with Estuary views

A fisherman's cottage set in a tucked away corner of Old Leigh with its many pubs and restaurants, just a short walk up the hill to the Broadway with its bustle of shops and coffee bars. Double bedroom, shower room, fully equipped kitchen with oven, hob, Smeg fridge, dishwasher and washing machine. Comfortable lounge, couch and 42" smart TV. A large patio with table and benches, steps leading to lawn. Estuary view from shower room, kitchen and sitting room.

Superhost
Home in Essex
4.83 out of 5 average rating, 35 reviews

Hawkwell Hideaway! Large 4 bedroom Home | Hockley

Enjoy a relaxing stay in this spacious 4-bedroom home in Hockley, perfect for families or groups of up to 10 guests. Featuring a pool table, table tennis, and generous living areas, it’s ideal for both fun and comfort. The property also includes a private garden and on-site parking, with easy access to local amenities. Professionally managed by Pass the Keys for a smooth and reliable stay.

Top guest favorite
An open-plan kitchen and dining area is visible through bifold doors, creating a seamless connection to the outdoor courtyard. Tall bar stools align a light wood dining table, with soft seating arranged around a low table adorned with snacks and glasses. Potted greenery enhances the inviting space.
Home in Southend-on-Sea
4.96 out of 5 average rating, 51 reviews

Stunning house in the heart of Leigh-On-Sea

Beautifully restored 3 bedroom detached house in the very heart of the vibrant and trendy Leigh on Sea Broadway moments from the bars, boutiques, galleries and coffee shops and just a short walk to the sea. A collaboration between Mother and Daughter, Interior Designer, Nathalie Brandajs and Artist, Caron Brandajs, who transformed and beautifully styled this period property.

Superhost
Home in Rayleigh
4.84 out of 5 average rating, 67 reviews

Stylish Rayleigh Stay | Work & Leisure

Welcome to our cosy, stylish Essex stay — a calm, thoughtfully designed space perfect for work trips, weekend escapes, or longer stays. Enjoy super-comfy beds, fast WiFi, and a fully equipped kitchen, all set up for an easy, relaxed stay. Close to shops, transport links, and local favourites like Rayleigh Windmill, everything you need is right on your doorstep.

Guest favorite
Apartment in Southend-on-Sea
4.86 out of 5 average rating, 43 reviews

Little home from home.

Enjoy a stylish experience at this centrally-located place. With a 5 minute drive to the beautiful beach wether your coming for a calming getaway or a pitstop before ur flight. This newly furnished mini home will tick all your boxes. We are positioned in a residential area and we ask for respect for our neighbours at all times.x

Popular amenities for Rayleigh vacation rentals

When is the best time to visit Rayleigh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,282 GYDG$28,207 GYDG$28,416 GYDG$24,655 GYDG$26,536 GYDG$25,700 GYDG$31,341 GYDG$35,102 GYDG$29,043 GYDG$24,655 GYDG$24,864 GYDG$26,118 GYD
Avg. temp5°C5°C7°C9°C12°C16°C18°C18°C15°C12°C8°C6°C

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.

  • Do house rentals in Rayleigh have a kitchen?

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

  • Do house rentals in Rayleigh have wifi?

    Absolutely! We offer over 10 house 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.

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