Vacation rentals in Rayleigh

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Top-rated vacation rentals in Rayleigh

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Guest favorite
A gently curving path leads through a grassy area surrounded by trees and fruit-bearing plants. Sunlight filters through the branches, casting soft shadows on the lawn. The scene conveys a tranquil outdoor space suitable for relaxation and exploration.
Barn in Rochford
4.95 out of 5 average rating, 407 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 favorite
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, 123 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 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, 117 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.

Top guest favorite
Apartment in Southend-on-Sea
4.98 out of 5 average rating, 317 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.

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, 429 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 Thorpe Bay
4.99 out of 5 average rating, 415 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 favorite
A bright living area features a comfortable sofa bed and a round coffee table. A flat-screen TV is mounted on the wall, and light filters through the partially open window adorned with blinds. A floor lamp stands beside the sofa, enhancing the modern decor.
Condo in Benfleet
4.93 out of 5 average rating, 30 reviews

Hadleigh Haven

A newly refurbished one-bedroom apartment with a clean, modern design. Thoughtfully furnished, it features comfortable bedding, stylish decor, and a welcoming atmosphere. Enjoy a Smart TV, fully equipped kitchen, bath, shower, and private parking right by the front door. The highlight is a small courtyard with artificial grass and an outdoor dining table for four. Located near Hadleigh Castle and Country Park, it’s perfect for business trips, couples, or relaxing getaways.

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
4.91 out of 5 average rating, 92 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.

Top guest favorite
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 Leigh-on-Sea, Southend
4.97 out of 5 average rating, 184 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 favorite
A charming black wooden exterior of The Garden Barn is complemented by a grassy area and trees. A swing made from a tire hangs from a tree branch, adding a playful element to the peaceful rural setting. Windows allow natural light to brighten the space.
Guesthouse in Ashingdon
4.92 out of 5 average rating, 143 reviews

The Garden Barn your peaceful secret hideaway

Enjoy a warm friendly welcome at The Garden Barn (which is a detached annex to our home) with its own entrance and key box, in a peaceful rural setting. 

You'll find the space light and airy and very private. Being down an unmade road helps make It a tranquil place, and we are sure you'll feel the peaceful ambiance as soon as you enter.

Guest favorite
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 Leigh-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).

Popular amenities for Rayleigh vacation rentals

When is the best time to visit Rayleigh?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,298 GYDG$28,225 GYDG$28,434 GYDG$24,671 GYDG$26,553 GYDG$25,716 GYDG$31,361 GYDG$35,125 GYDG$29,061 GYDG$24,671 GYDG$24,880 GYDG$26,134 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 apartment rentals in Rayleigh?

    Experience the best of Rayleigh with our apartment rentals, starting at about $30 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 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.

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

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

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$6,272 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

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