Pet-friendly holiday rentals in Southend-on-Sea

4.9 out of 5 average rating, 221 reviews

Cabin in South Benfleet

OutbackShack HottubSaunaCinema Pooltable adventure

A cosy wooden cabin full of character, with a snug built-in double bunk bed, and a comfy lounge wrapped in warm, rustic charm. Step outside deck with a seasonal pool table or ping pong or just chill on the spacious decking . perfect for relaxed days or cosy evenings. Peacefully tucked away yet close to the A13, A127, A12, with easy access to Leigh-on-Sea,and Southend. A quiet, quirky retreat for couples, solo travellers,or small families.:Additional Hottub and Sauna available read arrival guide

PetsWalkabilityAccess

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.

4.92 out of 5 average rating, 133 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.

WalkabilityPetsView

4.99 out of 5 average rating, 457 reviews

A view of the cottage's outdoor area reveals a combination of paved and gravel surfaces, alongside ornamental plants. A patio table with chairs and a charcoal barbecue are visible. The cottage's white siding contrasts with the natural tones of the garden, creating an inviting space.

Cottage in Whitstable

Dough Cottage, with sunny garden in Whitstable

Welcome to Dough Cottage, Whitstable. We offer a personal touch; a homely and comfortable space, where you can cook in our modern, well equipped kitchen, then dine indoors, or venture out to the sunny, enclosed garden. Make use of the charcoal barbecue and comfy sun-trap seating area. In the evening, stay cosy around the smart TV with Netflix, and library of DVDs or listen to music, play board games and have a leisurely look through the varied books and magazines. One well behaved dog welcome.

Outdoor spacesPetsLong stay

A serene view of the sea features multiple sailboats gently bobbing on the calm water. The scene is set against a clear blue sky, creating a peaceful atmosphere that invites relaxation and enjoyment of the coastal surroundings.

4.88 out of 5 average rating, 100 reviews

Stunning sea views. Local for beach & eateries

Situated in Leigh on Sea, a stunning 2 bedroom maisonette a stones throw from the beach. You have clear sea views from both bedrooms, kitchen and sitting room There is a private balcony leading from both bedrooms and also from the sitting/dinning room. All balconies have seating to allow you to relax and read a book or have your morning cuppa. Whichever way you walk you will find tasty restaurants and cute coffee bars within minutes. Available on the beach-sup lessons, photography & yoga.

WalkabilityPetsLong stay

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.

4.99 out of 5 average rating, 132 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.

WalkabilityPetsFamily

Guest suite in North Benfleet

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.

4.97 out of 5 average rating, 455 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.

PetsWalkabilityGetting around

Guest suite in Southend-on-Sea

An open living space is showcased with light yellow walls and wood accents. A skylight above offers natural illumination. A comfortable chair and small desk are positioned near the window, while a cozy sleeping area with a quilted bedspread is visible in the background.

4.89 out of 5 average rating, 263 reviews

Light and Airy. En-suite with own private access.

Quiet open plan living space, one double bed. Separate shower room. Internet and SkyTV. Walking distance or 5 mins by car from train station into London via Southend Central station, bus route into town. 20 mins to Airport by car. Interesting country walks along Essex creeks and shore. Good food outlets and supermarket 3 mins away. Mini kitchen. Sitting area in garden. Well controlled pet welcome. Ideal for business trips and quiet getaways. Unrestricted free parking in the street.

Outdoor spacesWalkabilityAmenities

Guesthouse in Little Baddow

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.

4.94 out of 5 average rating, 737 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.

WalkabilityOutdoor spacesFamily

4.94 out of 5 average rating, 211 reviews

A charming barn conversion is depicted amidst a grassy landscape, with a gravel driveway leading to its entrance. The structure features black wooden siding and a metal roof, surrounded by rows of pear orchards and open farmland under a partly cloudy sky.

Farm stay in Medway

Unique barn conversion with beautiful marsh views

This recently converted barn is situated on the edge of the North Kent Marshes, with stunning views of the birds and wildlife on the marshes and surrounded by pear orchards to the rear. You’ll enjoy complete privacy, with no surrounding properties and a real sense of peace and tranquillity. The property is located in the middle of a working farm, with our sheep grazing the marshes and a variety of fruit grown in the orchards.

WalkabilityOutdoor spacesView

Windmill in Aythorpe Roding

A field filled with white daisies extends toward a historic windmill, with its sails visible against a bright blue sky dotted with fluffy clouds. A charming two-story house is situated nearby, surrounded by greenery.

4.99 out of 5 average rating, 314 reviews

Rodings Millhouse and Windmill

As you arrive, you’ll be greeted by the charming and historic Aythorpe Roding Windmill, nestled in the peaceful Essex countryside. Set on over 2 acres of private gardens and surrounded by open fields and working farms, it offers a truly unique and tranquil escape. Whether you’re exploring the grounds or relaxing in the serene setting, it’s a place to unwind and reconnect with nature.

Outdoor spacesPetsLong stay

A spacious lounge area is designed with light blue furniture, including a sectional sofa and bean bags. A large television is positioned on a stylish chest of drawers. Natural light enters through glass doors leading to a small outdoor space, enhancing the bright, airy feel.

4.91 out of 5 average rating, 175 reviews

Spacious House by the sea

A beautiful spacious home 2 large bedrooms New bathroom Spacious lounge T/v Room Separate dinning area Small Garden & Patio area Step outside and you are a few steps away from the beach and lovely Southchurch Park ( Lake , pretty garden , cafe , live music in the summer months ) Close to many great Restaurants & Cafes A Free Car Park is available directly opposite the house .

Outdoor spacesWalkabilityIndoor spaces

A cozy living area features a brown leather chesterfield sofa adorned with decorative pillows. A wooden coffee table sits in the center, surrounded by a plush area rug. Framed artwork decorates the walls, and lush plants add a touch of greenery to the space.

4.92 out of 5 average rating, 106 reviews

Stunning Cottage in the Heart of Old Leigh

Welcome to our delightful 3-bedroom cottage, perfectly nestled in the picturesque centre of Old Leigh. This charming retreat offers a blend of comfort and stunning sea views, making it the ideal getaway for families or groups of friends. Professionally managed by Pass The Keys, this homes has excellent Wifi

WalkabilityPetsIndoor spaces

Popular amenities for Southend-on-Sea pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 411 reviews

The living area features a mustard yellow sofa and a black settee facing a small circular table. A woven rug grounds the space, while walls are adorned with framed artwork. A lamp and a mirror create a cozy ambiance, with a traditional fireplace as a focal point.

Home in Whitstable

Charming cottage minute from beach-newly renovated

WalkabilityPetsLayout

4.8 out of 5 average rating, 118 reviews

Home in Kent

SeaLaVie- 1 Min to Beach, Stylish Home for 5 | BBQ

Outdoor spacesPetsKitchen

4.99 out of 5 average rating, 162 reviews

A spacious living area is furnished with a dark leather sectional sofa and a soft white rug. Natural light floods in from a large window adorned with red curtains. A dining table set for four is positioned beside the window, enhancing the inviting atmosphere.

Home in Kent

Slip Cottage Whitstable

PetsWalkabilityFamily

4.89 out of 5 average rating, 175 reviews

A modern living area features a gray sofa with accent pillows, positioned against light-colored walls. Two framed artworks are displayed above the sofa. A warm-toned rug covers the wooden floor, while a doorway leads to a staircase and additional rooms.

Home in Essex

Stunning House nr Station, Parking, Fast Wi-Fi

Outdoor spacesPetsCheckout

4.94 out of 5 average rating, 235 reviews

A single-story annexe is depicted with a clean white exterior and a sloped roof. Two windows allow natural light to enter, and a vintage-style lamp post stands in the front yard, which features green grass and gravel pathways.

Home in Brentwood

Self-contained 1 bed annexe in semi-rural location

Outdoor spacesWalkabilityLocation

4.92 out of 5 average rating, 294 reviews

The image depicts a quaint street scene featuring a white cottage with blue and pink doors. The pavement is lined with parked cars, and local shops can be seen in the background, contributing to the vibrant atmosphere of the neighborhood.

Home in Whitstable

The Lobster Pot; Seaside in heart of Whitstable

WalkabilityOutdoor spacesDecor

4.91 out of 5 average rating, 120 reviews

Home in Kent

Stylish bolthole, 1 min to Whitstable beach

WalkabilityOutdoor spacesGetting around

5 out of 5 average rating, 24 reviews

Cockle Cottage

Outdoor spacesWalkabilitySleep quality

Pet-friendly home rentals with a pool

Campervan/RV in Mersea Island

An open-plan living area features a cozy sectional sofa adorned with geometric pillows, a small coffee table, and a potted plant. A dining table with four chairs is visible, alongside a modern kitchen equipped with essential appliances, ensuring a welcoming atmosphere for relaxation and dining.

4.87 out of 5 average rating, 67 reviews

Rohannah Luxe Coastal Escape

WalkabilityParkingValue

4.94 out of 5 average rating, 36 reviews

Home in Essex

8 bedroom Countryside Farmhouse

PetsOutdoor spacesHospitality

Campervan/RV in Allhallows

The exterior of the holiday home features a raised white decking area with white railings, offering a welcoming entry. Patio doors are partially open, revealing glimpses of the interior. The surrounding grass adds a natural touch to the inviting atmosphere.

4.76 out of 5 average rating, 21 reviews

Haven Holiday Park, Kent Coast

WalkabilityOutdoor spacesCleanliness

4.79 out of 5 average rating, 28 reviews

A spacious semi-detached rectory is set within a private estate, surrounded by manicured lawns and mature trees. The brick facade is complemented by large windows and multiple steps leading to a welcoming entrance. The sky is partly cloudy, providing a bright and airy atmosphere.

Home in Brentwood

GWP - Rectory North

PetsOutdoor spacesPool

4.94 out of 5 average rating, 94 reviews

A charming caravan is shown with a spacious wooden deck surrounded by a green lawn. Light blue curtains frame the windows, providing an inviting look. The clear blue sky adds to the bright atmosphere, while neighboring caravans can be seen in the background.

Cabin in East Mersea

SEAS THE DAY, spacious caravan at Coopers Beach

PetsWalkabilityHospitality

4.91 out of 5 average rating, 45 reviews

A single-story static villa is shown, featuring a light exterior and a metal roof. Large windows are visible, allowing natural light to penetrate the interior. A small staircase leads up to the entrance. The surrounding area is grassy and well-maintained.

Campervan/RV in Steeple

Stunning waterside retreat

Outdoor spacesPetsWi-Fi

4.83 out of 5 average rating, 6 reviews

Campervan/RV in Leysdown

Relax by the Coast Spacious 6 Sleeper Caravan

WalkabilityLocationBeach

4.8 out of 5 average rating, 25 reviews

A cozy living area features a light-colored sectional sofa adorned with cushions, arranged around a wooden coffee table. A soft area rug lies underneath, and framed images are displayed on the wall. A breakfast bar is visible in the background, enhancing the open layout.

Cabin in East Mersea

Sonny Cottage

WalkabilityOutdoor spacesBathroom

Private, pet-friendly home rentals

Apartment in Southend-on-Sea

The kitchen features modern cabinetry with gold hardware and a marble countertop. A stylish chair is positioned near the counter. Natural light enters through a window, illuminating the space. An extractor hood and kitchen appliances are visible, contributing to the functional design.

4.89 out of 5 average rating, 18 reviews

Sea front flat fab views

PetsWalkabilityBathroom

The exterior of a beautifully restored old school building displays classic architectural features, including red brick and white wooden accents. A prominent bell tower rises in the background. A paved area with a low fence surrounds the entrance, setting a welcoming tone for visitors.

5 out of 5 average rating, 66 reviews

Charming Victorian School near beach dog friendly

PetsOutdoor spacesCheckout

4.95 out of 5 average rating, 514 reviews

Cabin in Rochester

Cosy Rural Retreat with Log Burner

WalkabilityOutdoor spacesLocation

Apartment in Southend-on-Sea

A small outdoor balcony features a round table surrounded by two wicker chairs. An umbrella is tilted to one side, and greenery is visible in the background, providing a natural setting. The balcony's flooring consists of gray tiles.

4.75 out of 5 average rating, 100 reviews

Entire Studio with private parking and balcony

WalkabilityPetsSolo travel

4.95 out of 5 average rating, 152 reviews

A charming cottage façade features a mix of red brick and white siding. The entrance is accented with a pink door, surrounded by greenery and flowering plants. Windows are adorned with white frames, allowing natural light to enhance the inviting exterior.

Cottage in Kent

2 bedroom Georgian cottage on Island Wall

WalkabilityOutdoor spacesNearby

4.84 out of 5 average rating, 38 reviews

Entire detached town house

PetsOutdoor spacesValue

4.92 out of 5 average rating, 544 reviews

A quiet lane is framed by charming white cottages with large windows and decorative shutters. The scene is brightened by natural light and blue skies, with hints of greenery in the background. A sense of tranquility is conveyed in this quaint setting.

Cabin in Whitstable

Chill at the cosy Fisherman's Cottage by the Sea

PetsOutdoor spacesQuiet