Holiday rentals in Wellington

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Top-rated holiday rentals in Wellington

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

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Guest favourite
An unheated swimming pool with clear blue water is surrounded by a fenced patio. Lush palm trees frame the area, providing a tropical feel. The sunny sky enhances the serene atmosphere of the backyard space, with green grass visible in the background.
Bungalow in Wellington
4.85 out of 5 average rating, 119 reviews

Cozy waterfront king-bed bungalow in Wellington

Spacious 2150sqf waterfront pool house! Three charming French doors are leading from the master bedroom, dining and living rooms to a serene back patio with a view of the pool and waterfront. Minutes from the IPC, Equestrian centers, the Green Mall, and many restaurants and shops. 20 minutes from the ocean. Bring the whole family to this peaceful place with lots of room for fun and relaxation. For the fans of fishing, there is a rod with accessories in the garage for you to use and enjoy.

Top guest favourite
A spacious dining area features a wooden table with a floral centerpiece. Four upholstered chairs surround the table, and large artwork depicting horses adorns the wall. Soft natural light fills the room, highlighting the light-colored walls and creating a welcoming ambiance.
Home in Wellington
5 out of 5 average rating, 41 reviews

The Lap of Luxury in the heart of Wellington

Beautifully renovated ranch-style home in the Eastwood section of Wellington, less than 10 mins from the National Polo Center in Palm Beach. The home is furnished with high end appliances & distinguished furniture, incl a Panama Jack Master BR set w/ King Serta mattress. (2 Queen BRs also). Relax in the lanai & enjoy delicious mangos off the backyard tree in season. The backyard is fenced in. Large garage. Enjoy entire home in quiet & delightful neighborhood close to everything!

Guest favourite
A modern kitchen is featured with stainless steel appliances and a sleek granite countertop. An open dining area contains a glass table accompanied by high-backed chairs. Natural light filters in through large sliding doors, illuminating the adjacent living space with a sectional sofa.
Home in Wellington
4.95 out of 5 average rating, 43 reviews

Equestrian Home

Your family will be close to everything when you stay at this centrally-located home. A charming 3 bedroom, 2 baths, 1 car garage fully remodeled in the heart of Wellington. Everything inside is brand new, beds, furniture, linens ready to welcome you. Ample screened patio to relax in the afternoon, with a gas grill. Conveniently located within walking distance to shopping, dining, and just a hand full of minutes to all equestrian venues. Short ride to Lion Country Safari.

Guest favourite
A contemporary living area features a spacious white sectional sofa adorned with colorful accent pillows. A sleek coffee table sits nearby, showcasing a decorative plant. A modern kitchen with white cabinetry and barstools is visible, complemented by warm lighting from pendant fixtures.
Villa in Wellington
4.95 out of 5 average rating, 64 reviews

Alluring Luxury Oasis: Modern Comfort & Relaxation

Escape to your private haven in a prime location in the heart of Wellington in at Villa Azalea, a stunning villa nestled within the peaceful Sugar Pond Manor community. This freshly designed retreat is the perfect home base for exploring Wellington's equestrian scene, vibrant culture, and natural beauty. Experience the finer things as you relax in a stylish space with a fully equipped kitchen, comfortable living area, and in-unit washer/dryer for ultimate convenience.

Top guest favourite
Home in Wellington
5 out of 5 average rating, 42 reviews

Elegant & Glamorous way private pool with heater

Welcome to this spacious and stylish home designed for guests who enjoy comfort, luxury, and beautiful surroundings. This large property features a sophisticated blend of modern elegance and glamorous details, creating the perfect atmosphere for unforgettable family vacations. open living spaces with high-end décor, comfortable seating, and a warm, inviting ambiance. The home offers multiple bedrooms, ideal for large families or groups who want to relax together

Guest favourite
Home in Wellington
4.95 out of 5 average rating, 22 reviews

Newly Renovated House with Luxury Pool

Villa Matilda is a brand-new luxury modern 2-bedroom, 1-bath home perfect for couples, families, or equestrian guests. Enjoy a bright open living space, fully equipped kitchen, cozy bedrooms, and a sparkling private pool. Relax in the serene backyard, sip your morning coffee, or take advantage of nearby riding trails and stables. Stylish, comfortable, and private — the perfect Florida retreat for sun, relaxation, and adventure!

Top guest favourite
A spacious living area features a large sectional sofa facing a wooden coffee table with a decorative plant. Light-colored walls enhance the ambiance, while a stylish ceiling fan and a chandelier provide illumination. Dining space with a dark wood table is visible through the open layout.
Home in Wellington
4.94 out of 5 average rating, 67 reviews

Cheerful 3 Bedroom Home less than a mile to WEF

Discover your cheerful 3-bedroom Wellington home, perfect for families! Comfortably sleeps 6. Located less than a mile from the Winter Equestrian Festival (WEF), this cozy house features a fully equipped kitchen, a private fenced backyard, and a separate den for relaxation. Enjoy the convenience of being in the heart of the action while having a peaceful retreat to call your own. Free garage parking included.

Top guest favourite
An open studio layout showcases a comfortable sleeping area with a plush queen-size bed. A fully equipped kitchen featuring stainless steel appliances is visible, alongside a dining table and chairs. A cozy seating area includes a stylish chair, while natural light brightens the space.
Guest house in Lake Worth
4.99 out of 5 average rating, 220 reviews

Secluded Guest House | Upscale Wellington

Escape to your own private retreat in one of Wellington's most beautiful and sought-after neighborhoods. This secluded guest house is the perfect base whether you're here for a beach day, exploring South Florida, or simply unwinding in a quiet, upscale setting. Enjoy complete privacy, stylish comfort, and everything you need for a relaxing stay — just minutes from the beach, golf, shopping, and dining.

Superhost
A serene bedroom features a spacious bed adorned with decorative pillows in shades of orange and white. Two bedside tables hold lamps, providing soft lighting. A painting of two horses is displayed above the bed, while a window with horizontal blinds offers views of greenery outside.
Townhouse in Wellington
4.82 out of 5 average rating, 260 reviews

Wonderful Home in the heart of Wellington

Charming little home with keyless entry, located in the center of Wellington, close to all equestrian and Polo grounds, only 3.8 miles from Palm Beach International Equestrian Center - WEF and within walking distance to Wellington town center where you can enjoy free concerts at the amphitheater, it is close to shops, restaurants and just a couple miles from Wellington Green Mall.

Guest favourite
Home in Wellington
4.81 out of 5 average rating, 27 reviews

Wellington Lakehouse • Heated Pool & Views

Escape to this stunning 4BR/4.5BA Wellington lakefront home with a heated pool and outdoor dining. Relax by the water, play cornhole in the spacious yard, or unwind in the elegant living spaces. Perfect for families or groups, this retreat blends comfort and fun with serene lake views, modern amenities, and plenty of room to gather.

Guest favourite
A single-story house is situated near a serene waterway, featuring a well-maintained lawn and landscaping. The tiled roof complements the light-colored exterior. Pathways lead to the entrance, flanked by palm trees, creating an inviting view of the surrounding neighborhood.
Home in Wellington
4.92 out of 5 average rating, 37 reviews

Enjoy the lakefront view! Minutes from Equestrian

You will enjoy easy access to many restaurants, malls, and beaches from this centrally located place. 11 miles away from Florida’s beautiful beaches, 4 miles away from the Equestrian, and mall is as close as 2 miles away, delicious food from many cuisines are all around you!

Guest favourite
A single-story residential home is depicted with a light exterior and a large front yard. A driveway leads to a two-car garage, and a wooden mailbox in the shape of a bear stands alongside well-maintained green grass. Palm trees and shrubbery provide a natural border.
Home in Wellington
4.89 out of 5 average rating, 46 reviews

Wellington's Blue Horse

The whole group will enjoy easy access to everything from this centrally located place. The home is in a quiet neighborhood and close to shops, supermarkets, horse show, Wellington Mall and much more. No Pets allowed

Popular amenities for Wellington holiday rentals

When is the best time to visit Wellington?

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Avg. price$307 SGD$347 SGD$320 SGD$247 SGD$202 SGD$198 SGD$204 SGD$197 SGD$193 SGD$195 SGD$239 SGD$277 SGD
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Frequently Asked Questions

  • What are the best places to stay in Wellington?

    Wellington has a range of stays, from quiet residential neighborhoods to areas near equestrian venues. Many travelers choose homes with outdoor spaces or accommodations near parks for easy access to local events and green spaces.

  • What are the best things to do in Wellington with kids?

    Families can explore community parks, visit interactive play areas, or enjoy equestrian-themed activities. Seasonal fairs and nature preserves often host events that are popular with children.

  • What are some of the best things to do in Wellington?

    Explore the area's equestrian culture with visits to riding centers, discover nature preserves, and browse weekend markets. Golf courses, local parks, and festive community events are frequently suggested.

  • How is the weather in Wellington?

    Wellington has mild winters from 58–75°F (14–24°C) and warm, humid summers reaching 90°F (32°C), with the heaviest rainfall in summer. Light clothing and an umbrella are helpful, especially during rainy months.

  • When is the best time to visit Wellington?

    Many guests visit in winter or early spring when temperatures are milder, around 60–80°F (16–27°C), and humidity is lower. This season also sees frequent equestrian events and outdoor activities.

  • What are the best places to visit in Wellington?

    Locals and visitors often suggest checking out equestrian centers, nature preserves, and botanical gardens around Wellington. Community parks with playgrounds and walking trails are also popular.

  • What are some hiking trails in Wellington?

    Wellington has paved walking paths, nature preserves with shaded boardwalks, and park trails that wind through wetlands. These areas are often recommended for birdwatching and short nature walks.

  • What are some family activities we can do in Wellington?

    Families can explore local parks, attend community events, or visit petting zoos and equestrian centers. Interactive play spaces and seasonal festivals also draw families year-round.

  • What are some of the best day trip ideas from Wellington?

    Day trips frequently suggested include nearby beaches, wildlife refuges, and vibrant downtown areas with cultural sites or gardens. Outdoor enthusiasts might enjoy exploring state parks and nature reserves around the region.

  • Are there any pet friendly accommodations available in Wellington?

    Wellington has a variety of pet-friendly accommodations, especially in neighborhoods close to parks and walking trails. Some hosts provide fenced yards and easy access to outdoor areas for pets.

  • What are some local tips for visiting Wellington?

    Consider packing sun protection and lightweight clothing for outdoor activities, as the area is often warm. Locals suggest exploring farmers markets and keeping an eye out for equestrian events and community gatherings.

  • What is Wellington known for?

    Wellington is known for its vibrant equestrian culture, with major horse shows and polo matches drawing visitors from around the world. Lush parks and a focus on outdoor living are key features of this community.

  • What are the best hidden gems to explore in Wellington?

    Travelers often mention smaller botanical gardens, local art exhibits, and quiet lakeside paths as hidden gems. Visiting family-run cafes and exploring less-traveled nature trails can offer a deeper sense of place.

  • What are the best foods to try in Wellington?

    The area has a mix of flavors, with frequently suggested options including fresh seafood, Latin-inspired dishes, and farm-to-table fare. Many visitors enjoy sampling locally sourced produce at farmers markets.

  • What should I bring for a trip to Wellington?

    Pack lightweight, breathable clothing, sun protection, and comfortable shoes for outdoor activities. An umbrella or rain jacket is useful during the rainy summer months, and binoculars are great for spotting local wildlife.

  • What is the nightlife in Wellington like?

    Wellington has a selection of laid-back bars, sports pubs, and casual eateries where locals gather in the evenings. Live music and family events are common, especially around community hubs.

  • What are the most popular events or festivals in Wellington?

    The area is known for its annual equestrian shows, polo matches, and seasonal community festivals held throughout winter and spring. Farmers markets and food events often occur on weekends, drawing residents and visitors.

  • Are there family friendly vacation rentals in Wellington?

    Many vacation rentals in Wellington are family-friendly, with spacious layouts, outdoor areas, and proximity to parks or playgrounds. Some accommodations also provide amenities like cribs or games for children.

Quick stats about holiday rentals in Wellington

  • Total holiday rentals

    Explore 290 holiday rentals in Wellington

  • Nightly prices starting at

    Wellington holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    170 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    280 of Wellington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Wellington rentals

  • 4.8 Average rating

    Wellington stays are highly rated by guests – averaging 4.8 out of 5!

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