Holiday rentals in Wellington
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Top-rated holiday rentals in Wellington
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Upscale Private Wellington Guest House | Near WEF
Private upscale guest house in the heart of Wellington, perfect for equestrian events, seasonal stays, business travel, or relaxing getaways. Features a fully equipped kitchen, renovated bathroom, washer and dryer, comfortable sleeping area, WiFi, TV, and private patio in a quiet upscale neighborhood. Minutes to WEF, polo grounds, beaches, restaurants, shopping, and golf. Enjoy privacy, comfort, and convenience in one of Wellington’s most desirable locations. Ideal for short or extended stays.
Azure
Welcome to Azure water front retreat. This stunning waterfront oasis blends modern luxury with tropical serenity. ( NO PARTIES ) This home is close to Polo Ground, beaches, dining and entertainment. It is minutes to famous Palm Beach, with its amazing dining and world class shopping as well as West Palm Beach with its many dining, and shopping venues! close to Palm Beach, It is a spacious house 2400 sf .Open space with pool a social area including barbecue Neighborhood is very safe
Paradise in Equestrian Walk for FIFA WORLD CUP
Welcome to your dream home in the heart of Polo Wellington! spacious residence features 4 bedrooms, 5 beds, and 3 full bathrooms, perfect for families or entertaining guests. Enjoy the luxurious saltwater , heated swimming pool and unwind with entertainment options like a billiard table and foosball table. With everything you need close by, this home truly offers best of convenience and comfort. The exclusive Equestrian Walk neighborhood, where peace, quiet, and safety come together.
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!
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.
Resort Living in Beautiful Wellington
Come enjoy this tastefully decorated 2 bedrooms, 2 baths guest house with 12ft vaulted ceiling throughout in the prestigious Pinewood East Wellington neighborhood. You will feel as if you are vacationing on a Caribbean resort. This guest house has its own private entrance, side yard and backyard. The open floor plan is perfect for families with children. You will not want to leave! Note: The pool and main house backyard are not available to house guests.
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.
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
Wellington Polo Club Retreat | St. Andrews
Escape to this stylish newly renovated 2-bedroom, 2-bath home in Wellington’s prestigious St. Andrews at the Polo Club. Perfect for up to 6 guests, it offers resort-style amenities, cozy charm, and an unbeatable location—ideal for family getaways, weekend retreats, or equestrian stays. Minutes from dining, shopping, and Wellington’s premier equestrian venues A short drive from West Palm Beach, luxury shopping, and world-class beaches
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!
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.
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.
Popular amenities for Wellington holiday rentals
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When is the best time to visit Wellington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $305 SGD | $345 SGD | $318 SGD | $245 SGD | $201 SGD | $197 SGD | $203 SGD | $196 SGD | $192 SGD | $194 SGD | $238 SGD | $276 SGD |
| Avg. temp | 19°C | 20°C | 22°C | 24°C | 26°C | 28°C | 28°C | 28°C | 28°C | 26°C | 23°C | 21°C |
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 $38 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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