Wellington holiday lettings

We found 1,585 holiday rentals — enter your dates for availability
Discover a selection of 104 homes, 20 apartments and other holiday rentals in Wellington that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a fireplace and garden. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Wellington

Showing deals for:11 Dec - 18 Dec

Image gallery for Luxury 5BR 17 Beds Retreat | Pool | Spa | Sauna | Fire Pit

Large Screened Heated Pool Deck Patio
10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Luxury 5BR 17 Beds Retreat | Pool | Spa | Sauna | Fire Pit

West Palm Beach

15% off
Price is £5,284
for 7 nights, 1 home
£755 per night
includes taxes & fees
Luxury 5BR 17 Beds Retreat | Pool | Spa | Sauna | Fire Pit

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Why visit Wellington

  • Beautiful Parks: Wellington boasts stunning parks like Wellington Green, perfect for relaxation and outdoor activities.
  • Equestrian Events: Experience the excitement of horse shows and polo matches, highlighting the city's vibrant equestrian culture.
  • Family-Friendly Activities: Enjoy a variety of engaging activities, from street fairs to community events suitable for all ages.
  • Charming Neighbourhoods: Stroll through picturesque neighbourhoods, offering a delightful atmosphere and local charm.
  • Comfortable Accommodations: Choose from private vacation homes, condos, and apartments for a pleasant stay.

Popular types of accommodation in Wellington

Wellington, Florida, is a charming city known for its beautiful parks and vibrant equestrian community. Visitors can explore the stunning Wellington Green, enjoy outdoor activities at the numerous recreational facilities, or take in the excitement of horse shows and polo matches. For those seeking a comfortable stay, the most popular types of accommodation include houses, condos, and apartments, ensuring a delightful experience during your visit to this picturesque destination.

  • Houses: The most sought-after option in Wellington, offering spacious and comfortable living for families or groups.
  • Condos: These modern, self-contained units provide a blend of luxury and convenience, ideal for couples or small families.
  • Apartments: A practical choice for budget-conscious travellers, offering essential amenities in a home-like setting.
  • Cottages: Charming and quaint, perfect for a cosy getaway amidst beautiful surroundings.
  • Villas: Upscale accommodations that provide an exquisite experience with premium facilities and stunning views.**

Top attractions in and around Wellington

Wellington, Florida, offers a delightful blend of family-friendly activities and outdoor adventures. Visitors can explore urban parks and enjoy vibrant street fairs, making it an ideal destination for those seeking entertainment and relaxation. The fairground showgrounds provide a unique experience for all ages, ensuring a memorable visit. Whether you’re travelling with family or friends, Wellington promises an engaging city experience amidst its charming surroundings.

  • Wellington International: This vibrant fairground offers family-friendly events and outdoor activities, perfect for creating lasting memories. Enjoy the lively atmosphere and engage in various entertainment options throughout the year.
  • PGA National: A renowned golf resort, PGA National features stunning courses and a welcoming community. Experience the thrill of the game amidst beautiful landscapes, catering to both seasoned golfers and novices alike.
  • Clematis Street: A bustling thoroughfare, Clematis Street is known for its lively city vibes, featuring shops, restaurants, and cultural spots. Stroll along the street to soak in the local atmosphere and vibrant community.

Things to do recommended for couples

Wellington offers a charming escape for couples. Enjoy a romantic stroll around Lake Wellington, or indulge in a sunset picnic at the tranquil parks. Don't miss a couples' massage at a local spa to unwind together, making your stay truly memorable.

Things to do recommended for families

Families visiting Wellington, Florida, can explore the lush grounds of the Wellington Green Park, enjoy a fun day at the nearby Lion Country Safari, or take part in exciting equestrian events at the Winter Equestrian Festival, making unforgettable memories together.

Things to do recommended for groups

Experience the thrill of motorsport at Palm Beach International Raceway, located 29km from Wellington. Enjoy an adrenaline-fuelled day with your group, surrounded by the excitement of racing and adventure.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Wellington

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's essential to use the right filters based on your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Wellington with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Wellington with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, and to seek out suitable amenities, such as a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Wellington: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Wellington: If you are in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Wellington

Wellington, Florida, offers a delightful blend of family-friendly attractions and outdoor adventures. Visitors can explore beautiful parks, enjoy equestrian events, and indulge in local dining experiences. The city's vibrant atmosphere is perfect for families and couples alike, with opportunities for relaxation and entertainment. Whether you're strolling through picturesque neighbourhoods or participating in community events, Wellington promises a memorable getaway filled with warmth and charm.

  • West Palm Beach: Situated approximately 23km from Wellington, West Palm Beach is a vibrant city that offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can indulge in shopping at various malls and local boutiques, or relax on the beautiful beaches that line the coast. The city’s tourist precinct is alive with attractions, including cultural exhibits and entertainment options, making it a perfect spot for families to explore and unwind.
  • Loxahatchee: Located a mere 3km from Wellington, Loxahatchee is a charming city that caters to outdoor enthusiasts and families alike. With its well-maintained golf courses and resorts, visitors can enjoy a leisurely day on the greens or relax in the scenic surroundings. Loxahatchee’s close proximity to beautiful beaches and family-friendly attractions ensures a memorable experience for all ages, making it an ideal day trip destination.
  • Greenview Shores: Nestled within the Wellington area, Greenview Shores is a lovely neighbourhood that appeals to families seeking outdoor and city-themed experiences. The area features engaging activities, including fairground shows and golf, providing a fun-filled atmosphere for visitors. Local attractions such as theme parks and museums enrich the experience, making Greenview Shores a delightful place to explore for those looking to immerse themselves in a mix of entertainment and culture.

Best time to go to Wellington

If you're planning a trip to Wellington, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in January to February and April, while off-peak times, like June, August and October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January67.3°F (19.6°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February69.8°F (21.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
March71.4°F (21.9°C)Light RainMostly SunnyAverageSlightly High
April75.4°F (24.1°C)Light RainMostly SunnySlightly HighAverage
May78.1°F (25.6°C)Light RainMostly SunnyAverageAverage
June81.1°F (27.3°C)Moderate RainMostly SunnySlightly LowAverage
July82.8°F (28.2°C)Moderate RainMostly SunnyAverageAverage
August83.1°F (28.4°C)Moderate RainMostly SunnySlightly LowSlightly Low
September81.7°F (27.6°C)Moderate RainMostly SunnyAverageSlightly Low
October78.3°F (25.7°C)Light RainMostly SunnySlightly LowSlightly Low
November73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
December70.2°F (21.2°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save on your next holiday? Being flexible with your travel dates can be beneficial, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To help you find the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new journeys, pick up from where you last stopped, or sort and view your travel arrangements. You can easily access the properties you’ve previously saved or booked, now categorised under Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to charming Wellington

The area's theatre scene and live music are just some of the reasons to come on holiday to Wellington. This city's shopping, restaurants and beaches attract many visitors, as does its romantic and welcoming location. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Wellington

Are you searching for top things to see and do while you're in town? Venture out of your holiday home and check out everything that Wellington has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Calypso Bay Waterpark (3.3 mi / 5.3 km)
  • Lion Country Safari (4.8 mi / 7.7 km)
  • Palm Beach SkateZone (6.5 mi / 10.5 km)
  • Palm Beach Zoo & Conservation Society (12.3 mi / 19.8 km)
  • Rapids Water Park (12.5 mi / 20.1 km)
  • PGA National (14 mi / 22.6 km)

Exploring the natural features in Wellington

Whether you're an outdoor enthusiast or just want to appreciate the scenery, Wellington is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Ann Norton Sculpture Gardens (13.7 mi / 22 km)
  • Lake Worth Beach (14.7 mi / 23.7 km)
  • Wakodahatchee Wetlands (14.8 mi / 23.9 km)
  • Lantana Public Beach (15.2 mi / 24.5 km)
  • Peanut Island (15.8 mi / 25.4 km)
  • Phil Foster Park (16.3 mi / 26.2 km)

Transport options to and around Wellington

The nearest airport is in President Donald J. Trump Intl. Airport (DJT), located 11.1 mi (17.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Boca Raton, FL (BCT), which is 21.7 mi (34.9 km) away.

Frequently asked questions

What is the best area to stay in Wellington when booking a holiday rental?
When considering a holiday rental in Wellington, Florida, the Wellington neighbourhood itself is an excellent choice. This area is known for its lush landscapes and equestrian culture, making it particularly appealing for those interested in horseback riding and the outdoors. The community offers a variety of properties, ranging from spacious homes to charming villas, ensuring there's something to suit different preferences and budgets.

One of the top attractions in Wellington is the Wellington Equestrian Festival, which draws visitors from around the globe to witness high-level equestrian competitions. Additionally, the nearby Wellington Green Mall provides a wonderful shopping experience, featuring a variety of shops and dining options. The area also boasts several beautiful parks, such as the Wellington Environmental Preserve, which is great for nature walks and bird watching.
How much does it cost to rent a holiday home in Wellington?
Prices for holiday rentals in Wellington vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Wellington to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Wellington holiday house rentals?
You can find great discounts on house rentals in Wellington on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Wellington?
In Wellington, holiday houses are the most popular type of holiday rental, with around 376 available throughout the area. These spacious properties are often found in family-friendly neighbourhoods, offering amenities such as multiple bedrooms, fully equipped kitchens, and private outdoor spaces for relaxation and entertainment. Many holiday houses also come with features like swimming pools and BBQ areas, making them ideal for larger gatherings or families seeking a home-away-from-home experience.

Additionally, there are about 68 villas, which provide a more upscale experience, often featuring luxurious furnishings and private pools, while 56 apartments and 32 condos cater to those looking for more compact accommodations with easy access to local attractions.
Are there any family house rentals in Wellington?
In Wellington, Florida, there are numerous family-friendly house rentals available, with around 63 options for visitors to choose from. This area is well-known for its equestrian events and beautiful parks, making it an ideal destination for families. Many of the homes in Wellington offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor patios or gardens where children can play safely.

Amenities such as Wi-Fi, air conditioning, and laundry facilities are commonly found, ensuring a comfortable stay for guests. Families can enjoy nearby attractions like the Wellington Green Mall for shopping and dining, or the scenic Wellington Environmental Preserve, great for nature walks and outdoor activities.
Can I rent a holiday home with a pool or hot tub in Wellington?
In Wellington, Florida, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 74 options to choose from. This charming community, known for its equestrian events and beautiful parks, offers a range of neighbourhoods where these properties can be found, including the peaceful residential areas near the Wellington Environmental Preserve, which provide a serene setting for relaxation.

Travellers can expect a variety of amenities in these rentals, including private swimming pools, inviting hot tubs, and spacious outdoor areas great for entertaining or unwinding after a day of exploring. Many homes also come equipped with fully stocked kitchens, comfortable living spaces, and conveniences such as Wi-Fi and air conditioning, ensuring a pleasant stay.
Can I find long-stay holiday rentals in Wellington?
A long-stay holiday rental in Wellington is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Wellington?
In Wellington, there are numerous pet-friendly house rentals available, with over 100 options to choose from. This vibrant community offers a variety of holiday homes that typically come equipped with amenities such as spacious backyards, full kitchens, and comfortable living areas, making them ideal for families or groups travelling with pets. Many properties may also feature outdoor patios, private pools, and easy access to nearby parks.

The area is known for its equestrian culture, and there are several nearby parks and nature trails where pets can enjoy the outdoors. The Wellington Environmental Preserve, for instance, offers walking paths and scenic views, making it a wonderful spot for pet owners to explore. Additionally, the local dog parks provide safe spaces for pets to play and socialise.
Are there any remote work holiday rentals in Wellington?
In Wellington, Florida, there are numerous remote work-friendly holiday rentals available, with around 464 options to choose from. This vibrant area is well-known for its equestrian culture and beautiful parks, making it an appealing destination for those looking to combine work and leisure. Many of the rentals feature dedicated workspaces, such as desks and comfortable chairs, ensuring a conducive environment for productivity.

Additionally, amenities like free Wi-Fi are typically included, allowing for seamless connectivity, whether for work or leisure. The proximity to local attractions, including the Wellington Green Mall and various golf courses, offers plenty of opportunities for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Wellington holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Wellington with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Wellington?
In Wellington, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals with ease. Many properties are pet-friendly, accommodating travellers with furry companions. Onsite parking is commonly available, providing convenience for those driving to the area. Many rentals also feature decks or patios, superb for enjoying the warm Florida weather and relaxing outdoors. Additionally, properties often welcome service animals, ensuring that all guests have a comfortable stay.
When is the best time to visit Wellington for a holiday rental?
The best time to visit Wellington for a holiday rental is during the peak season from December to February, with January standing out as the most popular month. This period attracts a vibrant crowd seeking sun-soaked days and enjoyable outdoor activities. With average temperatures around 20 to 25 degrees Celsius, visitors can indulge in everything from relaxing on the beach to exploring local parks and nature trails.

January is particularly appealing, as it offers a lively option with plenty of events, festivals, and opportunities to engage with the local community. The delightful weather makes it superb for outdoor activities such as golfing, boating, and enjoying the scenic beauty of the area.

For those looking for cost-effective options, consider visiting in October. This month provides a quieter experience, allowing you to enjoy the beautiful surroundings without the bustling crowds of peak season. With pleasant temperatures and fewer tourists, October offers a great opportunity for leisurely strolls and exploring local attractions at a more relaxed pace.

Ultimately, the best time for you to visit Wellington will depend on whether you prefer the energetic vibe of peak season or the peaceful charm of the shoulder months.
How early should I book a Wellington holiday rental?
Book your Wellington holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Wellington?
In Wellington, Florida, visitors can enjoy a range of attractions that highlight the area's equestrian culture and outdoor lifestyle. The Wellington Equestrian Festival, held annually, draws horse enthusiasts from around the world and showcases top-level competitions. For those interested in nature, the Wellington Environmental Preserve offers scenic walking trails and opportunities for birdwatching, making it a great spot for a leisurely stroll or a picnic.

Families can visit the nearby Palm Beach Zoo for a fun day out, while the Village of Wellington's parks, such as the Wellington Community Centre and the adjacent Wellington Sports Complex, provide facilities for various sports and recreational activities.
Can I change or cancel my Wellington home rental booking on Vrbo?
To find Wellington holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Wellington holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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