Orange holiday lettings

We found 550 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Orange to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your family, friends or furry companion, including parking and a garden. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Orange

Showing deals for:6 Mar - 13 Mar

Image gallery for Renovated Milford Beach home by Charles Island/Silver Sands Pk

Beach
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford, CT

8% off
Price is £1,925
for 7 nights, 1 cottage
£275 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk

Find spaces that suit your style

The friendly city of Orange awaits you

The beaches and other outdoor surroundings create an inviting atmosphere in Orange. Travellers to this welcoming city praise the restaurants, shopping and bars. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Orange

Do you want to find attractions to visit during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Orange a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (9.3 mi / 15 km)
  • Great River Golf Club (2.9 mi / 4.6 km)
  • Art Plus Studio (5.2 mi / 8.3 km)
  • Polished (11.2 mi / 18.1 km)
  • Connecticut Golf Club (15.8 mi / 25.5 km)
  • Country Club of Fairfield (16.6 mi / 26.6 km)

Exploring the natural features in Orange

Whether you're looking for adventure or just want to spend some time taking in the scenery, Orange is a great place to get out in nature. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Seabluff Beach (3.9 mi / 6.2 km)
  • Oak Street Beach (4.3 mi / 6.8 km)
  • Sandy Point Beach (4.9 mi / 7.9 km)
  • New Haven Green (5.6 mi / 9 km)
  • Walnut Beach (6.3 mi / 10.2 km)
  • Lighthouse Point Park (6.8 mi / 11 km)

Transport to and around Orange

The nearest airport is in New Haven, CT (HVN-Tweed - New Haven Regional), located 7.1 mi (11.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 9.8 mi (15.7 km) away.

Frequently asked questions

What is the best area to stay in Orange when booking a holiday rental?
When considering a holiday rental in Orange, Connecticut, a popular area to stay is near the bustling centre of town, which offers a charming blend of suburban tranquillity and easy access to various attractions. This neighbourhood is particularly appealing for its proximity to the Orange Town Green, a lovely park that often hosts community events and farmers' markets, providing a taste of local culture.

Another excellent option is the area surrounding the historic sites such as the Orange Historical Society, where you can learn about the town's rich heritage. Staying here allows visitors to enjoy a peaceful environment while being just a short drive away from larger cities like New Haven, which boasts attractions such as Yale University and the renowned Peabody Museum of Natural History.
How much does it cost to rent a holiday home in Orange?
Prices for holiday rentals in Orange 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 Orange 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 Orange holiday house rentals?
You can find great discounts on house rentals in Orange 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 Orange?
In Orange, holiday houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically offer spacious living environments, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas that contribute to a cozy feel. Many of these houses also include outdoor spaces, such as gardens or patios, ideal for relaxation or gatherings.
Can I find long-stay holiday rentals in Orange?
A long-stay holiday rental in Orange 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 Orange?
In Orange, Connecticut, there are several pet-friendly house rentals available, making it a suitable destination for travellers with furry companions. The area offers a mix of charming homes, often equipped with amenities such as spacious backyards, modern kitchens, and comfortable living spaces that ensure a relaxing stay. Many of these rentals are situated in peaceful residential neighbourhoods, providing a tranquil environment for guests.
Are there any Orange holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Orange 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 Orange?
In Orange, Connecticut, popular rental amenities include cozy fireplaces, which are often featured in holiday rentals to create a warm and friendly space. Many properties also offer fitness facilities, allowing guests to maintain their exercise routines during their stay. On-site parking is commonly available, often provided through third-party services, ensuring convenience for those travelling by car. Additionally, some rentals are pet-friendly, accommodating travellers who wish to bring their furry companions along, often with themed decorations or amenities to enhance the experience.
When is the best time to visit Orange for a holiday rental?
July is the most popular time to visit Orange, Connecticut, drawing holidaymakers eager to enjoy the warm summer weather and vibrant community events. This peak season, spanning from July to September, is characterised by an abundance of outdoor activities, including local festivals, farmers' markets, and opportunities for exploring the scenic beauty of the area.

During July, visitors can expect comfortable temperatures averaging in the high 20s Celsius, superb for picnicking in parks or leisurely strolls through the charming downtown area. The community comes alive with a variety of activities, making it an ideal time for families and friends to engage in fun outdoor adventures.

For those seeking a more budget-friendly option, December offers a unique charm with holiday festivities and beautiful winter landscapes. This off-peak period allows for a quieter experience while still enjoying the festive spirit, from local holiday markets to winter walks in the crisp air.
How early should I book a Orange holiday rental?
Book your Orange 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 Orange?
In Orange, Connecticut, visitors can enjoy a range of attractions that highlight the area's natural beauty and community spirit. One of the great locations is the Orange Town Green, which hosts various events throughout the year and offers a picturesque setting for leisurely strolls. Nearby, the historic Eli Whitney Museum showcases the inventor's legacy and provides interactive exhibits that engage visitors of all ages.
Can I change or cancel my Orange home rental booking on Vrbo?
To find Orange 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 Orange 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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