Orange holiday rentals

We found 617 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:18 Dec - 25 Dec

Cozy seating area with dual water views
You will love the Center Island cooktop open kitchen & beautiful water views
Experience Stunning panoramic Water Views from every area of the home
Sunsets are simply breath taking over the water
Exceptional
(74 reviews)

Waterfront Retreat, Private Beach + Hot Tub Sunsets

Branford

15% off
AU$14,902
for 7 nights, 1 home
AU$2,129 per night
includes taxes & fees
Waterfront Retreat, Private Beach + Hot Tub Sunsets
Exterior
Outdoor dining
Interior
Property grounds
Exceptional
(5 reviews)

On the Water Spacious Comfortable Historic Home

West Haven

8% off
AU$9,690
for 7 nights, 1 home
AU$1,384 per night
includes taxes & fees
On the Water Spacious Comfortable Historic Home
Dining
Terrace/patio
Interior
Property grounds
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,436
for 7 nights, 1 home
AU$2,062 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Exterior
Enjoy lounging after a long beach day on the sectional looking out at the water
Fully stocked kitchen with stainless steel appliances and breakfast counter
Large comfortable sectional with a 70" smart tv
Exceptional
(10 reviews)

Luxury Beach Oasis with Amazing Panoramic Ocean Views

Milford

8% off
AU$9,089
for 7 nights, 1 home
AU$1,298 per night
includes taxes & fees
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Interior
Living area
Living area
Property grounds
Exceptional
(11 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford

8% off
AU$3,978
for 7 nights, 1 cottage
AU$568 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk
master bedroom, king bed.
Interior
Living area
(new photo 6/25/2011)
Exceptional
(54 reviews)

Beautiful Waterfront Beach House for Family Vacations

Branford

8% off
AU$8,597
for 7 nights, 1 home
AU$1,228 per night
includes taxes & fees
Beautiful Waterfront Beach House for Family Vacations
Kitchen
Outdoor dining
Living area
Living area
Exceptional
(8 reviews)

Silver Sands Beach Getaway

Milford

16% off
AU$4,380
for 7 nights, 1 home
AU$626 per night
includes taxes & fees
Silver Sands Beach Getaway
Living Room
Lake View
Living Room
1 King Size Bed with View of River
Exceptional
(16 reviews)

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

New Haven

8% off
AU$3,030
for 7 nights, 1 home
AU$433 per night
includes taxes & fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Dining Room
Stairwell to Master
Living Room
Queen Bedroom 2
Excellent
(6 reviews)

Beach Apartment in Woodmont Milford

Milford

8% off
AU$3,167
for 7 nights, 1 apartment
AU$452 per night
includes taxes & fees
Beach Apartment in Woodmont Milford
Bathroom
Living area
Interior
Room
Exceptional
(37 reviews)

1 bedroom Cozy, comfy, super clean, great location and own entrance!!

Shelton

7% off
AU$804
for 7 nights, 1 apartment
AU$115 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

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)
  • Yale Golf Course (3.5 mi / 5.6 km)
  • Connecticut Golf Club (15.8 mi / 25.5 km)
  • Country Club of Fairfield (16.6 mi / 26.6 km)
  • Gouveia Winery (17.4 mi / 27.9 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)
  • Milford Green (4.5 mi / 7.3 km)
  • Gulf Beach (4.8 mi / 7.8 km)
  • Sandy Point Beach (4.9 mi / 7.9 km)
  • New Haven Green (5.6 mi / 9 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 charming town centre, which offers a delightful mix of convenience and local attractions. This area is home to a variety of properties, ranging from quaint cottages to spacious family homes, making it suitable for different preferences and group sizes.Staying in this part of Orange allows easy access to the beautiful Edgerton Park, where visitors can enjoy leisurely strolls among well-maintained gardens and scenic landscapes. Additionally, the nearby Orange Town Green is a lovely spot to relax and often hosts community events and farmers' markets, providing a vibrant setting.For those interested in history and culture, the nearby historical sites and museums add a unique touch to your stay.
When is the best time to visit Orange for a holiday rental?
The best time to visit Orange, Connecticut, for a holiday rental is during the peak season from July to September. This vibrant period attracts families and outdoor enthusiasts alike, who flock to enjoy the warm summer days filled with sunshine and recreational activities. Expect a lively option as visitors explore local parks, partake in outdoor sports, and attend various community events that showcase the region's charm.July stands out as the most popular month, offering an ideal climate with temperatures typically ranging from 20 to 30 degrees Celsius. This warmth is superb for picnics in the parks, enjoying scenic walks, or visiting nearby attractions such as the beautiful Orange Town Green. Families will appreciate the convenience of having access to a variety of family-friendly activities, ensuring a memorable holiday experience.For those seeking a more budget-friendly option, consider planning your visit in December. This month allows for a quieter, more intimate holiday experience, where you can enjoy festive decorations and local winter events without the summer crowds.
What are the top attractions in Orange?
In Orange, Connecticut, visitors can enjoy a variety of attractions that showcase the area's natural beauty and community spirit. The town is home to the scenic Orange Town Green, a lovely park that often hosts local events and offers a picturesque place to relax. Nearby, the Great River Golf Club provides a beautiful setting for golf enthusiasts, surrounded by lovely landscapes.For those interested in nature, the nearby West Rock Ridge State Park offers hiking trails with stunning views and opportunities for outdoor activities like biking and picnicking. Additionally, the historic Orange Historical Society features exhibits that delve into the local heritage and history, making it a fascinating stop for those interested in learning more about the area.Families might also enjoy visiting the Edgerton Park, which features lovely gardens, picnic areas, and walking paths, providing an excellent space for leisure and recreation.
Are all fees included in the Orange holiday homes prices shown on Stayz?
Stayz 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.
Are there any Orange holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Orange holiday homes?
You can find great discounts on holiday homes in Orange on Stayz, 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.
Can I change or cancel my Orange holiday home booking on Stayz?
To find Orange holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Orange?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Orange holiday home?
Book your Orange holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Orange?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Orange to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.