Book Holiday Homes in Orange

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Featured Holiday Homes in Orange

Cozy Ocean Front Retreat with Private Beach!

Cozy Ocean Front Retreat with Private Beach!

Milford
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Walnut Beach and The Coastal ...
Opens in a new windowCozy Ocean Front Retreat with Private Beach!
Business or Weekend escape

Business or Weekend escape

Stratford
The price is NZ$247 per night from 9 Nov to 10 Nov
NZ$247
9 Nov - 10 Nov
includes taxes & fees
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowBusiness or Weekend escape
McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale

West Haven
The price is NZ$927 per night from 6 Nov to 7 Nov
NZ$927
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this family-friendly vacation home in West Haven. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Cullman-Heyman ...
Opens in a new windowMcAngel Haven: 5 mins from Yale
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Cozy dog friendly updated house in quiet village adjacent to park

Cozy dog friendly updated house in quiet village adjacent to park

Northford
Book a stay at this family-friendly vacation home in Northford. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Gouveia Winery and Paradise ...
Opens in a new windowCozy dog friendly updated house in quiet village adjacent to park
Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach

West Haven
Stay at this vacation home in West Haven. Enjoy free WiFi, private pools, and air conditioning. Popular attractions Sandy Point Beach and New Haven Harbor are ...
Opens in a new windowCozy 3 bedroom minutes from Yale and the beach
Stay at Black Rock Harbor

Stay at Black Rock Harbor

Bridgeport
Stay at this vacation home in Bridgeport. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Longfellow Park and Seaside Beach ...
Opens in a new windowStay at Black Rock Harbor
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Bridgeport
The price is NZ$2,450 per night from 6 Nov to 7 Nov
NZ$2,450
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this business-friendly vacation home in Bridgeport. Enjoy free WiFi, free parking, and a garden. Popular attractions Svihra Park and Glenwood ...
Opens in a new windowCharming Colonial for Events and Getaways! – Perfect for Family Retreat!
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Melba Shopping Plaza Shopping Center and ...
Opens in a new windowBeach Front Arts & Crafts House With Gorgeous Views Of The Sound
Peaceful Vintage Home with Private Lake in Redding, CT.

Peaceful Vintage Home with Private Lake in Redding, CT.

2 out of 5
Redding, CT
The price is NZ$1,295 per night from 6 Nov to 7 Nov
NZ$1,295
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this golf vacation home in Redding. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Putnam Memorial State Park and Collis ...
Opens in a new windowPeaceful Vintage Home with Private Lake in Redding, CT.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Orange Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Orange vacation homes are the perfect way for you to wing it.

Holiday houses in Orange let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Orange in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Orange adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Orange with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Orange vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Orange Holiday Homes essential information

Accommodation
380 Holiday Homes
Lowest Price
NZ$187
Highest Price
NZ$2,450
Popular accommodation
Cozy Ocean Front Retreat with Private Beach!, Business or Weekend escape, McAngel Haven: 5 mins from Yale, Cozy dog friendly updated house in quiet village adjacent to park, Cozy 3 bedroom minutes from Yale and the beach, Stay at Black Rock Harbor, Charming Colonial for Events and Getaways! – Perfect for Family Retreat!, Beach Front Arts & Crafts House With Gorgeous Views Of The Sound, Peaceful Vintage Home with Private Lake in Redding, CT.

Top trending hotels in Orange

Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
136 Marsh Hill Rd, Orange, CT
The price is NZ$206 per night from 23 Nov to 24 Nov
NZ$206
23 Nov - 24 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Orange. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Opens in a new windowCourtyard by Marriott New Haven Orange-Milford
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
99 Marsh Hill Road, Orange, CT
Fully refundableReserve now, pay when you stay
The price is NZ$249 per night from 1 Dec to 2 Dec
NZ$249
1 Dec - 2 Dec
includes taxes & fees
Stay at this 3-star hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowHomewood Suites by Hilton Orange New Haven
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$301 per night from 16 Nov to 17 Nov
NZ$301
16 Nov - 17 Nov
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
Opens in a new windowNew Haven Hotel
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Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is NZ$187 per night from 11 Nov to 12 Nov
NZ$187
11 Nov - 12 Nov
includes taxes & fees
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowWyndham Southbury
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.