Book Holiday Homes in Orange

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Featured Holiday Homes in Orange

Cozy 2 bedroom home located minutes from downtown

Cozy 2 bedroom home located minutes from downtown

New Haven
Stay at this vacation home in New Haven. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Yale Bowl and Cullman-Heyman ...
Cozy 2 bedroom home located minutes from downtown
Business or Weekend escape

Business or Weekend escape

Stratford
The price is NZ$249 per night from 7 Oct to 8 Oct
NZ$249
7 Oct - 8 Oct
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 ...
Business or Weekend escape
Modern Beach Home - Waterview, close to restaurants, universities and hospitals

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

West Haven
Stay at this vacation home in West Haven. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Seabluff Beach and Bradley Point Beach are located ...
Modern Beach Home - Waterview, close to restaurants, universities and hospitals
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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 ...
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
New Madison beach house - Ocean front- Great views- booking Summer 2025

New Madison beach house - Ocean front- Great views- booking Summer 2025

Madison
Book a stay at this beach vacation home in Madison. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Chaffinch Island State Park and Henry ...
New Madison beach house - Ocean front- Great views- booking Summer 2025
McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale

West Haven
The price is NZ$894 per night from 7 Sept to 8 Sept
NZ$894
7 Sept - 8 Sept
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 ...
McAngel Haven: 5 mins from Yale
Stareway to Heaven Su

Stareway to Heaven Su

Fairfield
Stay at this vacation home in Fairfield. Enjoy a garden, laundry facilities, and patios. Popular attractions South Pine Creek Beach and Country Club of Fairfield ...
Stareway to Heaven Su
Ranch style living at its best with country garden & patio!

Ranch style living at its best with country garden & patio!

North Haven
Stay at this vacation home in North Haven. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Connecticut Sportsplex and East Rock Park are ...
Ranch style living at its best with country garden & patio!
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Branford
Stay at this vacation home in Branford. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Double Beach and Stony Creek Brewery ...
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
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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
410 Holiday Homes
Lowest Price
NZ$129
Highest Price
NZ$894
Popular accommodation
Cozy 2 bedroom home located minutes from downtown, Business or Weekend escape, Modern Beach Home - Waterview, close to restaurants, universities and hospitals, Beach Front Arts & Crafts House With Gorgeous Views Of The Sound, New Madison beach house - Ocean front- Great views- booking Summer 2025, McAngel Haven: 5 mins from Yale, Stareway to Heaven Su, Ranch style living at its best with country garden & patio!, BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

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$199 per night from 14 Sept to 15 Sept
NZ$199
14 Sept - 15 Sept
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. ...
Courtyard 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$293 per night from 7 Sept to 8 Sept
NZ$293
7 Sept - 8 Sept
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. ...
Homewood Suites by Hilton Orange New Haven
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is NZ$307 per night from 21 Sept to 22 Sept
NZ$307
21 Sept - 22 Sept
includes taxes & fees
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Trumbull Marriott Shelton
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Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is NZ$129 per night from 2 Oct to 3 Oct
NZ$129
2 Oct - 3 Oct
includes taxes & fees
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Motel 6 New Haven - Branford, 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.

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^Subject to availability and chosen travel dates.