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Orange Holiday Rentals

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Our top choices for Orange holiday rentals

1. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is NZ$514
includes taxes & fees
25 Oct - 26 Oct
Loft •Pool • Gym • Free Parking • Near Yale

2. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is NZ$364
includes taxes & fees
30 Sept - 1 Oct
Spacious 2 Bedroom apartment close to Yale Bowl

3. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is NZ$380
includes taxes & fees
30 Sept - 1 Oct
Serene Country Cottage

4. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is NZ$317
includes taxes & fees
27 Oct - 28 Oct
One bedroom in United States of America, New Haven

5. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (9 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is NZ$616
includes taxes & fees
7 Oct - 8 Oct
Angelica’s safe haven @ west haven

6. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
The price is NZ$426
includes taxes & fees
30 Sept - 1 Oct
Modern Westville Home near Yale and Hospitals

7. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is NZ$428
includes taxes & fees
30 Sept - 1 Oct
Bright Downtown Studio near Yale & East Rock!

8. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (16 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
The price is NZ$424
includes taxes & fees
30 Sept - 1 Oct
The Sicilian

9. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
The price is NZ$445
includes taxes & fees
30 Sept - 1 Oct
Spacious Bohemian Nook

10. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
Downtown New Haven
10.0 out of 10, Exceptional, (6 reviews)
"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"
United States
George Z.
The price is NZ$697
includes taxes & fees
1 Oct - 2 Oct
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

11. Stylish Wooster Square Home Walk to Yale

Stylish Wooster Square Home Walk to Yale
Downtown New Haven
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful apartment in the Wooster neighborhood. New, modern, comfortable apartment within walking distance to great restaurants. Nicely appointed with easy check-in and parking for one car. Was perfect for two couples visiting their Yale students for the weekend!"
United States
Lydia P.
The price is NZ$504
includes taxes & fees
30 Sept - 1 Oct
Stylish Wooster Square Home Walk to Yale

12. Renovated 2 bedroom entire apartment w/parking

Renovated 2 bedroom entire apartment w/parking
Ansonia
10.0 out of 10, Exceptional, (2 reviews)
"Host was very attentive making sure everything was going well, apartment was great would definitely stay again "
United States
Sophia
Renovated 2 bedroom entire apartment w/parking

13. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
The price is NZ$355
includes taxes & fees
30 Sept - 1 Oct
Prime Yale Studio Steps to Sallys Apizza

14. Beach Apartment in Woodmont Milford

Beach Apartment in Woodmont Milford
Milford
8.8 out of 10, Excellent, (6 reviews)
"Had a great stay!"
United States
Garry G.
The price is NZ$813
includes taxes & fees
8 Oct - 9 Oct
Beach Apartment in Woodmont Milford

15. Modern Elegant Stay by Yale • Gym • Rooftop Terrace

Modern Elegant Stay by Yale • Gym • Rooftop Terrace
Dwight
10.0 out of 10, Exceptional, (9 reviews)
"This was our second stay. Clean, excellent location and owner is the best! Will book again!"
United States
Kelly E.
The price is NZ$370
includes taxes & fees
7 Oct - 8 Oct
Modern Elegant Stay by Yale • Gym • Rooftop Terrace

16. Stocked home close to Yale, in Heart of New Haven

Stocked home close to Yale, in Heart of New Haven
Mill River
9.0 out of 10, Wonderful, (29 reviews)
"Great value very close to university. "
United States
Lawrence
The price is NZ$396
includes taxes & fees
30 Sept - 1 Oct
Stocked home close to Yale, in Heart of New Haven

17. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.0 out of 10, Wonderful, (4 reviews)
"Great location, well organized space, well decorated. I loved that there were enough places to sit and be comfortable, many VRBO’s have tiny little sofas that are so uncomfortable, but this has proper furniture. The beds are very firm."
Canada
Alex C.
The price is NZ$442
includes taxes & fees
7 Oct - 8 Oct
Stylish Westville Apartment near Yale Campus

18. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
The price is NZ$324
includes taxes & fees
27 Oct - 28 Oct
Yale Casa Verde Studio

19. The Matisse: Walk to Yale & Wooster SQ | Parking

The Matisse: Walk to Yale & Wooster SQ | Parking
Wooster Square
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as advertised great place for 2. Excellent communication with owners and great time would highly recommend "
United States
Sid B.
The Matisse: Walk to Yale & Wooster SQ | Parking

20. Great 3 Bedroom close to downtown and Yale!

Great 3 Bedroom close to downtown and Yale!
Mill River
8.4 out of 10, Very good, (25 reviews)
"Was very clean and roomy, location was great."
United States
Sherry G.
The price is NZ$374
includes taxes & fees
30 Sept - 1 Oct
Great 3 Bedroom close to downtown and Yale!
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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Top Orange Hotel Reviews

Find out more about Orange

Everything you need to know about Orange holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Orange holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Orange holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orange holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orange. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Orange holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orange holiday rentals we have selected for you start as low as NZ$269 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Orange rentals

At Expedia, we put the best Orange holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Orange rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Orange holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Orange. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Orange?

Yes, there are holiday rentals close to the most popular sights in Orange, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Orange has a good selection of restaurants. Make sure you have time to check out the shopping and bars during your trip.

What are some of the best holiday rentals that Orange has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Orange is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Orange?

Expedia has 3 holiday rentals for your stay in Orange.

What can I see and do in Orange?

Explore the area and family-friendly sights such as Peabody Museum of Natural History, or get out into nature at a spot like Housatonic River. Grassy Hill Country Club and Westfield Connecticut Post Mall are a couple of places you'll find in the wider area.

What are holiday rentals like in Orange?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Orange. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family getaway.