A road flanked by trees with autumn foliage.

Holiday Rentals in Orange

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Orange holiday rentals

A living room with a staircase, a sofa, a coffee table, and a TV.

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 €252
includes taxes & fees
25 Oct - 26 Oct
Loft •Pool • Gym • Free Parking • Near Yale
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

2. 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 €194
includes taxes & fees
17 Nov - 18 Nov
Serene Country Cottage
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

3. 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, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is €195
includes taxes & fees
9 Nov - 10 Nov
Spacious 2 Bedroom apartment close to Yale Bowl
A house with a front porch, a garage, and a well-maintained lawn.

4. 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 €320
includes taxes & fees
26 Oct - 27 Oct
Angelica’s safe haven @ west haven
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

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

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
The price is €166
includes taxes & fees
26 Oct - 27 Oct
One bedroom in United States of America, New Haven
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

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 €223
includes taxes & fees
26 Oct - 27 Oct
Modern Westville Home near Yale and Hospitals
A living room with a flat-screen TV mounted on the wall, a yellow armchair, a patterned rug, and various decorative items on shelves and side tables.

7. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (17 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 €222
includes taxes & fees
25 Oct - 26 Oct
The Sicilian
A hotel room with a bed, two bedside lamps, a chair, a desk with a laptop, and a window with curtains.

8. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveller
The price is €70
includes taxes & fees
22 Nov - 23 Nov
Sunny 1 Full Bed ADA|Free parking
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

9. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"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 €193
includes taxes & fees
25 Oct - 26 Oct
Prime Yale Studio Steps to Sallys Apizza
A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

10. 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 €257
includes taxes & fees
25 Oct - 26 Oct
Spacious Bohemian Nook
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

11. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is €405
includes taxes & fees
2 Nov - 3 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A row of brownstone buildings with a central staircase leading to the second floor.

12. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (17 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is €224
includes taxes & fees
25 Oct - 26 Oct
Bright Downtown Studio near Yale & East Rock!
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

13. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveller
The price is €179
includes taxes & fees
9 Nov - 10 Nov
Yale Deluxe Modern Apartment
A kitchen with white cabinets, a stove, and a dining table with chairs.

14. Yale Science Park 1BR | Free Parking

Yale Science Park 1BR | Free Parking
Dixwell
8.0 out of 10, Very good, (8 reviews)
"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."
United States
Natalie B.
The price is €223
includes taxes & fees
26 Oct - 27 Oct
Yale Science Park 1BR | Free Parking
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

15. 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 €170
includes taxes & fees
2 Nov - 3 Nov
Yale Casa Verde Studio
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

16. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is €236
includes taxes & fees
29 Oct - 30 Oct
DUNE Fairfield Beach
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

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 €226
includes taxes & fees
26 Oct - 27 Oct
Stylish Westville Apartment near Yale Campus
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

18. 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 €303
includes taxes & fees
26 Oct - 27 Oct
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A living room with a TV, sofa, coffee table, and a staircase leading to an upper level.

19. Modern Loft Near Yale |Wooster Sq| 5 Star Location

Modern Loft Near Yale |Wooster Sq| 5 Star Location
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"My wife and I loved this unit. The host was the quickest to respond to questions that we have encountered. My only issue was the parking. There is a 19 charge per day to park in the parking lot. There is limited and restricted street parking. We got lucky because we were there on a weekend night."
United States
Eric P.
The price is €241
includes taxes & fees
27 Oct - 28 Oct
Modern Loft Near Yale |Wooster Sq| 5 Star Location
Live in style in Historic Little Italy! Our stunning living room awaits in a vibrant downtown location near Yale.

20. Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Wooster Square
7.6 out of 10, Good, (5 reviews)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
United States
Erica S.
The price is €275
includes taxes & fees
25 Oct - 26 Oct
Cozy Stay by Little Italy & Wooster Street
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

Motel 6 Milford, CT

Motel 6 Milford, CT

8/10 Good
"Motel 6 is an affordable place to stay. I personally had a bad experience with the front-desk staff member. She was treated me rudely when I went to complain about the room condition. The first room had holes on the wall and a broken shower curtain rod. The second room smelled like cat urine and cigarettes. After having to switch my room twice, she seemed annoyed."
Aileen 1-night trip
Posted 14 hours ago
Motel 6 Milford, CT

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, apart-hotels, 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 €70 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.