A road flanked by trees with autumn foliage.

Orange Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Orange vacation 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 ￥21,390
￥40,405 total
includes taxes & fees
Sep 27 - Sep 28
Loft •Pool • Gym • Free Parking • Near Yale
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

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 ￥17,615
￥32,447 total
includes taxes & fees
Sep 28 - Sep 29
Spacious 2 Bedroom apartment close to Yale Bowl
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

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 ￥20,171
￥33,578 total
includes taxes & fees
Sep 28 - Sep 29
Serene Country Cottage
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

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 ￥11,702
￥28,360 total
includes taxes & fees
Sep 28 - Sep 29
One bedroom in United States of America, New Haven
A house with a front porch, a garage, and a well-maintained lawn.

5. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is ￥23,592
￥52,885 total
includes taxes & fees
Sep 29 - Sep 30
Angelica’s safe haven @ west 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 ￥15,288
￥37,367 total
includes taxes & fees
Sep 28 - Sep 29
Modern Westville Home near Yale and Hospitals
A row of brownstone buildings with a central staircase leading to the second floor.

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 ￥16,986
￥37,511 total
includes taxes & fees
Sep 27 - Sep 28
Bright Downtown Studio near Yale & East Rock!
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.

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 ￥15,429
￥37,168 total
includes taxes & fees
Sep 27 - Sep 28
The Sicilian
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.

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 ￥17,694
￥38,869 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Bohemian Nook
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

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 ￥21,138
￥50,063 total
includes taxes & fees
Sep 28 - Sep 29
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a white table and chairs.

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 ￥16,986
￥43,480 total
includes taxes & fees
Sep 27 - Sep 28
Stylish Wooster Square Home Walk to Yale
A kitchen with a granite countertop, a stainless steel sink, a gold faucet, and a blue-tiled backsplash.

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
The price is ￥22,293
￥38,807 total
includes taxes & fees
Sep 27 - Sep 28
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 ￥11,041
￥31,579 total
includes taxes & fees
Sep 28 - Sep 29
Prime Yale Studio Steps to Sallys Apizza
A modern interior with a staircase, a trash bin, and a dining area.

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 ￥26,470
￥61,032 total
includes taxes & fees
Sep 27 - Sep 28
Beach Apartment in Woodmont Milford
A rooftop patio with outdoor seating, string lights, and a city skyline view.

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 ￥19,629
￥32,954 total
includes taxes & fees
Sep 27 - Sep 28
Modern Elegant Stay by Yale • Gym • Rooftop Terrace
A conference room with a long wooden table, black chairs, a blue runner, a jar of candies, a small box, and a framed artwork on the wall.

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)
"Spacious property. Good location. Overpriced due to World Cup 2026."
United States
John A.
The price is ￥19,817
￥34,979 total
includes taxes & fees
Sep 27 - Sep 28
Stocked home close to Yale, in Heart of New Haven
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
8.8 out of 10, Excellent, (3 reviews)
"Convenient location & hosts"
United States
Northeast C.
The price is ￥15,288
￥37,910 total
includes taxes & fees
Sep 27 - Sep 28
Stylish Westville Apartment near Yale Campus
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

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 ￥12,582
￥29,372 total
includes taxes & fees
Sep 27 - Sep 28
Yale Casa Verde Studio
A dining area with a wooden table set for two, a kitchen with wooden cabinets, and a bed visible through an open door.

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 price is ￥18,855
￥41,469 total
includes taxes & fees
Sep 30 - Oct 1
The Matisse: Walk to Yale & Wooster SQ | Parking
A dining area with a round table, six chairs, a wooden sideboard, a chandelier, and a refrigerator.

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)
"We stayed with two other couples for a local wedding nearby. This place is a lot larger than what the pictures capture! Comfortable beds in three private rooms were perfect for us! Easy check-in and check-out procedures. Plenty of street parking. We enjoyed our stay!"
United States
Farrah A.
The price is ￥18,260
￥33,189 total
includes taxes & fees
Sep 27 - Sep 28
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

New Haven Hotel

New Haven Hotel

8/10 Good
"Room was smoky smelling and stale, despite being a non-smoking hotel. The bed was comfortable, and the shower was nice. The staff at checkout was not very friendly. The sink backed up & the toilet seat was nearly falling off. Parking was a little inconvenient and the car next to ours was broken into while we stayed there."
Holly 1-night trip
Posted 3 hours ago
New Haven Hotel

Find out more about Orange

Search for holiday rentals in Orange on Expedia! You can easily find your home rentals, villas, holiday apartments in Orange using one of the methods below:

  • View our selection of featured holiday rentals in Orange
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Look no further and take a look at our great range of rental properties in Orange!

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Frequently asked questions

Can I find a vacation rental in Orange?

Yes, we offer vacation rentals close to well known local attractions in Orange, or you can select a more secluded option if you're looking for relaxation. Our travelers 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 vacation home rentals that Orange has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental near Orange is located on the beach and has a balcony, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Orange?

Expedia has 3 vacation 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 larger area.

What are vacation rentals like in Orange?

Vacation rentals are privately owned properties you can stay in for several days or longer in Orange. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.