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 kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

1. 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 CA $175
CA $293 total
includes taxes & fees
Sep 23 - Sep 24
Serene Country Cottage
A house with a front porch, a garage, and a well-maintained lawn.

2. 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 CA $189
CA $470 total
includes taxes & fees
Sep 23 - Sep 24
Angelica’s safe haven @ west haven
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, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is CA $156
CA $288 total
includes taxes & fees
Sep 23 - Sep 24
Spacious 2 Bedroom apartment close to Yale Bowl
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

4. 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 CA $136
CA $340 total
includes taxes & fees
Sep 23 - Sep 24
Stylish Westville Apartment near Yale Campus
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
9.0 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 CA $112
CA $262 total
includes taxes & fees
Sep 27 - Sep 28
One bedroom in United States of America, New Haven
A row of brownstone buildings with a central staircase leading to the second floor.

6. 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 CA $152
CA $336 total
includes taxes & fees
Sep 23 - Sep 24
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.

7. 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 CA $138
CA $333 total
includes taxes & fees
Sep 23 - Sep 24
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.

8. 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 CA $158
CA $350 total
includes taxes & fees
Sep 23 - Sep 24
Spacious Bohemian Nook

9. 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 CA $99
CA $282 total
includes taxes & fees
Sep 23 - Sep 24
Prime Yale Studio Steps to Sallys Apizza
A modern living room with a grey sofa, a wooden coffee table, and a dining area with a white table and chairs.

10. 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 CA $152
CA $398 total
includes taxes & fees
Sep 23 - Sep 24
Stylish Wooster Square Home Walk to Yale
A modern bedroom with a large bed, a bedside table, a hanging light, and a window with sheer curtains.

11. 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 CA $136
CA $335 total
includes taxes & fees
Sep 23 - Sep 24
Yale Science Park 1BR | Free Parking
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

12. 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 CA $112
CA $262 total
includes taxes & fees
Sep 23 - Sep 24
Yale Casa Verde Studio
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.

13. 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 CA $176
CA $312 total
includes taxes & fees
Sep 30 - Oct 1
Stocked home close to Yale, in Heart of New Haven
A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

14. 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 CA $214
CA $504 total
includes taxes & fees
Sep 28 - Sep 29
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
A spacious living area with a wooden floor, a sofa, a coffee table, and a TV mounted on the wall.

15. Modern Loft near Yale and Wooster Square + Parking

Modern Loft near Yale and Wooster Square + Parking
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great location. Safe and walking distance to many great restaurants. Very clean"
United States
mary dawn h.
The price is CA $139
CA $385 total
includes taxes & fees
Oct 13 - Oct 14
Modern Loft near Yale and Wooster Square + Parking
A modern building with reflective glass facades, a central atrium, and a landscaped area with trees and pathways.

16. GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for families."
United States
Frances
The price is CA $229
CA $555 total
includes taxes & fees
Sep 29 - Sep 30
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

17. 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 CA $136
CA $342 total
includes taxes & fees
Oct 12 - Oct 13
Modern Westville Home near Yale and Hospitals
A modern living room with a black sofa, white armchair, and a coffee table with a decorative centerpiece.

18. 191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital

191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
Derby
8.6 out of 10, Excellent, (8 reviews)
"Great stay! Perfect location for my needs. Clean and inviting rental. Modern and well kept. Will stay again. "
United States
Bary B.
The price is CA $254
CA $434 total
includes taxes & fees
Sep 24 - Sep 25
191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
A living room with a sofa, coffee table, and a large mirror. There are windows, a plant, and a bookshelf.

19. A brick's throw away to Sally's Apizza!

A brick's throw away to Sally's Apizza!
Wooster Square
8.8 out of 10, Excellent, (5 reviews)
"The perfect place for visiting my Yale student! The space was comfortable for her to come visit, far enough from campus for a beak but close enough to get to class. Loved the full kitchen to provide her a home cooked meal and access to the washer and dryer so we could do her laundry. We can’t wait to stay again! I highly recommend both coffee locations and the liquor store in the neighborhood. And of course Sally’s! The host was amazing and communicated nearly immediately when I had questions! "
United States
Brandi J.
The price is CA $154
CA $445 total
includes taxes & fees
Sep 23 - Sep 24
A brick's throw away to Sally's Apizza!
A rooftop patio with outdoor seating, string lights, and a city skyline view.

20. 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 CA $182
CA $302 total
includes taxes & fees
Sep 27 - Sep 28
Modern Elegant Stay by Yale • Gym • Rooftop Terrace
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

The Circle Hotel Fairfield

The Circle Hotel Fairfield

8/10 Good
"Breakfast was very good. Room was clean. Front desk staff was welcoming."
James 1-night trip
Posted 4 hours ago
The Circle Hotel Fairfield

Find out more about Orange

Everything you need to know about Orange vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Orange vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Orange vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Orange vacation rentals we have selected for you start as low as CA $214 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 vacation 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 vacation.

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 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.