A road flanked by trees with autumn foliage.

Orange Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Orange vacation rentals

Exterior

1. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$310 nightly
The price is $351
Sep 4 - Sep 5
Total with taxes and fees
Angelica’s safe haven @ west haven
Interior

2. 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.
Beach Apartment in Woodmont Milford
TV

3. Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere

Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere
Milford
9.4 out of 10, Exceptional, (3 reviews)
"Location was excellent for access to downtown Milford. Convenient off street parking. Bed was comfortable. We visited in the summer and the adjacent park was very active late into the evening but quieted down after 10:00 PM."
United States
Edward W.
$526 nightly
The price is $595
Sep 7 - Sep 8
Total with taxes and fees
Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere
TV, books

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
$447 nightly
The price is $505
Sep 29 - Sep 30
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Interior

5. 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.
$305 nightly
The price is $345
Sep 25 - Sep 26
Total with taxes and fees
Modern Westville Home near Yale and Hospitals
Dining

6. 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.
$202 nightly
The price is $229
Sep 5 - Sep 6
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
Interior

7. Cozy 2-bedroom apartment in charming New Haven near Downtown and Yale Hospital

Cozy 2-bedroom apartment in charming New Haven near Downtown and Yale Hospital
The Hill
$321 nightly
The price is $364
Sep 4 - Sep 5
Total with taxes and fees
Cozy 2-bedroom apartment in charming New Haven near Downtown and Yale Hospital
2 bedrooms, WiFi, bed sheets

8. Adorable 2-bedroom apartment in New Haven# Apartment 4

Adorable 2-bedroom apartment in New Haven# Apartment 4
The Hill
$241 nightly
The price is $273
Sep 4 - Sep 5
Total with taxes and fees
Adorable 2-bedroom apartment in New Haven# Apartment 4
Smart TV

9. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (15 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.
$208 nightly
The price is $236
Sep 8 - Sep 9
Total with taxes and fees
The Sicilian
Lobby

10. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (9 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
$225 nightly
The price is $254
Sep 9 - Sep 10
Total with taxes and fees
Spacious Bohemian Nook
Smart TV

11. Beautiful 3-bedroom apartment near Yale

Beautiful 3-bedroom apartment near Yale
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"The host was great. We had some issues with the codes getting in but the host was most helpful. The stay was very nice. I wouldn't wander the neighborhood after dark but we had a great time,"
United States
Michelle
Beautiful 3-bedroom apartment near Yale
TV

12. Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
Dwight
9.0 out of 10, Wonderful, (4 reviews)
"Nice little apartment. Clean and well maintained."
United States
David
$221 nightly
The price is $229
Oct 4 - Oct 5
Total with taxes and fees
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
1 bedroom, desk, iron/ironing board, WiFi

13. 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.
$167 nightly
The price is $189
Sep 30 - Oct 1
Total with taxes and fees
One bedroom in United States of America, New Haven
Desk, iron/ironing board, WiFi, bed sheets

14. 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
$165 nightly
The price is $187
Sep 10 - Sep 11
Total with taxes and fees
Yale Casa Verde Studio
Bar (on property)

15. Modern Studio Stay On Howe

Modern Studio Stay On Howe
Dwight
8.6 out of 10, Excellent, (7 reviews)
"Cute, clean property good for a visit to New Haven for a single or couple. The area is a little noisy, but that's the price you pay for being in close walking distance to everything you'd want to be in close walking distance to! Would definitely stay again. "
United States
Robin A.
$291 nightly
The price is $299
Sep 11 - Sep 12
Total with taxes and fees
Modern Studio Stay On Howe
Outdoor dining

16. Luxury 2BR New Haven Apt Near Yale w/ Rooftop, Gym & Parking

Luxury 2BR New Haven Apt Near Yale w/ Rooftop, Gym & Parking
Dwight
10.0 out of 10, Exceptional, (4 reviews)
"Great stay"
United States
Marquita M.
$257 nightly
The price is $291
Sep 4 - Sep 5
Total with taxes and fees
Luxury 2BR New Haven Apt Near Yale w/ Rooftop, Gym & Parking
Outdoor dining

17. 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.
$187 nightly
The price is $212
Sep 14 - Sep 15
Total with taxes and fees
Modern Elegant Stay by Yale • Gym • Rooftop Terrace
Terrace/patio

18. 3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
10.0 out of 10, Exceptional, (5 reviews)
"Great stay!"
United States
Mark S.
$397 nightly
The price is $450
Sep 7 - Sep 8
Total with taxes and fees
3-bedroom house just walking distance from Yale and Downtown
Interior

19. Luxury Studio Near Yale | Gym, W/D & Fast WiFi

Luxury Studio Near Yale | Gym, W/D & Fast WiFi
Downtown New Haven
$190 nightly
The price is $190
Sep 8 - Sep 9
Total with taxes and fees
Luxury Studio Near Yale | Gym, W/D & Fast WiFi
1 bedroom, iron/ironing board, WiFi, bed sheets

20. 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, (5 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.
$294 nightly
The price is $333
Sep 7 - Sep 8
Total with taxes and fees
The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.
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

10/10 Excellent
"Outstanding"
Aimin 1-night trip
Posted 1 hour ago
New Haven Hotel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Orange in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.