Holiday Homes in Orange

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Orange holiday homes

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$441
includes taxes & fees
9 Nov - 10 Nov
Loft •Pool • Gym • Free Parking • Near Yale

2. 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 NZ$756
includes taxes & fees
8 Nov - 9 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

3. Renovated Beachside Retreat

Renovated Beachside Retreat
Milford
10.0 out of 10, Exceptional, (1 review)
"Terrific place to stay in Milford. Quaint & quiet neighborhood, close to beach and beautiful park near by to walk at (Walnut Beach Park). House was very well kept and stocked with everything you would need. Host communication was thorough and prompt. Would absolutely stay here again."
United States
Michelle D.
The price is NZ$758
includes taxes & fees
8 Nov - 9 Nov
Renovated Beachside Retreat

4. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$245
includes taxes & fees
8 Nov - 9 Nov
Business or Weekend escape

5. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
8.0 out of 10, Very good, (6 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

6. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
The price is NZ$286
includes taxes & fees
8 Nov - 9 Nov
Cozy East Haven Home • Near Beach & Yale

7. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (10 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
The price is NZ$761
includes taxes & fees
11 Nov - 12 Nov
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

8. 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, (7 reviews)
"Great stay!"
United States
Mark S.
The price is NZ$700
includes taxes & fees
8 Nov - 9 Nov
3-bedroom house just walking distance from Yale and Downtown

9. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is NZ$774
includes taxes & fees
30 Nov - 1 Dec
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

10. Las Casitas Retreat

Las Casitas Retreat
East Shore
10.0 out of 10, Exceptional, (1 review)
"La Caistas Retreat was a wonderful experience. The place was very clean and cozy. We visited with 2 of my adult children and their significant others and had plenty of room. The host, Sujata, was very informative amd checked in daily. The check-in and out were very smooth. I would recommend this place to anyone visiting New Haven!!!!"
United States
Tim H.
The price is NZ$1,191
includes taxes & fees
9 Nov - 10 Nov
Las Casitas Retreat

11. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is NZ$854
includes taxes & fees
8 Nov - 9 Nov
Coastal Landing Stay

12. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

13. Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (5 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is NZ$1,252
includes taxes & fees
8 Dec - 9 Dec
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

14. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
The price is NZ$526
includes taxes & fees
9 Nov - 10 Nov
Serenity Haven: A Modern Retreat

15. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is NZ$602
includes taxes & fees
22 Nov - 23 Nov
Bear Retreat - 2-bedroom house in Waterbury

16. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is NZ$452
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city

17. Elite room stay

Elite room stay
Bridgeport
The price is NZ$567
includes taxes & fees
8 Nov - 9 Nov
Elite room stay

18. Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (24 reviews)
"Place was so cute and spacious. Owner was awesome too! Definitely recommend."
United States
Aliza T.
The price is NZ$1,327
includes taxes & fees
22 Nov - 23 Nov
Heavenly Home in New Haven /5 mins drive from Yale

19. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is NZ$518
includes taxes & fees
12 Nov - 13 Nov
Once the old Schools house now a newly furnished Apartment

20. Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is NZ$1,327
includes taxes & fees
24 Nov - 25 Nov
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
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.

Learn more about Orange

Families gather at the Orange Country Fair each September for tractor pulls, pie contests, and local crafts. Hikers can explore the scenic trails of Racebrook Preserve or visit nearby New Haven's Yale University museums for cultural enrichment.

A serene lake surrounded by autumn foliage, reflecting the vibrant colors of the trees.

Top reviews in Orange