Holiday Homes in Orange

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Find holiday rentals that suit your style

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Apartments
Apartments
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Aparthotels

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Orange holiday homes

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 AU$352
includes taxes & fees
9 Nov - 10 Nov
Loft •Pool • Gym • Free Parking • Near Yale
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.

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 AU$626
includes taxes & fees
8 Nov - 9 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A kitchen counter with a coffee maker, a woven basket, a wine bottle, and a glass.

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 AU$596
includes taxes & fees
18 Nov - 19 Nov
Renovated Beachside Retreat
A swimming pool at night with blue lighting.

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 AU$208
includes taxes & fees
15 Nov - 16 Nov
Business or Weekend escape
A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

5. 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 AU$196
includes taxes & fees
9 Nov - 10 Nov
Cozy East Haven Home • Near Beach & Yale
A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

6. 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 AU$611
includes taxes & fees
11 Nov - 12 Nov
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
A covered porch with a wicker chair and a potted plant.

7. 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 AU$562
includes taxes & fees
8 Nov - 9 Nov
3-bedroom house just walking distance from Yale and Downtown
A living room with a sofa, a coffee table, a TV, and a lamp.

8. 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 AU$618
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
A staircase with dark wooden steps and black balusters, a round mirror on the wall, a blue armchair, a wicker basket with flowers, and a floor lamp.

9. 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 AU$897
includes taxes & fees
7 Nov - 8 Nov
Las Casitas Retreat
A modern kitchen with a stainless steel refrigerator, wooden beams, a dining area with a table and chairs, and a large window with blinds.

10. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is AU$679
includes taxes & fees
18 Nov - 19 Nov
Coastal Landing Stay
A modern kitchen with white cabinetry, a central island with stools, pendant lighting, and a view to an outdoor area.

11. 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 AU$1,000
includes taxes & fees
18 Nov - 19 Nov
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Deck: Comfortable outdoor sofa sets for outdoor conversations

12. 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 AU$424
includes taxes & fees
9 Nov - 10 Nov
Serenity Haven: A Modern Retreat
A two-story house with a porch, a front door with a wreath, and a small garden area.

13. 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 AU$447
includes taxes & fees
7 Nov - 8 Nov
Bear Retreat - 2-bedroom house in Waterbury
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

14. 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 AU$367
includes taxes & fees
19 Nov - 20 Nov
Centric property close to all the great things in the city
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

15. Elite room stay

Elite room stay
Bridgeport
The price is AU$464
includes taxes & fees
7 Nov - 8 Nov
Elite room stay
Lovely spacious kitchen to cook and enjoy your meals; Large island to sit and eat.

16. 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 AU$1,074
includes taxes & fees
22 Nov - 23 Nov
Heavenly Home in New Haven /5 mins drive from Yale
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

17. 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 AU$409
includes taxes & fees
12 Nov - 13 Nov
Once the old Schools house now a newly furnished Apartment
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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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.

See all hotels in Orange
A serene lake surrounded by autumn foliage, reflecting the vibrant colors of the trees.

Top reviews in Orange

A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.
Hilton Garden Inn Milford

Hilton Garden Inn Milford

Hilton Garden Inn Milford
Milford

10/10 Excellent

Stayed overnight, so commenting on the area I can only say there was no traffic. Would stay again.
Australia
Michael
Reviewed August 14, 2024
Hilton Garden Inn Milford

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