Orange Holiday Homes from £109: Search Holiday Homes in Orange

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

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

Orange

Ali B.

includes taxes & fees

9 Nov - 10 Nov

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

Shelton

includes taxes & fees

9 Nov - 10 Nov

A kitchen counter with a coffee maker, a woven basket, a wine bottle, and a glass.

3. Renovated Beachside Retreat

Milford

Michelle D.

includes taxes & fees

12 Nov - 13 Nov

A swimming pool at night with blue lighting.

4. Business or Weekend escape

Stratford

Kimberly

includes taxes & fees

11 Nov - 12 Nov

A marina with multiple docks and boats, surrounded by residential buildings and greenery.

5. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

Jamie S.

includes taxes & fees

9 Nov - 10 Nov

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.

6. Cozy East Haven Home • Near Beach & Yale

Momauguin

Sarah S.

A modern kitchen with a marble island, bar stools, and a dining area with a table and chairs.

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

Milford

Traci F.

includes taxes & fees

11 Nov - 12 Nov

A covered porch with a wicker chair and a potted plant.

8. 3-bedroom house just walking distance from Yale and Downtown

Dixwell

Mark S.

includes taxes & fees

9 Nov - 10 Nov

A living room with a sofa, a coffee table, a TV, and a lamp.

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

Newhallville

includes taxes & fees

9 Nov - 10 Nov

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.

10. Las Casitas Retreat

East Shore

Tim H.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a stainless steel refrigerator, wooden beams, a dining area with a table and chairs, and a large window with blinds.

11. Coastal Landing Stay

East Shore

includes taxes & fees

9 Nov - 10 Nov

12. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with white cabinetry, a central island with stools, pendant lighting, and a view to an outdoor area.

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

East Shore

Zach P.

includes taxes & fees

9 Nov - 10 Nov

Deck: Comfortable outdoor sofa sets for outdoor conversations

14. Serenity Haven: A Modern Retreat

Monroe

Tresha J.

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a porch, a front door with a wreath, and a small garden area.

15. Bear Retreat - 2-bedroom house in Waterbury

Waterbury

Radha

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

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

Brooklawn - St. Vincent

Alma B.

includes taxes & fees

18 Nov - 19 Nov

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

17. Elite room stay

Bridgeport

includes taxes & fees

9 Nov - 10 Nov

Lovely spacious kitchen to cook and enjoy your meals; Large island to sit and eat.

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

Fair Haven

Aliza T.

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

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

Wallingford Center

Jeanette W.

includes taxes & fees

12 Nov - 13 Nov

A marina with multiple docks and boats, surrounded by a forested area and residential buildings.

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

Fair Haven

includes taxes & fees

9 Nov - 10 Nov

View all properties

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 stone building with a covered patio area, outdoor seating, and a fire feature.

Homewood Suites by Hilton Orange New Haven

Orange

10/10 Excellent

Alexandra

A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and landscaped gardens.

Courtyard by Marriott New Haven Orange-Milford

Orange

10/10 Excellent

ross

A modern kitchen with wooden cabinets, a white countertop, and various food items displayed.

Hampton Inn & Suites New Haven - South - West Haven

West Haven

10/10 Excellent

We arrived early after an overnight flight and we were able to check in straight away, which was very kind and very much appreciated. Our room was very big and spacious and clean with an enormous bed! All the staff were very friendly and helpful. The breakfast was okay for non vegans but not many options for vegans which was a shame. And everything is plastic or paper, plastic cutlery and paper cups and plates, which seems such a waste and isn't nearly as nice as eating off a proper plate...

Tamsin