Photo by Gidget

Holiday Homes in Woodbridge

  • 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 Woodbridge holiday homes

1. 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

2. 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$357
includes taxes & fees
9 Nov - 10 Nov
Loft •Pool • Gym • Free Parking • Near Yale

3. 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$612
includes taxes & fees
8 Nov - 9 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

4. 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.
The price is AU$322
includes taxes & fees
30 Nov - 1 Dec
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

5. 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$571
includes taxes & fees
19 Nov - 20 Nov
3-bedroom house just walking distance from Yale and Downtown

6. 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.

7. 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$227
includes taxes & fees
8 Nov - 9 Nov
Cozy East Haven Home • Near Beach & Yale

8. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is AU$686
includes taxes & fees
8 Nov - 9 Nov
Coastal Landing Stay

9. 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$488
includes taxes & fees
22 Nov - 23 Nov
Bear Retreat - 2-bedroom house in Waterbury

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 AU$897
includes taxes & fees
8 Nov - 9 Nov
Las Casitas Retreat

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$1,011
includes taxes & fees
18 Nov - 19 Nov
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

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

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is AU$1,072
includes taxes & fees
7 Dec - 8 Dec
Gorgeous Waterfront 2:1 - 2 houses in 1 building.

13. 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$414
includes taxes & fees
12 Nov - 13 Nov
Once the old Schools house now a newly furnished Apartment

14. 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

15. 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$199
includes taxes & fees
8 Nov - 9 Nov
Business or Weekend escape

16. 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

17. 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$615
includes taxes & fees
8 Nov - 9 Nov
Renovated Beachside Retreat

18. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is AU$202
includes taxes & fees
8 Nov - 9 Nov
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

19. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is AU$664
includes taxes & fees
8 Nov - 9 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

20. 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$617
includes taxes & fees
11 Nov - 12 Nov
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
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 Woodbridge

Woodbridge awaits: its dining, art and more!

A group of people in a forested area with a large rock formation.
Photo by Gidget
Open Photo by Gidget

Top reviews in Woodbridge

Explore a world of travel with Expedia