A multi-tiered waterfall surrounded by autumn foliage.

Holiday Homes in Trumbull

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Trumbull holiday homes

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

1. 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$339
includes taxes & fees
22 Oct - 23 Oct
Centric property close to all the great things in the city
A swimming pool at night with blue lighting.

2. 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$220
includes taxes & fees
2 Nov - 3 Nov
Business or Weekend escape
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

3. Elite room stay

Elite room stay
Bridgeport
The price is AU$488
includes taxes & fees
22 Oct - 23 Oct
Elite room stay
A two-story house with a porch, stone steps, and a variety of plants.

4. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is AU$1,814
includes taxes & fees
27 Oct - 28 Oct
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A beach with people sunbathing and walking along the shore, a pier with a covered area, and buildings in the background.

5. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is AU$818
includes taxes & fees
22 Oct - 23 Oct
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

6. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is AU$1,114
includes taxes & fees
22 Oct - 23 Oct
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

7. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is AU$852
includes taxes & fees
9 Nov - 10 Nov
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
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.

8. 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$614
includes taxes & fees
2 Nov - 3 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

9. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AU$2,264
includes taxes & fees
22 Oct - 23 Oct
Beechmont - Perfect for Family Retreat!
A white room with a round table, two benches, and a window with a view of houses.

10. Stay at Black Rock Harbor

Stay at Black Rock Harbor
Black Rock Historic District
10.0 out of 10, Exceptional, (29 reviews)
"This house was perfect for our family. Will definitely use again when we're visiting family in the area."
United States
Laura L.
The price is AU$1,272
includes taxes & fees
1 Nov - 2 Nov
Stay at Black Rock Harbor
A bedroom with two beds, a wooden dresser, and a mirror.

11. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is AU$681
includes taxes & fees
22 Oct - 23 Oct
Cozy 1-bedroom house in welcoming Bridgeport
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

12. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
6.0 out of 10, (2 reviews)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is AU$1,282
includes taxes & fees
2 Nov - 3 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home
A living room with a staircase, a sofa, a coffee table, and a TV.

13. 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$390
includes taxes & fees
22 Oct - 23 Oct
Loft •Pool • Gym • Free Parking • Near Yale
A two-story house with a porch, a front door with a wreath, and a small garden area.

14. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (11 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is AU$477
includes taxes & fees
27 Oct - 28 Oct
Bear Retreat - 2-bedroom house in Waterbury
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.

15. 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$261
includes taxes & fees
9 Nov - 10 Nov
Cozy East Haven Home • Near Beach & Yale
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

16. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 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$331
includes taxes & fees
2 Nov - 3 Nov
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A room with a wooden floor, a white door, and a closet with hanging clothes and a folded towel.

17. 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$576
includes taxes & fees
26 Oct - 27 Oct
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

18. 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.
The price is AU$450
includes taxes & fees
26 Oct - 27 Oct
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A white living room with a sofa, a coffee table, and a bookshelf.

19. Expansive New Haven Home | Near Yale University

Expansive New Haven Home | Near Yale University
West New Haven
9.4 out of 10, Exceptional, (3 reviews)
"This property was perfect for our large group. It was clean, spacious and close to Yale. The backyard was another great space to relax. The owner was incredible! Answered all questions very quickly and very accommodating! We would recommend this property."
United States
Steve V.
Expansive New Haven Home | Near Yale University
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

20. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AU$995
includes taxes & fees
25 Oct - 26 Oct
Renovated Retreat with Heated Pool
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 Trumbull Hotel Reviews

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

10/10 Excellent
"Totally satisfied, I would definitely recommend and stay again"
Makeba 1-night trip
Posted 7 hours ago
Heritage Hotel, Golf & Conference Center

Find out more about Trumbull

Trumbull Holiday Homes information

Number of reviews
249
Accommodation
342 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$2,264