A multi-tiered waterfall surrounded by autumn foliage.

Trumbull Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Trumbull holiday rentals

Exterior

1. 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 HK$5,027
HK$9,943 total
includes taxes & fees
5 Oct - 6 Oct
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Front of property

2. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$7,563
HK$11,444 total
includes taxes & fees
24 Sept - 25 Sept
Beechmont - Perfect for Family Retreat!
Interior

3. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveller
The price is HK$854
HK$2,817 total
includes taxes & fees
20 Sept - 21 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.
Smart TV

4. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,236
HK$2,092 total
includes taxes & fees
21 Sept - 22 Sept
Centric property close to all the great things in the city
Pool

5. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is HK$706
HK$1,194 total
includes taxes & fees
5 Oct - 6 Oct
Business or Weekend escape
Interior

6. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is HK$863
HK$1,463 total
includes taxes & fees
19 Oct - 20 Oct
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Private kitchen

7. Elite room stay

Elite room stay
Bridgeport
The price is HK$1,624
HK$2,676 total
includes taxes & fees
20 Sept - 21 Sept
Elite room stay
Interior

8. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is HK$3,577
HK$5,880 total
includes taxes & fees
21 Sept - 22 Sept
4 Mi to Beach & Dtwn! Charming Fairfield Home
Coffee/tea maker, fridge, microwave, oven

9. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
The price is HK$1,281
HK$3,058 total
includes taxes & fees
6 Oct - 7 Oct
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Beach nearby, sun-loungers, beach towels

10. 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, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is HK$1,920
HK$4,842 total
includes taxes & fees
20 Sept - 21 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Coffee/tea maker, fridge, microwave, oven

11. 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 HK$2,033
HK$4,988 total
includes taxes & fees
20 Sept - 21 Sept
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Iron/ironing board, free WiFi, bed sheets

12. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is HK$1,392
HK$2,079 total
includes taxes & fees
28 Sept - 29 Sept
DUNE Fairfield Beach
Coffee/tea maker, fridge, microwave, oven

13. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveller
The price is HK$1,045
HK$2,543 total
includes taxes & fees
6 Oct - 7 Oct
Renovated 2BR Retreat / Modern Comforts Included
Coffee/tea maker, fridge, microwave, oven

14. 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 HK$3,871
HK$7,492 total
includes taxes & fees
21 Sept - 22 Sept
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
1 bedroom, desk, iron/ironing board, free WiFi

15. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is HK$1,098
HK$1,820 total
includes taxes & fees
21 Sept - 22 Sept
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
TV, books

16. 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 HK$1,244
HK$3,592 total
includes taxes & fees
20 Sept - 21 Sept
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
1 bedroom, desk, iron/ironing board, WiFi

17. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is HK$628
HK$1,473 total
includes taxes & fees
27 Sept - 28 Sept
One bedroom in United States of America, New Haven
1 bedroom, desk, iron/ironing board, free WiFi

18. Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (8 reviews)
"The Orange & Groovy Apt. was as described. All the amenities we needed and we had a lovely time and enjoyed the area. Will book again!"
United States
Betty W.
The price is HK$1,098
HK$1,804 total
includes taxes & fees
21 Sept - 22 Sept
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
1 bedroom, iron/ironing board, WiFi, bed sheets

19. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is HK$2,415
HK$3,740 total
includes taxes & fees
20 Sept - 21 Sept
Cozy 1-bedroom house in welcoming Bridgeport
Exterior

20. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
Prime Yale Studio Steps to Sallys Apizza
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

Hilton Garden Inn Milford

Hilton Garden Inn Milford

10/10 Excellent
"Ok for the budget traveler"
Kobia 1-night trip
Posted less than an hour ago
Hilton Garden Inn Milford

Find out more about Trumbull

Search for holiday rentals in Trumbull on Expedia! You can easily find your home rentals, villas, holiday apartments in Trumbull using one of the methods below:

  • View our selection of featured holiday rentals in Trumbull
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  • Enter your travel dates to view the best deals on holiday rentals in Trumbull while they last

Look no further and take a look at our great range of rental properties in Trumbull!

Frequently asked questions

Can I find a holiday rental in Trumbull?

Yes, there are holiday rentals close to the most popular sights in Trumbull, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Trumbull has a good selection of restaurants. Make sure you have time to check out the churches and baseball games during your trip.

What are some of the best holiday rentals that Trumbull has to offer?

Gorgeous 3BR Beach House with Private Beach Access.: This holiday home rental outside of Trumbull is located in the city centre, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Trumbull?

Expedia has 6 holiday rentals for your stay in Trumbull.

What can I see and do in Trumbull?

While exploring the area, visit family-friendly sights like Beardsley Zoo, or get outside and enjoy nature at Lake Mohegan. Sacred Heart University and Bridgeport Downtown South Historic District are a couple of places you'll find in the wider area.

What are holiday rentals like in Trumbull?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Trumbull. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family getaway.