A multi-tiered waterfall surrounded by autumn foliage.

Trumbull Vacation Rentals

Check prices for these dates

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

Our top choices for Trumbull vacation rentals

A modern living room with a large window, a sofa, a coffee table, and a TV.

1. 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, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$174 nightly
The price is $197
Oct 25 - Oct 26
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Private kitchen

2. 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
$307 nightly
The price is $348
Oct 20 - Oct 21
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
A swimming pool at night with blue lighting.

3. 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
$135 nightly
The price is $152
Oct 25 - Oct 26
Total with taxes and fees
Business or Weekend escape
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

4. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$219 nightly
The price is $252
Nov 18 - Nov 19
Total with taxes and fees
DUNE Fairfield Beach
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

5. 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.
$205 nightly
The price is $233
Oct 20 - Oct 21
Total with taxes and fees
Centric property close to all the great things in the city
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

6. 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 traveler
$269 nightly
The price is $304
Oct 20 - Oct 21
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

7. Elite room stay

Elite room stay
Bridgeport
$302 nightly
The price is $342
Oct 20 - Oct 21
Total with taxes and fees
Elite room stay
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

8. 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, (19 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
$204 nightly
The price is $231
Oct 20 - Oct 21
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

9. 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.
$204 nightly
The price is $231
Oct 20 - Oct 21
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

10. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay "
United States
Maria Elena G.
$322 nightly
The price is $365
Nov 16 - Nov 17
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A hotel room with a bed, two bedside lamps, a chair, a desk with a laptop, and a window with curtains.

11. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveler
$68 nightly
The price is $79
Nov 1 - Nov 2
Total with taxes and fees
Sunny 1 Full Bed ADA|Free parking
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

12. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.8 out of 10, Good, (6 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
$300 nightly
The price is $339
Oct 21 - Oct 22
Total with taxes and fees
Modern 2 Bed in BlackRock
A modern living room with a sofa, coffee table, and a bed in the background.

13. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
10.0 out of 10, Exceptional, (1 review)
"Unit was clean, beds were large and comfy. Very close to downtown. Would stay again!"
United States
Matthew
$307 nightly
The price is $348
Oct 20 - Oct 21
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
A two-story house with a porch, stone steps, and a variety of plants.

14. 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.
$1,118 nightly
The price is $1,266
Oct 20 - Oct 21
Total with taxes and fees
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.

15. 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.
$496 nightly
The price is $562
Oct 21 - Oct 22
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

16. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
$235 nightly
The price is $255
Oct 20 - Oct 21
Total with taxes and fees
Spacious Studio with Pool Table
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

17. 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.
$690 nightly
The price is $782
Oct 20 - Oct 21
Total with taxes and fees
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.

18. 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.
$563 nightly
The price is $637
Nov 9 - Nov 10
Total with taxes and fees
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.

19. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
$389 nightly
The price is $443
Oct 20 - Oct 21
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
A white house with a wooden staircase leading to a porch.

20. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
$124 nightly
The price is $139
Oct 20 - Oct 21
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
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

Motel 6 Milford, CT

Motel 6 Milford, CT

8/10 Good
"Great place to stay for a quick overnight! Staff was friendly and helpful, the room was surprisingly clean and well kept but the parking lot was not. The parking area was dimly lit and dirty. There appeared to be multiple people living in vehicles in the parking lot and they watched people entering and exiting the motel."
Heather 1-night trip
Posted 9 hours ago
Motel 6 Milford, CT

Find out more about Trumbull

Everything you need to know about Trumbull vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Trumbull vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Trumbull vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Trumbull vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Trumbull. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Trumbull in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Trumbull rentals

At Expedia, we put the best Trumbull vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Trumbull rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Trumbull vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Trumbull. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Trumbull?

Yes, you can find vacation rentals close to popular attractions in Trumbull, or you can go with a more remote option if you want a relaxing place to stay. Our travelers 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 vacation home rentals that Trumbull has to offer?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This vacation home rental outside of Trumbull is located on the beach and has a balcony, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Trumbull?

Expedia has 6 vacation 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 larger area.

What are vacation rentals like in Trumbull?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Trumbull. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for family gatherings.