A multi-tiered waterfall surrounded by autumn foliage.

Trumbull Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Trumbull vacation rentals

A two-story house with a porch, stone steps, and a variety of plants.

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.
$1,063 nightly
The price is $1,214
Nov 9 - Nov 10
Total with taxes and fees
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

2. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
$1,369 nightly
The price is $1,574
Nov 8 - Nov 9
Total with taxes and fees
Beechmont - Perfect for Family Retreat!
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (29 reviews)
"Great location and clean property. Some items were broken or missing, but overall, a nice stay."
United States
Cherie
$345 nightly
The price is $394
Nov 9 - Nov 10
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Private kitchen

4. 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
$288 nightly
The price is $330
Nov 8 - Nov 9
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
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.
$219 nightly
The price is $250
Nov 18 - Nov 19
Total with taxes and fees
Centric property close to all the great things in the city
A modern living room with a sofa, coffee table, and a bed in the background.

6. 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
$288 nightly
The price is $330
Nov 8 - Nov 9
Total with taxes and fees
Renovated 3BR Apt / Easy Check-In / FamilyFriendly
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

7. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (118 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$231 nightly
The price is $266
Dec 8 - Dec 9
Total with taxes and fees
DUNE Fairfield Beach
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)
"A hidden gem! We have stayed here twice now when attending concerts at Hartford Healthcare Amphitheater. A beautifully appointed room within walking distance to the shows!"
United States
Kim F.
$187 nightly
The price is $214
Nov 8 - Nov 9
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A swimming pool at night with blue lighting.

9. 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
$120 nightly
The price is $137
Nov 8 - Nov 9
Total with taxes and fees
Business or Weekend escape
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

10. Elite room stay

Elite room stay
Bridgeport
$277 nightly
The price is $317
Nov 8 - Nov 9
Total with taxes and fees
Elite room stay
Deck: Comfortable outdoor sofa sets for outdoor conversations

11. 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.
$252 nightly
The price is $288
Nov 9 - Nov 10
Total with taxes and fees
Serenity Haven: A Modern Retreat
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
3.0 star property
Tunxis Hill
$805 nightly
The price is $925
Nov 8 - Nov 9
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
A modern kitchen with white cabinets, stainless steel appliances, a wooden island, and a painting on the wall.

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

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.6 out of 10, Exceptional, (21 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.
$658 nightly
The price is $752
Nov 9 - Nov 10
Total with taxes and fees
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

14. 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.
$469 nightly
The price is $536
Nov 9 - Nov 10
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

15. 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, (5 reviews)
"Nice place to stay "
United States
Maria Elena G.
$327 nightly
The price is $374
Nov 9 - Nov 10
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

16. 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)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
$469 nightly
The price is $536
Nov 9 - Nov 10
Total with taxes and fees
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

17. Cozy 2-Bed ADA|Pool|Free Parking

Cozy 2-Bed ADA|Pool|Free Parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here if they want quick check-in and restful sleep quality. Parking is easy to find close by, so no hassle with unloading bags."
United States
Anonymous traveler
$68 nightly
The price is $78
Dec 6 - Dec 7
Total with taxes and fees
Cozy 2-Bed ADA|Pool|Free Parking
A modern kitchen with wooden cabinets, a stainless steel sink, a microwave, a kettle, and a dish rack.

18. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
8.0 out of 10, Very good, (7 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.
$280 nightly
The price is $320
Nov 8 - Nov 9
Total with taxes and fees
Modern 2 Bed in BlackRock
A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

19. 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.
$187 nightly
The price is $214
Nov 8 - Nov 9
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

20. 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
$255 nightly
The price is $291
Nov 30 - Dec 1
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good
"Self parking was great - staff was very helpful. Rooms were very clean."
Mona 4-night trip
Posted 2 hours ago
Best Western Executive Hotel Of New Haven - West Haven

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 $78 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.