Vacation rentals in Trumbull

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Top-rated vacation rentals in Trumbull

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Fairfield
Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen
Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.
Oct. 7 – 14
$185 CAD per night
4.92 out of 5 average rating, 109 reviews
Guest favourite
Home in Fairfield
Luxurious Barn With New England Charm
Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.
Apr. 23 – 30
$334 CAD per night
4.96 out of 5 average rating, 287 reviews
Guest favourite
Guest suite in Fairfield
Adorable private apt w/ W/D in lovely neighborhood
Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.
Nov. 14 – 21
$175 CAD per night
4.92 out of 5 average rating, 106 reviews

Popular amenities for Trumbull vacation rentals

Stay near Trumbull's top sights

Westfield Trumbull Mall23 locals recommend
Bow Tie Cinemas Marquis 1613 locals recommend
Prime One Eleven7 locals recommend
Pequonnock River Trail3 locals recommend
Rockin' Jump Trampoline Park Trumbull4 locals recommend
Twin Brooks Park5 locals recommend

Other great vacation rentals in Trumbull

Guest favourite
Apartment in Trumbull
Spacious apt/ major connectors
Sep. 28 – Oct. 5
$249 CAD per night
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Fairfield
Fairfield 2nd FL Suite w Private Entry & Parking
Apr. 22 – 29
$179 CAD per night
4.91 out of 5 average rating, 65 reviews
Guest favourite
Home in Trumbull
The Elijah Sterling House
Sep. 14 – 21
$505 CAD per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Bridgeport
Lovely 2bdrm in cozy neighborhood!
Oct. 26 – Nov. 2
$244 CAD per night
4.94 out of 5 average rating, 32 reviews
Guest favourite
Guest suite in Wilton
Guest suite with private enter
Apr. 16 – 23
$144 CAD per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Shelton
Mid-Century Modern House - Ciela Haus
Jul. 25 – Aug. 1
$648 CAD per night
4.86 out of 5 average rating, 37 reviews
Guest favourite
Cottage in Weston
The River Loft
Jun. 3 – 10
$580 CAD per night
4.96 out of 5 average rating, 28 reviews
Guest favourite
Loft in Milford
Lovely water front lower-level loft, free parking
Aug. 13 – 20
$205 CAD per night
4.93 out of 5 average rating, 92 reviews
Guest favourite
Apartment in Milford
The Pond Mill Retreat w/ 2 Bdrms & Pool
Mar. 30 – Apr. 6
$229 CAD per night
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Bridgeport
King Bed | 5 mins to SHU | Family Friendly |Grill
Sep. 28 – Oct. 5
$492 CAD per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Guesthouse in Milford
The studio downtown
Jul. 20 – 27
$214 CAD per night
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Stratford
Quaint Colonial - Private Hot Tub & Entire House
Jun. 26 – Jul. 3
$430 CAD per night
4.93 out of 5 average rating, 98 reviews

Quick stats about vacation rentals in Trumbull

Total rentals

50 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

830 reviews

Nightly prices starting at

$41 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Trumbull