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.

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Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 109 reviews

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. 24 – 31

$193 CAD per night

Guest favourite

Guest suite in Fairfield

4.93 out of 5 average rating, 110 reviews

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. 24 – Dec. 1

$235 CAD per night

Guest favourite

Apartment in Westport

4.93 out of 5 average rating, 114 reviews

Spacious Westport Apt surrounded by nature

Spacious mother-in-law apartment w/ private entrance on the 1st floor of our beautiful home. Windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8-10 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, and wonderful bakeries and restaurants nearby!

Nov. 3 – 10

$276 CAD per night

Guest favourite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 2 – 9

$252 CAD per night

Guest favourite

Home in Trumbull

4.96 out of 5 average rating, 25 reviews

Beautiful Trumbull Home -Game Room, Backyard Oasis

Stunning family home in Trumbull. Professionally decorated with a bonus game room/family room in basement. The expansive backyard oasis provides beautiful views from nearly every room in the house. Outdoor dining area, self-sustaining koi pond, playground, treehouse, firepit, huge deck and awning. A dreamy Master Suite, adorable children's rooms, gorgeous bathrooms, chef's kitchen and home office. Make this your home away from home. All requests considered on an individual basis.

Jul. 3 – 10

$633 CAD per night

Guest favourite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Aug. 13 – 20

$223 CAD per night

Guest favourite

Apartment in Brookfield

4.94 out of 5 average rating, 183 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Sep. 26 – Oct. 3

$186 CAD per night

Guest favourite

Guest suite in Shelton

4.81 out of 5 average rating, 264 reviews

Super cozy 1 BR apt. own entrance, great loc.

Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.

Aug. 12 – 19

$103 CAD per night

Guest favourite

Apartment in Trumbull

5.0 out of 5 average rating, 24 reviews

Light Filled 1 Bedroom Apt

Light-filled, brand new MIL 1 bedroom. Enjoy a peaceful, beautiful space with high ceilings. The kitchen is fully stocked and brand new to satisfy your culinary desires. The bathroom includes a luxury toilet, complete with a heated seat and (optional) bidet. Centrally located and easy drive to highways, stores, local universities, and restaurants. We are 100% solar powered.

May 18 – 25

$358 CAD per night

Guest favourite

Cottage in Newtown

4.92 out of 5 average rating, 159 reviews

Private and Serene home close to I-84 and shopping

Beautifullly appointed home on 15+ secluded acres. Property borders 150+ acres of open public space with 4 miles of marked trails for hiking, bike riding, etc. Close (5 min) from major shopping (grocery, Walmart, Target, Staples, etc) and I-84.

Nov. 10 – 17

$255 CAD per night

Guest favourite

Guest suite in Bridgeport

4.89 out of 5 average rating, 149 reviews

Coco's guest Suite In Bridgeport

Relax and feel at home. PLEASE BE AWARE:- ABSOLUTELY NO SMOKING! We have a strict no-smoking policy which applies to the entire property, not just the inside. NO PARTIES OR EVENTS No unregistered guests or visitors allowed

May 30 – Jun. 6

$172 CAD per night

Guest favourite

Apartment in Bridgeport

4.88 out of 5 average rating, 33 reviews

Lovely 2bdrm in cozy neighborhood!

Reconnect or just get away with your family/friends in our comfy 2 bedroom home located on the 2nd floor, with private deck. Near popular restaurants, playgrounds, farms, shopping, beaches, and lots of places to explore!

Sep. 11 – 18

$248 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Popular amenities for Trumbull vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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 Bridgeport

5.0 out of 5 average rating, 6 reviews

Beautiful Apartment Quiet Area

Apr. 21 – 28

$198 CAD per night

Superhost

Apartment in Bridgeport

5.0 out of 5 average rating, 5 reviews

Ricport Studio 5

May 26 – Jun. 2

$198 CAD per night

Guest favourite

Guest suite in Wilton

5.0 out of 5 average rating, 33 reviews

Guest suite with private enter

Jul. 7 – 14

$144 CAD per night

Guest favourite

Apartment in Fairfield

4.95 out of 5 average rating, 62 reviews

Sunny Fairfield Studio Apartment

Aug. 14 – 21

$247 CAD per night

Guest favourite

Cottage in Bethel

5.0 out of 5 average rating, 57 reviews

The Sweet Retreat near Bethel & Newtown, King Bed

Apr. 16 – 23

$240 CAD per night

Guest favourite

Loft in Milford

4.94 out of 5 average rating, 94 reviews

Lovely water front lower-level loft, free parking

Feb. 28 – Mar. 7

$206 CAD per night

Guest favourite

Guesthouse in Milford

5.0 out of 5 average rating, 31 reviews

The studio downtown

Jan. 18 – 25

$218 CAD per night

Guest favourite

Tiny homes in Ansonia

5.0 out of 5 average rating, 13 reviews

Cozy Tiny Home for Solo Travelers Near Everything

Jun. 23 – 30

$151 CAD per night

Show all

Quick stats about vacation rentals in Trumbull

Total rentals	40 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	800 reviews
Nightly prices starting at	$41 CAD before taxes and fees

Vacation rentals in Trumbull

Top-rated vacation rentals in Trumbull

Guest suite in Fairfield

Guest suite in Fairfield

Apartment in Westport

Cottage in Easton

Home in Trumbull

Apartment in Redding

Apartment in Brookfield

Guest suite in Shelton

Apartment in Trumbull

Cottage in Newtown

Guest suite in Bridgeport

Apartment in Bridgeport

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Trumbull vacation rentals

Stay near Trumbull's top sights

Other great vacation rentals in Trumbull

Apartment in Bridgeport

Apartment in Bridgeport

Guest suite in Wilton

Apartment in Fairfield

Cottage in Bethel

Loft in Milford

Guesthouse in Milford

Tiny homes in Ansonia

Quick stats about vacation rentals in Trumbull

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore