Book Holiday Homes in Trumbull

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Featured Holiday Homes in Trumbull

Historic Connecticut Home w/ Grill & Spacious Yard

Historic Connecticut Home w/ Grill & Spacious Yard

Weston
When you stay at this vacation home in Weston, you'll be within a 10-minute drive of Wilton Historical Society and Westport Historical Society.
Historic Connecticut Home w/ Grill & Spacious Yard
Lakeside luxury: beautiful, relaxing 4 bedroom home

Lakeside luxury: beautiful, relaxing 4 bedroom home

Trumbull
With a stay at this vacation home in Trumbull, you'll be within a 10-minute drive of Northeast Medical Group and Roosevelt Forest.
Lakeside luxury: beautiful, relaxing 4 bedroom home
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Danbury
Located in Danbury, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Candlewood Plaza Shopping Center.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
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Business or Weekend escape

Business or Weekend escape

Stratford
The price is AU$214 per night from 30 Apr to 1 May
AU$214
includes taxes & fees
30 Apr - 1 May
Located in Stratford, this vacation home is within a 5-minute drive of Perry House and Stratford Historical Society Capt David Judson House.
Business or Weekend escape
Cheerful 4 bedrooms residential house.

Cheerful 4 bedrooms residential house.

Bridgeport
When you a stay at this vacation home in Bridgeport, you'll be by the sea, within a 5-minute walk of University of Bridgeport and Seaside Park.
Cheerful 4 bedrooms residential house.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

New Fairfield
Located in New Fairfield, this vacation home is on the waterfront, a 1-minute drive from Candlewood Lake and 7 minutes from Squantz Pond State Park.
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger
Main Street Westport, walk to shops, dining, downtown

Main Street Westport, walk to shops, dining, downtown

Westport
Located in Westport, this vacation home is within a 5-minute drive of Westport Historical Society and Levitt Pavilion.
Main Street Westport, walk to shops, dining, downtown
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

New Haven
With a stay at this vacation home in New Haven (West New Haven), you'll be within a 5-minute drive of Yale University and Yale-New Haven Hospital.
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather
Beautiful 4BR Beach House with Private Beach Access.

Beautiful 4BR Beach House with Private Beach Access.

Branford
With a stay at this vacation home, you'll be centrally located in Branford, within a 15-minute drive of Yale University and Stony Creek - Thimble Islands Historic ...
Beautiful 4BR Beach House with Private Beach Access.
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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.

Trumbull Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Trumbull vacation homes are the perfect way for you to wing it.

Holiday houses in Trumbull let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Trumbull in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Trumbull adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Trumbull with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Trumbull vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Trumbull Holiday Homes essential information

Accommodation
432 Holiday Homes
Lowest Price
AU$207
Highest Price
AU$258
Popular accommodation
Historic Connecticut Home w/ Grill & Spacious Yard, Lakeside luxury: beautiful, relaxing 4 bedroom home, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake, Business or Weekend escape, Cheerful 4 bedrooms residential house., Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Main Street Westport, walk to shops, dining, downtown, 7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather, Beautiful 4BR Beach House with Private Beach Access.

Top trending hotels in Trumbull

Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is AU$258 per night from 22 May to 23 May
AU$258
includes taxes & fees
22 May - 23 May
Located in Trumbull, Trumbull Marriott Shelton is in the suburbs, within a 5-minute drive of Northeast Medical Group and Roosevelt Forest.
Trumbull Marriott Shelton
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$228 per night from 27 Apr to 28 Apr
AU$228
includes taxes & fees
27 Apr - 28 Apr
New Haven Hotel is centrally located in New Haven, a 4-minute walk from Shubert Theater and 5 minutes by foot from New Haven Green.
New Haven Hotel
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 25 May to 26 May
AU$207
includes taxes & fees
25 May - 26 May
Located in Norwalk, EVEN Hotel Norwalk by IHG is in the business district, within a 5-minute drive of Caldor Shopping Center and Center Seven Shopping ...
EVEN Hotel Norwalk by IHG
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Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 1 May to 2 May
AU$241
includes taxes & fees
1 May - 2 May
Located in New Haven (West River), Cambria Hotel New Haven University Area is within a 15-minute walk of Yale University and Yale-New Haven Hospital.
Cambria Hotel New Haven University Area
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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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^Subject to availability and chosen travel dates.