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Featured Holiday Homes in Monroe

Business or Weekend escape

Business or Weekend escape

Stratford
The price is AU$154 per night from 26 Nov to 27 Nov
AU$154
includes taxes & fees
26 Nov - 27 Nov
With a stay at this vacation home in Stratford, you'll be within a 10-minute drive of Fairfield University and Perry House.
Business or Weekend escape
Lakeview Estate - Chef's Kitchen - NYC Getaway

Lakeview Estate - Chef's Kitchen - NYC Getaway

Danbury
With a stay at this vacation home in Danbury, you'll be on the waterfront, just a 1-minute walk from Candlewood Lake and 12 minutes by foot from Hatters ...
Lakeview Estate - Chef's Kitchen - NYC Getaway
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

New Fairfield
Located in New Fairfield, this vacation home is on the waterfront, within a 10-minute drive of Candlewood Lake and Squantz Pond State Park.
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
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Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

West Haven
When you stay at this vacation home in West Haven, you'll be on the beach, within a 10-minute drive of Yale University and Yale-New Haven Hospital.
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Lakefront Home, Close to Mt Southington!

Lakefront Home, Close to Mt Southington!

Wolcott
This family-friendly vacation home is 0.4 mi (0.6 km) from Mattatuck Beach and 2.7 mi (4.3 km) from Panthorn Park.
Lakefront Home, Close to Mt Southington!
Cozy Modern Home

Cozy Modern Home

West Haven
When you stay at this vacation home in West Haven, you'll be near the beach, within a 5-minute drive of Yale University and Yale-New Haven Hospital.
Cozy Modern Home
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail

Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail

New Canaan
This family-friendly vacation home is 0.2 mi (0.4 km) from Silvermine Arts Center and 1.7 mi (2.8 km) from Steward House at Silver Hill Hospital.
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach

Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach

Milford
When you stay at this vacation home in Milford, you'll be by the sea, within a 5-minute drive of Walnut Beach and The Coastal Center at Milford Point.
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

New Haven
The price is AU$434 per night from 26 Nov to 27 Nov
AU$434
includes taxes & fees
26 Nov - 27 Nov
With a stay at this vacation home in New Haven (Fair Haven), you'll be a 4-minute drive from Yale University and 6 minutes from Yale-New Haven Hospital.
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
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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.

Monroe 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 Monroe vacation homes are the perfect way for you to wing it.

Holiday houses in Monroe 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 Monroe 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 Monroe adventures, obvs.

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

Monroe Holiday Homes essential information

Accommodation
352 Holiday Homes
Lowest Price
AU$154
Highest Price
AU$434
Popular accommodation
Business or Weekend escape, Lakeview Estate - Chef's Kitchen - NYC Getaway, Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock, Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends, Lakefront Home, Close to Mt Southington!, Cozy Modern Home, Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail, Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach, Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Top trending hotels in Monroe

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 20 Dec to 21 Dec
AU$228
includes taxes & fees
20 Dec - 21 Dec
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
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 4 Dec to 5 Dec
AU$232
includes taxes & fees
4 Dec - 5 Dec
Located in Fairfield, The Circle Hotel Fairfield is in a shopping district, within a 5-minute drive of Fairfield University and Fairfield Museum and History ...
The Circle Hotel Fairfield
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 28 Nov to 29 Nov
AU$170
includes taxes & fees
28 Nov - 29 Nov
When you stay at Best Western Executive Hotel Of New Haven - West Haven in West Haven, you'll be in the business district, within a 5-minute drive of PEZ Visitor ...
Best Western Executive Hotel Of New Haven - West Haven
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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$225 per night from 8 Dec to 9 Dec
AU$225
includes taxes & fees
8 Dec - 9 Dec
With a stay at Trumbull Marriott Shelton in Trumbull, you'll be in the suburbs, within a 15-minute drive of Fairfield University and Roosevelt Forest.
Trumbull Marriott Shelton
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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.