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Featured Holiday Homes in Monroe

Business or Weekend escape

Business or Weekend escape

Stratford
The price is AU$208 per night from 11 Nov to 12 Nov
AU$208
includes taxes & fees
11 Nov - 12 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 vacation home is 2.7 mi (4.3 km) from Panthorn Park and 3 mi (4.8 km) from Mount Southington Ski Area.
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 15.1 mi (24.2 km) from Fairfield University and 0.2 mi (0.4 km) from Silvermine Arts Center.
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$428 per night from 11 Nov to 12 Nov
AU$428
includes taxes & fees
11 Nov - 12 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$168
Highest Price
AU$428
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

EVEN Hotel Norwalk, an IHG Hotel

EVEN Hotel Norwalk, an IHG Hotel

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is AU$196 per night from 7 Nov to 8 Nov
AU$196
includes taxes & fees
7 Nov - 8 Nov
Located in Norwalk, EVEN Hotel Norwalk, an IHG Hotel is in the business district, within a 5-minute drive of Caldor Shopping Center and Gateway Shopping ...
EVEN Hotel Norwalk, an IHG Hotel
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$278 per night from 21 Nov to 22 Nov
AU$278
includes taxes & fees
21 Nov - 22 Nov
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 refundable
The price is AU$250 per night from 6 Nov to 7 Nov
AU$250
includes taxes & fees
6 Nov - 7 Nov
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
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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
The price is AU$168 per night from 10 Nov to 11 Nov
AU$168
includes taxes & fees
10 Nov - 11 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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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.