Monroe Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Monroe vacation rentals

A view through a window with a clear sky and lush greenery outside.

1. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is AEDĀ 437
AEDĀ 924 total
includes taxes & fees
17 Nov - 18 Nov
Private Apartment in Southbury 101
A white house with a wooden staircase leading to a porch.

2. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
The price is AEDĀ 380
AEDĀ 481 total
includes taxes & fees
1 Dec - 2 Dec
Cozy One Bedroom Apartment Centrally Located in Southbury
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

3. Serene Country Cottage

Serene Country Cottage
Woodbridge
8.0 out of 10, Very good, (11 reviews)
"We had a great one night stay here! The place is really cute, clean and comfortable. One of the greatest parts about the stay was the host, Trent. He was welcoming and VERY responsive to questions! "
United States
felicia
The price is AEDĀ 471
AEDĀ 762 total
includes taxes & fees
17 Nov - 18 Nov
Serene Country Cottage
A modern kitchen with white cabinets, a black countertop, and a dining area with a table and chairs.

4. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.2 out of 10, Wonderful, (7 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is AEDĀ 393
AEDĀ 870 total
includes taxes & fees
17 Nov - 18 Nov
Private Apartment in Southbury 102
A swimming pool at night with blue lighting.

5. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is AEDĀ 331
AEDĀ 530 total
includes taxes & fees
15 Nov - 16 Nov
Business or Weekend escape
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

6. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveler
The price is AEDĀ 247
AEDĀ 284 total
includes taxes & fees
30 Nov - 1 Dec
Sunny 1 Full Bed ADA|Free parking
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

7. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (119 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is AEDĀ 634
AEDĀ 953 total
includes taxes & fees
15 Dec - 16 Dec
DUNE Fairfield Beach
A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

8. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (19 reviews)
"A hidden gem! We have stayed here twice now when attending concerts at Hartford Healthcare Amphitheater. A beautifully appointed room within walking distance to the shows!"
United States
Kim F.
The price is AEDĀ 514
AEDĀ 815 total
includes taxes & fees
16 Nov - 17 Nov
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

9. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (29 reviews)
"Great location and clean property. Some items were broken or missing, but overall, a nice stay."
United States
Cherie
The price is AEDĀ 525
AEDĀ 1,455 total
includes taxes & fees
15 Nov - 16 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

10. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AEDĀ 579
AEDĀ 939 total
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

11. Elite room stay

Elite room stay
Bridgeport
The price is AEDĀ 760
AEDĀ 1,205 total
includes taxes & fees
15 Nov - 16 Nov
Elite room stay
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

12. Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (3 reviews)
"We had an awesome time staying Here Everything was super clean And the communication with the host was great we would greatly recommend would definitely stay again!"
United States
Anonymous traveler
The price is AEDĀ 452
AEDĀ 1,103 total
includes taxes & fees
30 Nov - 1 Dec
Renovated 2BR Retreat / Modern Comforts Included
Private kitchen

13. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (1 review)
"."
United States
Matthew R.
The price is AEDĀ 508
AEDĀ 1,256 total
includes taxes & fees
15 Nov - 16 Nov
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
A modern kitchen with a stone fireplace, a ceiling fan, and a dining area with a patterned rug.

14. 3-bedroom house in terrific Newtown

3-bedroom house in terrific Newtown
Newtown
3-bedroom house in terrific Newtown
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

15. Stylish Westville Apartment near Yale Campus

Stylish Westville Apartment near Yale Campus
West New Haven
9.2 out of 10, Wonderful, (5 reviews)
"Convenient location & hosts"
United States
Northeast C.
The price is AEDĀ 354
AEDĀ 867 total
includes taxes & fees
18 Nov - 19 Nov
Stylish Westville Apartment near Yale Campus
A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

16. One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.4 out of 10, Exceptional, (3 reviews)
"The property is immaculate and the service very responsive."
United States
Stephanie G.
The price is AEDĀ 280
AEDĀ 640 total
includes taxes & fees
7 Dec - 8 Dec
One bedroom in United States of America, New Haven
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

17. Cozy 2-Bed ADA|Pool|Free Parking

Cozy 2-Bed ADA|Pool|Free Parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here if they want quick check-in and restful sleep quality. Parking is easy to find close by, so no hassle with unloading bags."
United States
Anonymous traveler
The price is AEDĀ 247
AEDĀ 284 total
includes taxes & fees
15 Dec - 16 Dec
Cozy 2-Bed ADA|Pool|Free Parking
A modern kitchen with white cabinets, a stainless steel refrigerator, a wooden island with a kettle, and a painting on the wall.

18. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay "
United States
Maria Elena G.
The price is AEDĀ 598
AEDĀ 1,371 total
includes taxes & fees
18 Nov - 19 Nov
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

19. 2 FULL BEDS | NON-SMOKING

2 FULL BEDS | NON-SMOKING
MILFORD
8.8 out of 10, Excellent, (5 reviews)
The price is AEDĀ 247
AEDĀ 284 total
includes taxes & fees
30 Nov - 1 Dec
2 FULL BEDS | NON-SMOKING
A two-story house with a porch, a front door with a wreath, and a small garden area.

20. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Very clean, all you need away from home, super !!!"
United States
Igor L.
The price is AEDĀ 426
AEDĀ 1,201 total
includes taxes & fees
22 Nov - 23 Nov
Bear Retreat - 2-bedroom house in Waterbury
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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Find vacation rentals that suit your style

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Top Monroe Hotel Reviews

An indoor swimming pool with a spiral staircase, lounge chairs, and a tiled floor.
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
Shelton

10/10 Excellent

Nice facilities felt safe
United States
Judith
Reviewed March 27, 2025
Hampton Inn by Hilton Shelton

Frequently Asked Questions

Can I find a vacation rental in Monroe?

Yes, we have vacation rentals close to popular sights in Monroe, or you can select a more remote option if you're looking for a relaxing stay. Monroe is known for its parks.

What are some of the best vacation rentals in Monroe?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Monroe vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Monroe?

While exploring the area, visit family-friendly sights like SportsCenter of Connecticut, or get outside and enjoy nature at Housatonic River. Other places in town to visit include Monroe Plaza Shopping Center and Wolfe Park Tennis Center.

What are vacation rentals like in Monroe?

Vacation rentals are private properties you can book for several days or more in Monroe. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.