Lodging Image

Monroe Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Monroe vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Renovated 2 bedroom entire apartment w/parking

Renovated 2 bedroom entire apartment w/parking
Ansonia
10.0 out of 10, Exceptional, (2 reviews)
"Host was very attentive making sure everything was going well, apartment was great would definitely stay again "
United States
Sophia
Renovated 2 bedroom entire apartment w/parking
Exterior

2. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is AED 324
AED 446 total
includes taxes & fees
28 Sep - 29 Sep
Cozy One Bedroom Apartment Centrally Located in Southbury
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

3. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is AED 652
AED 974 total
includes taxes & fees
5 Oct - 6 Oct
DUNE Fairfield Beach
1 bedroom, desk, iron/ironing board, WiFi (free)

4. 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, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is AED 514
AED 834 total
includes taxes & fees
28 Sep - 29 Sep
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Exterior

5. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is AED 2,340
AED 4,412 total
includes taxes & fees
28 Sep - 29 Sep
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
TV, books

6. Luxurious-Modern feel w/ custom features - AC, short walk to Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
The price is AED 625
AED 1,697 total
includes taxes & fees
28 Sep - 29 Sep
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Front of property

7. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is AED 3,667
AED 5,502 total
includes taxes & fees
28 Sep - 29 Sep
Beechmont - Perfect for Family Retreat!
Coffee/tea maker, fridge, oven, stovetop

8. 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 AED 485
AED 800 total
includes taxes & fees
21 Oct - 22 Oct
Serene Country Cottage
House (4 Bedrooms) | Interior

9. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is AED 1,675
AED 2,753 total
includes taxes & fees
28 Sep - 29 Sep
4 Mi to Beach & Dtwn! Charming Fairfield Home
Coffee/tea maker, fridge, microwave, oven

10. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is AED 500
AED 1,007 total
includes taxes & fees
1 Oct - 2 Oct
Private Apartment in Southbury 103
Interior

11. Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.
West New Haven
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful house, convenient location, great amenities, responsive host."
United States
Niels G.
The price is AED 1,833
AED 3,639 total
includes taxes & fees
28 Sep - 29 Sep
Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.
Dining

12. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is AED 411
AED 758 total
includes taxes & fees
28 Sep - 29 Sep
Spacious 2 Bedroom apartment close to Yale Bowl
1 bedroom, iron/ironing board, WiFi, bed sheets

13. Cozy 1-bedroom house in welcoming Bridgeport

Cozy 1-bedroom house in welcoming Bridgeport
Bridgeport
The price is AED 1,131
AED 1,670 total
includes taxes & fees
28 Sep - 29 Sep
Cozy 1-bedroom house in welcoming Bridgeport
Coffee/tea maker, fridge, microwave, oven

14. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is AED 1,095
AED 2,472 total
includes taxes & fees
25 Oct - 26 Oct
Renovated Retreat with Heated Pool
Exterior

15. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (8 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is AED 551
AED 1,235 total
includes taxes & fees
29 Sep - 30 Sep
Angelica’s safe haven @ west haven
TV

16. Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere

Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere
Milford
9.6 out of 10, Exceptional, (4 reviews)
"Great location and well appointed"
United States
Greg G.
The price is AED 1,377
AED 2,057 total
includes taxes & fees
28 Sep - 29 Sep
Downtown 2br/1ba apartment -- free parking, outdoor patio & walk everywhere
Coffee/tea maker, fridge, microwave, oven

17. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is AED 866
AED 2,119 total
includes taxes & fees
28 Sep - 29 Sep
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Interior

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

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
The price is AED 462
AED 1,369 total
includes taxes & fees
28 Sep - 29 Sep
Luxury Designer 2 bedroom+office/3bed vacation home.
Smart TV

19. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AED 579
AED 950 total
includes taxes & fees
4 Oct - 5 Oct
Centric property close to all the great things in the city
Interior

20. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is AED 536
AED 837 total
includes taxes & fees
29 Sep - 30 Sep
The Perch in the Purchase -- Cozy, unique, and private
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monroe Hotel Reviews

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"Excellent location next to Yale Campus. Appreciated the Valet Parking and good food."
LARRY 1-night trip
Posted 6 hours ago
Omni New Haven Hotel at Yale

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 Beardsley Zoo, 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.