A calm lake with reflections of trees and a clear sky.

Monroe Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Monroe vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. 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
$195 nightly
The price is $221
Sep 4 - Sep 5
Total with taxes and fees
Private Apartment in Southbury 103
1 bedroom, desk, iron/ironing board, WiFi (free)

2. 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
9.8 out of 10, Exceptional, (17 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
$202 nightly
The price is $229
Sep 6 - Sep 7
Total with taxes and fees
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Exterior

3. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
$108 nightly
The price is $121
Sep 8 - Sep 9
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
TV, books

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

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Shelton
$445 nightly
The price is $502
Sep 29 - Sep 30
Total with taxes and fees
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Interior

5. Private Apartment in Southbury 102

Private Apartment in Southbury 102
Southbury
9.0 out of 10, Wonderful, (6 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.
$192 nightly
The price is $218
Sep 4 - Sep 5
Total with taxes and fees
Private Apartment in Southbury 102
Interior

6. 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.
$244 nightly
The price is $276
Sep 10 - Sep 11
Total with taxes and fees
Private Apartment in Southbury 101
1 bedroom, desk, iron/ironing board, WiFi

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

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
$167 nightly
The price is $189
Sep 21 - Sep 22
Total with taxes and fees
One bedroom in United States of America, New Haven
Smart TV

8. 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.
$234 nightly
The price is $265
Sep 4 - Sep 5
Total with taxes and fees
Centric property close to all the great things in the city
Fridge, microwave, stovetop, cookware/dishes/utensils

9. Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. Beds where comfortable. Would most definitely come back there again. Quiet and safe atmosphere. Not far from the highway. Host was very nice."
United States
Lisa J.
$261 nightly
The price is $296
Sep 7 - Sep 8
Total with taxes and fees
Zen, Spacious & Comfy 2 bed, Lux beds
Interior

10. 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, (26 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
$359 nightly
The price is $407
Sep 14 - Sep 15
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Pool

11. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Sep 29 - Sep 30
Total with taxes and fees
Business or Weekend escape
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

12. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (112 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
DUNE Fairfield Beach
Outdoor dining

13. 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, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
$204 nightly
The price is $231
Sep 7 - Sep 8
Total with taxes and fees
The Perch in the Purchase -- Cozy, unique, and private
Coffee/tea maker, fridge, microwave, oven

14. 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
$349 nightly
The price is $395
Sep 21 - Sep 22
Total with taxes and fees
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Dining

15. 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.
$202 nightly
The price is $229
Sep 5 - Sep 6
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
Private kitchen

16. Elite room stay

Elite room stay
Bridgeport
$301 nightly
The price is $341
Sep 4 - Sep 5
Total with taxes and fees
Elite room stay
Exterior

17. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
$312 nightly
The price is $353
Sep 7 - Sep 8
Total with taxes and fees
Angelica’s safe haven @ west haven
Lobby

18. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (9 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
$225 nightly
The price is $254
Sep 9 - Sep 10
Total with taxes and fees
Spacious Bohemian Nook
Interior

19. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (12 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$168 nightly
The price is $190
Sep 28 - Sep 29
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Coffee/tea maker, fridge, microwave, oven

20. 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
$281 nightly
The price is $318
Sep 21 - Sep 22
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
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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Top Monroe Hotel Reviews

The Circle Hotel Fairfield

The Circle Hotel Fairfield

8/10 Good
"Rooms were clean and tidy but a little dated Breakfast was ok for contimental Staff were great"
Stephen 2-night trip
Posted 4 hours ago
The Circle Hotel Fairfield

Find out more about Monroe

Everything you need to know about Monroe vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Monroe vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Monroe vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monroe vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monroe. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Monroe in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Monroe rentals

At Expedia, we put the best Monroe vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Monroe rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Monroe vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Monroe. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University: Visitors like this Monroe vacation home rental. It is equipped with a patio, air-conditioning, and a Smart TV to help you feel comfortable during your stay.

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.