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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 holiday rentals

A kitchen with a white countertop, a black coffee maker, a knife block, a pink mug, a bottle of hand soap, and a black faucet.

1. Serenity Haven: A Modern Retreat

Serenity Haven: A Modern Retreat
Monroe
9.8 out of 10, Exceptional, (6 reviews)
"My stay at the modern retreat in Monroe was perfect. Conveniently located near restaurants, supermarkets, banks Starbucks. Beautiful Wolfe Park is minutes away to enjoy a hike or a bike ride.The hosts were easily accessible with any questions and or concerns.This modern retreat won't disappoint."
United States
Tresha J.
Serenity Haven: A Modern Retreat
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 £100
includes taxes & fees
1 Dec - 2 Dec
Cozy One Bedroom Apartment Centrally Located in Southbury
A modern living room with hardwood flooring, a leather sofa, a round coffee table, and a wooden side table. There is a dining area with a table and chairs visible in the background.

3. 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 £366
includes taxes & fees
16 Nov - 17 Nov
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
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 £184
includes taxes & fees
1 Dec - 2 Dec
Private Apartment in Southbury 102
A hotel lobby with a reception desk, seating area, and a large window providing a view of the outdoors.

5. 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 traveller
The price is £59
includes taxes & fees
29 Nov - 30 Nov
Sunny 1 Full Bed ADA|Free parking
A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

6. 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 £150
includes taxes & fees
2 Dec - 3 Dec
Serene Country Cottage
A swimming pool at night with blue lighting.

7. 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 £110
includes taxes & fees
15 Nov - 16 Nov
Business or Weekend escape
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

8. 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 £199
includes taxes & fees
22 Nov - 23 Nov
DUNE Fairfield Beach
A view through a window with a clear sky and lush greenery outside.

9. 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 £191
includes taxes & fees
17 Nov - 18 Nov
Private Apartment in Southbury 101
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.

10. 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 £169
includes taxes & fees
16 Nov - 17 Nov
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

11. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
The price is £175
includes taxes & fees
2 Dec - 3 Dec
Modern Westville Home near Yale and Hospitals
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

12. 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 £301
includes taxes & fees
16 Nov - 17 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.
Interior

13. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
The price is £170
includes taxes & fees
15 Nov - 16 Nov
Château Blanc | Near Yale University
A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

14. Yale Deluxe Modern Apartment

Yale Deluxe Modern Apartment
Downtown New Haven
10.0 out of 10, Exceptional, (1 review)
"Great spot close to everything with a secure entrance to the building. Easy access to the unit Quick responses and good communication from the host. Great unit with lots of amenities! Definitely would stay here again and again!!"
United States
Anonymous traveller
The price is £161
includes taxes & fees
1 Dec - 2 Dec
Yale Deluxe Modern Apartment
Private kitchen

15. 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 £256
includes taxes & fees
16 Nov - 17 Nov
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
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 £132
includes taxes & fees
7 Dec - 8 Dec
One bedroom in United States of America, New Haven
A modern kitchen with a white refrigerator, a stove, and a sink. There are four wicker chairs around a white table.

17. 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 traveller
The price is £226
includes taxes & fees
1 Dec - 2 Dec
Renovated 2BR Retreat / Modern Comforts Included
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

18. 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, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is £183
includes taxes & fees
16 Nov - 17 Nov
Spacious 2 Bedroom apartment close to Yale Bowl
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

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
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is £194
includes taxes & fees
18 Nov - 19 Nov
Centric property close to all the great things in the city
A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

20. Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.2 out of 10, Wonderful, (15 reviews)
"We had a very nice stay here! The hosts were lovely and very communicative, and they were able to help us with any problems we had very quickly."
United States
Luke
The price is £132
includes taxes & fees
7 Dec - 8 Dec
Yale Casa Verde Studio
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

A modern lobby with a fireplace, seating area, and a reception desk.
Hyatt House Shelton

Hyatt House Shelton

Hyatt House Shelton
Shelton

10/10 Excellent

Staff were excellent, rooms clean and with plenty of amenties.
United Kingdom
Elizabeth
Reviewed October 17, 2026
Hyatt House Shelton

Find out more about Monroe

Everything you need to know about Monroe holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Monroe holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monroe holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Monroe holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Monroe holiday rentals we have selected for you start as low as £58 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monroe rentals

At Expedia, we put the best Monroe holiday 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 holiday.

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.

Frequently Asked Questions

Can I find a holiday rental in Monroe?

Yes, there are holiday rentals close to the most popular sights in Monroe, or you can select a more secluded option if you're looking for a relaxing stay. Monroe is known for its parks.

What are some of the best holiday rentals that Monroe has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Monroe offers a fireplace, a patio and a BBQ 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 that 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 holiday rentals like in Monroe?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Monroe. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.