Monroe Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Monroe

Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Norwalk

3.5 star property
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,084
HK$2,397 total
includes taxes & fees
8 Dec - 9 Dec
Guesthouse at Norwalk Inn
In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale

Aparthotel in The Hill

3.5 star property
9.6 out of 10, Exceptional, (60)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Dining
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Holiday Home in Brookfield

9.6 out of 10, Exceptional, (4)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Dining
Peaceful Vintage Home with Private Pond in Redding, CT.

Holiday Home in Redding

2.0 star property
10.0 out of 10, Exceptional, (2)
"Several of us stayed for one night for our kids soccer tournament. The home was spacious and had all the amenities needed to make our short stay comfortable. The host was very responsive and accommodating. "
United States
Annette H.
The price is HK$3,468
HK$5,428 total
includes taxes & fees
15 Dec - 16 Dec
Peaceful Vintage Home with Private Pond in Redding, CT.
Pool
Business or Weekend escape

Holiday Home in Stratford

9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$661
HK$1,140 total
includes taxes & fees
1 Jan - 2 Jan 2026
Business or Weekend escape
Outdoor dining
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Holiday Home in New Fairfield

9.2 out of 10, Wonderful, (34)
"Amazing beautiful place!! Everything clean!! Definitely going to come back! "
United States
Andrew E.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Holiday Home in North End

9.4 out of 10, Exceptional, (6)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
United States
April R.
The price is HK$5,603
HK$10,759 total
includes taxes & fees
8 Dec - 9 Dec
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Fridge, microwave, stovetop, dishwasher
Charming Home in Seaside

Holiday Home in South End

2.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing beautiful property in a rustic urban environment. Perfect check in, super comfortable, TVs in every room… essentially a new house. Close to the water and amphitheater. If you’re used to city life we’d recommend it, because we are!"
United States
Matt H.
Charming Home in Seaside
On the beach, sun-loungers, beach towels
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Holiday Home in Milford

10.0 out of 10, Exceptional, (134)
"Wonderful stay in a nice quiet neighborhood "
United States
Jacob M.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale

Apartment in The Hill

10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
Fridge, microwave, oven, stovetop
Modern Apartment in Black Rock

Apartment in Black Rock Historic District

2.0 star property
9.6 out of 10, Exceptional, (12)
"Visited with family for the weekend and the property manager was great with communication and the location was fantastic."
United States
Caroline C.
Modern Apartment in Black Rock
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Apartment in Cheshire

9.2 out of 10, Wonderful, (12)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Property grounds
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Holiday Home in Danbury

10.0 out of 10, Exceptional, (24)
"Beautiful property with amazing lake views and water access."
United States
Sophia C.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Exterior
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Holiday Home in Norwalk

2.0 star property
10.0 out of 10, Exceptional, (8)
"We were so pleased with the accommodations. The location is so quiet in a charming neighborhood. The home is well equipped with kitchen supplied and entertainment options. We were delighted to be able to barbecue. Claudia is very responsive and helpful."
Canada
nawab k.
The price is HK$2,179
HK$4,726 total
includes taxes & fees
15 Dec - 16 Dec
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
Fridge, microwave, oven, stovetop
All New 1BR with tons of Charm

Apartment in Wallingford Center

9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is HK$895
HK$2,243 total
includes taxes & fees
8 Dec - 9 Dec
All New 1BR with tons of Charm
Front of property
Beechmont - Perfect for Family Retreat!

Holiday Home in North End

5.0 star property
The price is HK$5,603
HK$9,167 total
includes taxes & fees
8 Dec - 9 Dec
Beechmont - Perfect for Family Retreat!
Beach nearby, sun-loungers, beach towels
Adorable Beach Cottage

Cottage in Milford

9.8 out of 10, Exceptional, (55)
"Lovely cottage, well equipped and immaculately clean, close to the beach and charming shops and restaurants. "
United States
Sarah G.
Adorable Beach Cottage
Fridge, microwave, oven, stovetop
Cozy Ocean Front Retreat with Private Beach!

Holiday Home in Milford

10.0 out of 10, Exceptional, (33)
"Great house in a great location. It was wonderful.."
United States
W. Stuart N.
Cozy Ocean Front Retreat with Private Beach!
Seasonal outdoor pool
Luxury Apartments by Hyatus at Pierpont

Aparthotel in The Hill

4.0 star property
9.4 out of 10, Exceptional, (22)
"Easily accessible, very clean and pleasant place to stay."
Canada
Kirsten
Luxury Apartments by Hyatus at Pierpont
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

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"All around good experience Very welcoming and informative Clean room Very good restaurant and bar Would def stay here again"
William 1-night trip
Posted 1 day ago
Norwalk Inn & Conference Center

Find out more about Monroe

Search for holiday rentals in Monroe on Expedia! You can easily find your home rentals, villas, holiday apartments in Monroe using one of the methods below:

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Look no further and take a look at our great range of rental properties in Monroe!

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?

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit: This holiday home rental outside of Monroe is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

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.