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Monroe Vacation Rentals

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Our top choices for Monroe vacation rentals

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (96 reviews)
"Stayed for a night but had a good experience"
United States
Deanna
The price is CA $284
CA $413 total
includes taxes & fees
Jul 29 - Jul 30
DUNE Fairfield Beach

Lakefront Home, Close to Mt Southington!

Lakefront Home, Close to Mt Southington!
3.0 star property
Wolcott
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house with great views of the lake. "
United States
Darrell
The price is CA $302
CA $692 total
includes taxes & fees
Jul 28 - Jul 29
Lakefront Home, Close to Mt Southington!

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is CA $867
CA $1,494 total
includes taxes & fees
Jul 8 - Jul 9
Beechmont - Perfect for Family Retreat!

Elite room stay

Elite room stay
Bridgeport
The price is CA $294
CA $490 total
includes taxes & fees
Jul 7 - Jul 8
Elite room stay

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is CA $817
CA $1,412 total
includes taxes & fees
Jul 7 - Jul 8
Clear LI Sound waterview, Wedding pics, Yale&Beach

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (8 reviews)
"The Orange & Groovy Apt. was as described. All the amenities we needed and we had a lovely time and enjoyed the area. Will book again!"
United States
Betty W.
The price is CA $199
CA $329 total
includes taxes & fees
Jul 7 - Jul 8
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
East Rock
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
The price is CA $328
CA $724 total
includes taxes & fees
Jul 7 - Jul 8
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is CA $185
CA $467 total
includes taxes & fees
Jul 7 - Jul 8
Angelica’s safe haven @ west haven

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (23 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is CA $326
CA $753 total
includes taxes & fees
Jul 7 - Jul 8
McAngel Haven: 5 mins from Yale

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is CA $284
CA $514 total
includes taxes & fees
Jul 7 - Jul 8
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.2 out of 10, Wonderful, (20 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is CA $184
CA $308 total
includes taxes & fees
Jul 7 - Jul 8
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Near Yale & Lighthouse Point Beach: Home w/ Pool!

Near Yale & Lighthouse Point Beach: Home w/ Pool!
3.0 star property
East Shore
The price is CA $561
CA $1,015 total
includes taxes & fees
Jul 8 - Jul 9
Near Yale & Lighthouse Point Beach: Home w/ Pool!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is CA $496
CA $1,100 total
includes taxes & fees
Jul 22 - Jul 23
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is CA $484
CA $557 total
includes taxes & fees
Jul 8 - Jul 9
Guesthouse at Norwalk Inn

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
9.0 out of 10, Wonderful, (2 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is CA $591
CA $1,040 total
includes taxes & fees
Jul 13 - Jul 14
#43- Modern Luxury Log Cabin Retreat | Fire Pit

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is CA $337
CA $802 total
includes taxes & fees
Jul 8 - Jul 9
Coastal Landing Stay

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is CA $153
CA $347 total
includes taxes & fees
Jul 7 - Jul 8
Bright Downtown Studio near Yale & East Rock!

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is CA $168
CA $418 total
includes taxes & fees
Jul 7 - Jul 8
All New 1BR with tons of Charm

Near Yale & Lighthouse Point Beach: Home w/ Pool!

Near Yale & Lighthouse Point Beach: Home w/ Pool!
East Shore
9.6 out of 10, Exceptional, (10 reviews)
"Perfect family getaway - quiet area for young family. House is well equipped and in excellent condition. "
United States
Catherine G.
The price is CA $467
CA $1,018 total
includes taxes & fees
Jul 8 - Jul 9
Near Yale & Lighthouse Point Beach: Home w/ Pool!

Large group haven!

Large group haven!
West New Haven
9.6 out of 10, Exceptional, (4 reviews)
"It was perfect for our needs"
United States
Latitia T.
The price is CA $673
CA $1,320 total
includes taxes & fees
Jul 9 - Jul 10
Large group haven!
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

Find out more about Monroe

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Monroe. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: Visitors like this Monroe vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill 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 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.