Book Luxury Monthly Rentals in Connecticut

We selected the 10 homes worth renting in this location

Home spotlights in Connecticut

Over the Bay

Over the Bay

  • 3 guests

  • 2 bedrooms

Noyack, Southampton

With its own dock and a private beach, this home truly is an ocean lover's dream come true. When you head into the kitchen in the mornings to grab your coffee you’ll be greeted by views of the glittering sea directly on your doorstep.

East Hampton Breeze

East Hampton Breeze

  • 4 guests

  • 3 bedrooms

Springs, East Hampton

Tucked away in a quiet cul-de-sac, this cottage in East Hampton will suit those looking for a break from city life. The design is contemporary and bright, while the fireplace keeps things cosy.

The Old Silo

The Old Silo

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

Formerly a grain silo, this extraordinary house is as unique and beautiful as its surroundings. Set on 170 acres of rolling green New England countryside, there are breathtaking views from all sides.

Modern Beach Retreat

Modern Beach Retreat

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

Recently-Renovated Montauk Beach Cottage, Open-Concept Living Area, Gourmet Island Kitchen, Near Downtown Montauk Bars and Restaurants. This authentic, recently-refinished Montauk beach cottage offers modern and serene Hamptons living.


We selected the top 3% holiday homes in Connecticut Monthly Rentals

Explore the 10 most perfect homes in our collection

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Most popular homes in Connecticut

Long Story Short

Long Story Short

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

Look Sharp

Look Sharp

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

Wisteria Delight

Wisteria Delight

  • 3 guests

  • 2 bedrooms

Springs, East Hampton

The Golden Dawn

The Golden Dawn

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

Teak in Trees

Teak in Trees

  • 4 guests

  • 2 bedrooms

Springs, East Hampton

Mystic Countryside Farm

Mystic Countryside Farm

  • 4 guests

  • 2 bedrooms

North Stonington, New London County

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Connecticut, United States, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Connecticut Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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