4 Trending Rentals in Connecticut That People Book on Repeat (And We See Why)

Amicably referred to as the “First state” and the “Constitution state” because it is home to many firsts, Connecticut offers many trendy rental stays that are equally as beautiful and interesting as the state’s history, charming towns, and scenic coastline. If you’re looking for a memorable stay in Connecticut, I’ve curated four trending stays that are sure to have you coming back for more. Each property has a “10 Star” rating and a “Loved By Guests” badge of approval. Whether you’re looking to experience Stonington, Litchfield, Montville, or any of the charming towns in between, this curated list has beautiful selections.

1. Cozy Escape With Spectacular Views-Montville 

I love a quiet, cozy escape, and this comfortable Montville vacation rental offers a 1-bedroom, 1-bath home with a private yard, elevated deck, and access to a shared in-ground pool. With calming countryside views, several hiking trails close to the property, and many modern amenities for a chill getaway. This property seems most suited for parents traveling without kids, smaller families, or new couples and singles without children. Set against nature's backdrop, surrounded by luscious greenery, there’s plenty to keep one busy if one wants to venture off the well-beaten path. There’s Mohegan Sun, an Indoor Trampoline and Karting park, several museums, and fun shopping experiences like visiting Nature’s Art Village.

2. Spacious Estate with Heated Saltwater Pool-Stonington 

Whether you’re having a special family occasion that requires lots of space, or you just love to be surrounded by luxury, ease, and comfort, this spacious Stonington estate has it all. If one amazing entertainment space is not enough, this property has multiple entertainment spaces (perfect for families that want to ensure that each age group of their family has its own designated space to relax). And, it’s located in proximity to Mystic and coastal beaches. Guests will enjoy upscale amenities, the privilege of having historic attractions nearby, and world-class dining in one of New England’s most charming regions. History buffs will be pleased to know that Connecticut’s oldest village, Stonington Borough, is located in Stonington. And, beach lovers will adore Stonington’s picturesque beaches for sure.

3. Sweetbrier Farm House With Gorgeous Views-Litchfield 

A renovated farmhouse with lots of light and pastel decor? Yes, please! This 18th-century farmhouse was built in 1793 and has been newly renovated. While this property definitely has modern amenities, it still has the nostalgic, old-world charm, indeed. There are wooden canopy beds decked with plush bedskirts, exposed wood paneling, and several sitting areas that are flooded with light. And, if any prospective guests are music lovers or musicians, this lovely property has a piano and guitar at this property. And, for those who love curling up with a great book by a warm fire, this property has wood-burning fireplaces, in addition to being placed on 10 acres with five big bedrooms, several common areas, a pool, pond, and scenic parkland. This homey property offers guests a beautiful opportunity to step back in time, while providing the necessary modern necessities and lots of soft beauty. No wonder it has a 10-star rating, and guests love to rest here on repeat!

4. Gorgeous Lakeside Retreat With Fun Amenities-Newton 

This gorgeous lakeside retreat has amenities that are so thoughtful and well-curated that you will not want to leave this property. With New York City only 75 miles away, this light-filled property is close enough to lots of activity like wineries, breweries, shopping, and adventure, but still has that isolated-in-nature appeal. This property boasts mind-blowing lake views, a fully decked-out gourmet kitchen, an infinity pool, a large hot tub, and modern, spacious bathrooms. And, families with kids and teens will be happy to note that there’s a lower-level gameroom that has an air hockey table, and there’s also a Billiards room with a nice pool table. And what truly sets this rental apart is the fully equipped exercise room. With its great attention to detail, one really doesn’t have to leave this property while working remotely or on a family vacation. But, if you decide to, there are lots of shopping opportunities nearby.

There’s a good reason that these Connecticut rentals are booked on repeat! And, with each property having the highest ratings and the best reviews, it goes to show that attention to the smallest details matters when it comes to ensuring that guests have a rewarding stay. Are you feeling inspired to take a trip to Connecticut? Plan your next stay using Only In Your State’s travel planner.