As the weather shifts in the Northeast and crisp autumn air settles in, renters are still chasing that sense of warmth and comfort indoors. There’s something about shorter days and golden leaves that makes a cozy, inviting space feel essential, whether it’s curling up with a book by the fire or gathering with friends over a home-cooked meal. Here are some of our favorites for renters to rediscover those feelings this fall.
65 Myrtle Boulevard, Larchmont, NY
4,400 Sqft | $21,000/mo
As autumn casts its golden glow across Larchmont, this 5 bedroom 5.5 bath residence becomes a haven of warmth and elegance. Sunlight dances across the chef’s kitchen and spa inspired primary suite while a finished basement with gym and dry bar invites leisurely indoor indulgence on crisp fall evenings. Outside, the backyard comes alive with the season, the heated pool, jacuzzi and outdoor kitchen framed by fiery foliage, offering a private retreat for both intimate moments and spirited gatherings. Every detail from radiant heated floors to smart home touches ensures that the rhythm of fall is felt in comfort, style and understated grandeur.
2,842 Sqft | $40,000/mo
Coastal Connecticut fall is captured perfectly in this waterfront Groton home. As the summer crowds fade, the property transforms into a serene escape, perfect for watching fiery fall sunsets over Fisher’s Island Sound from the wraparound deck or through the home’s dramatic picture windows. The crisp sea air pairs beautifully with evenings spent by one of three fireplaces, creating a cozy ambiance after a day exploring nearby Mystic or Stonington. With panoramic views, luxurious amenities, and peaceful private beaches just steps away, this home is an ideal fall rental for those seeking comfort, beauty, and quiet seaside charm.
42 Forest Street Loft #A, New Canaan, CT
1,960 Sqft | $13,000/mo
This refined two-bedroom loft in the heart of New Canaan offers an elevated retreat for the autumn season. Bathed in natural light, the residence blends modern sophistication with quiet luxury, featuring soaring ceilings, a private elevator, and elegant finishes throughout. Step onto the terrace to enjoy the crisp air and golden foliage or unwind by the fireplace after a day exploring the town’s art galleries, stylish boutiques, and vibrant dining scene. With scenic trails at Waveny Park nearby and a calendar of fall festivals and cultural events, this in-town residence captures the essence of New Canaan’s seasonal allure with effortless elegance. This property is also available for sale.
4220 Purchase Street, Purchase, NY
6,000 Sqft | $30,000/mo
Tucked within the tree-lined community of Purchase, this stately six-bedroom Colonial offers a refined retreat for the fall season. The home’s elegant interiors, rich with wood detailing and multiple fireplaces, create a warm and inviting atmosphere as the air begins to cool. Outside, stone terraces and a heated pool sit beneath a canopy of changing leaves, offering a picturesque setting for autumn gatherings. With easy access to Greenwich, Rye, and New York City, this property perfectly balances seclusion, sophistication, and convenience, and is an ideal choice for a luxurious fall rental.
147 Rock City Road, Old Chatham, NY
12,000 Sqft | $24,000/mo
Bellavista is a Georgian estate perfectly suited for fall. The long drive opens to a landscape of open fields, quiet woods, and a reflective pond that captures the deep colors of the season. The nearly 60 acres of property can be transformed into a venue for large gatherings. Inside, your escape from reality begins in the game room, featuring arcade games, air hockey, and a home theater. The 4,500 sqft barn, equipped with foosball, ping pong, and a bar makes this a true novelty rental. Simply arrive and settle in, every detail has already been taken care of. At Bellavista Country Estate, every comfort has been thoughtfully prepared, ensuring your stay is seamless, indulgent, and truly unforgettable.
8 Jacob Lane, Killingworth, CT
4,088 Sqft | $9,950/mo
This six bedroom Colonial in Killingworth makes for a perfect fall sanctuary. Set on two peaceful acres, this home gives you ever reason to stay inside while still capturing the fall feel of Connecticut. With a newly renovated outdoor kitchen, you can have endless nights in with your own pizza oven, and then take dessert inside to your chef’s kitchen. The Carrara marble island makes it easy to have your friends over for a night of entertaining. Outside, cozy up by the fireplace on the expansive saltwater pool deck. For a day trip of adventure, you can explore Chatfield Hollow, along with shops and markets throughout the area.
