Holiday rentals in Easton

Tree Haven Loft, Grille, Firepit & Nature

Treehaven Loft—a bright, serene retreat in elite Weston, bordering vibrant Westport, CT. Soaring beamed ceilings, expansive windows framing majestic trees, and nature-inspired art create a peaceful, boutique-hotel vibe. Ideal for romantic getaways, creative escapes, or family fun. Enjoy a gourmet kitchen with espresso maker & wine fridge, cozy fire pit, and grilling area. Minutes from pristine beaches, concerts, dining, and shopping. Your perfect blend of tranquility and convenience awaits!

Private Studio Apartment Kitchen Fully Furnished

This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your AUTUMN GETAWAY at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Historic Designer City Getaway

This 1744 estate is a perfect urban retreat. It's situated on 3+ acres overlooking the Connecticut Golf Club & serves as a serene and secluded escape from the city. Charming, but grand, this spacious 5-bedroom, 4.5-bathroom house is a great spot to gather as family and friends, host a corporate retreat, or provide a backdrop for a photoshoot, with plenty of room to spread out yet still come together in the shared spaces. Check out our winter mid-week rates. Excited to host you!

Serenity Haven: A Modern Retreat

Escape to a newly renovated private guest house in peaceful Monroe, CT. Set in a lush, tree-lined backyard with its own entrance and spacious deck, it’s an inviting retreat for families, business travelers, or a quiet getaway. Just steps away, explore the scenic, mostly flat Housatonic Valley Rail Trail for walking, jogging, and biking. Nearby Wolfe Park and Great Hollow Lake offer a seasonal sandy swimming beach, fishing, non-motorized boating, and picnic areas.

River Cottage in Weston, CT

Welcome to “River Cottage”, our enchanting private guest cottage in the picturesque town of Weston, CT, nestled on a riverfront property. Located about 45 miles from NYC, and 10 minutes from the lively town of Westport, our two-bedroom cottage is the ideal location for a relaxing few days, a business trip in the area or visiting family and friends. Perched near the tranquil Saugatuck River, the immediate area is a haven for hiking and trout fishing.

Beautifully Restored Barn With New England Charm

Set back from the road on one wooded acre with a brook, this renovated 4-bedroom converted barn pairs rustic New England character with modern comfort. Expect 30-foot ceilings, exposed beams, oversized windows, a babbling brook, large yard, eclectic art and furniture, a grand piano, a stocked kitchen, deck, grill, and space to gather. A memorable Fairfield stay for families, couples, small groups, beach weekends, and quiet escapes.

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Charming Historic Cottage in the Redwoods

Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.

Renovated Cape Near beach, with Fire Pit and BBQ

Beautifully renovated 3-bed, 2-bath home perfect for families or groups of up to 9. Features a cozy fireplace, fully equipped kitchen, dedicated workspace, and a patio with a fire pit & BBQ. Located in a quiet neighborhood minutes from Fairfield University and Fairfield beaches, this bright and inviting space is your ideal retreat. Enjoy modern amenities and a seamless self-check-in experience.

RivAframe A-Frame Forest Retreat, Stream, Hot Tub

Welcome to RivAframe. My wife and I fell in love with this special A-frame and poured our hearts into renovating it to create the kind of peaceful escape we were always searching for, one that feels worlds away, yet is just a short drive from NYC. Surrounded by forest, a pond, and a gentle stream, we hope you'll slow down, reconnect, and create memories with the people you love.

Magical Weston Retreat

Stunning country retreat on 2+ park-like acres including a lily pond with waterfall . Charming 1920 home updated with central a/c throughout, modern kitchen and large sunroom with nature views on 3 sides. Around the corner from Weston's acclaimed Lachat Town Farm and the bordering 1,747 acre Devils Den Preserve. Easy NYC access from Cannondale Station 10 minutes away.