Holiday houses in Aspetuck River

Private Guest Suite | Entrance, Bath & Parking

Private guest suite with a private entrance, attached bathroom, dedicated workspace, fast internet, and private parking. Located on a quiet 1.5-acre property in Wilton, CT, walking distance of ASML and close to Norwalk Corporate Park, downtown Wilton, restaurants, coffee shops, stores, parks, and the Norwalk train station. Owners live in a separate part of the house. Guests have private access and space. Pets are welcome, outdoor space for dog walks. Cats live here but do not enter the suite.

The Cozy Little Cottage

Charming guest apartment on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, but connected by a breezeway, and is above the garage. It is quaint and cozy, roughly 350 sq ft. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. Bedroom has a queen bed and we have a twin air mattress for use in living room.

Spacious Westport Apt surrounded by nature!

Spacious mother-in-law basement apartment with private entrance that opens to the backyard. Large windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space for up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, hikes, wonderful bakeries and restaurants.

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!

Garden Level 2 Bedroom Suite 5 Min to Westport

Welcome to your private garden-level retreat in Weston CT. An artfully designed, cozy, 2 bedroom suite. With its own entrance, secluded patio with wooded and peaceful surroundings, this curated space blends comfort, style, and serenity. Just minutes from Westport, it offers an award-winning mattresses, a cozy lounge area, organic coffee bar, high-speed WiFi, and more. Calm, clean, and thoughtfully designed. Guests describe it as peaceful, beautifully styled, and full of thoughtful touches.

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!)

Enchanting Guest Cottage

Your own cozy cottage nestled away in the most charming, historical part of Fairfield. Where the sounds of the babbling brook lull you to sleep and baby deer peek from behind the lush trees. Serene and enchanting, this 1940s bungalow is bursting with original details and warmth. A one minute drive to the most divine chocolatier, as well as fine dining at Bonda, all your snack needs at the Corner Market. Perfect for a quiet retreat when coming back to nature and beauty fills your soul.

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Stareway to Heaven

Welcome to your ideal beachside retreat in Fairfield, CT. This fully furnished 4-bedroom, 3 1/2 bath home offers an open-concept living space, a chef’s kitchen, and a private rooftop deck with stunning coastal views. Just steps from the beach and close to downtown shops and dining, it provides the perfect blend of luxury and convenience. Optional beach cruiser rentals and paddleboards are available. Flexible rental terms are offered for both short- and long-term stays.

Villa Après Sea

Get ready to play with the whole family at this stylish/private/gated 1-acre Gold Coast house equipped w/ a ping-pong table, fire-pit, grill, swing-set, yard games, & outdoor furniture. Grand great room is adorned w/ an 85” TV & a piano. Stocked kitchen & well-appointed dining room is an entertainer's delight. What vacay would be complete w/o a playroom decked w/ toys? Minutes to: 10: Downtown Westport 14: Compo Beach 15: FairfieldU 39: Yale 70: NYC

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.