Holiday houses in Milford Reservoir

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Cozy Winter Escape • Firepit • Near Train & I-95

*Inquiries welcome | longer stays 🍁 *Beautiful 3BR, 2BA home on the Housatonic River *Balcony w/ stunning water views * SHARED AMENITIES : driveway, yard, shed *Historic neighborhood near I-95 & Metro-North Railroad *20 min to Yale, UB, Fairfield U, & SHU *Near hospitals: Yale, BPT, ST. V’s *Perfect for groups & families * 1 hr to NYC *5 min drive to the beach *10 min drive to Hartford Healthcare Amphitheater & Webster Bank Arena *Lots of local breweries and restaurants to explore.

Walk to Beach | Private Coastal Cottage, Parking

Perfect off season escape stroll to private beach, downtown restaurants, and the NYC train line. Cottage with beautiful marsh views near Silver Sands State Park. Downtown Milford, cafés, shops, & train. Perfect for Yale visits, work trips, or family stays. Sleeps 4–8 w/a bright living area, full kitchen, fast WiFi, and a fun indoor Beach Bus Bar you won’t find anywhere else. Bathroom on main level; bedrooms upstairs. Quiet, safe area close to restaurants, shoreline paths, and local attractions.

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Cozy Studio in Bridgeport

Charming and fully equipped studio located in the heart of Bridgeport. Perfect for business travelers, couples, or solo adventurers, this cozy retreat features a comfortable bed, high-speed Wi-Fi, a private entrance, and a fully stocked kitchen for your convenience. Enjoy easy access to local restaurants, cafes, and shops, as well as public transportation and major highways. Whether you’re here for work or leisure, this studio offers everything you need for a relaxing and stress-free stay

Downtown 2br-patio & walk 2 shps

Welcome to “Sails Call!” This 2BR/1BA is situated in the heart of Milford with views of the harbor. Just steps from restaurants, pickleball/tennis courts, shops, harbor and the train. Both bedrooms include AC window units & the kitchen is ready for you to cook a simple meal, or enjoy takeout. Coffee or cocktails on the private patio and park right on-site. Ideal for weekend getaways, business trips, or quick NYC escapes. Family friendly! Walk everywhere—ditch the car and explore.

The studio downtown

The studio is a new, private, quiet, and peaceful space. It is situated on the second floor of a detached garage with a private entrance. It is located in the historic center of town, within walking distance of the train station, bars, restaurants, and beach. It is ideal for a couple looking for a beach town getaway. The studio has a king-size bed, an eating area, a kitchenette with a fridge, a sink, a double induction cooktop, a seating area, and a bathroom with a rain shower.

Fall Sale! CozyCottage/WalktoBeach/Pet-friendly

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

3BD Modern Cottage Walk 2 Beach + Tyde Wed Venue

Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

Downtown Milford New,Train Access,Gym,Unit 2A

Discover a roomy studio apartment bathed in natural light within the newly developed Metro on Broad community in Downtown Milford. Adjacent to the Metro North Train Station, it provides quick access to New Haven, Yale, Smilow Hospital, and Fairfield County. This apartment comes complete with upscale furnishings, modern art, and stainless-steel appliances, including a washer and dryer. Your stay in the Milford, CT area is sure to be enhanced in this stylish living space.

Newly renovated beach house!

Come relax at our newly renovated home just steps away from the beach! Featuring a fully fenced in back yard, beautiful outdoor shower, BBQ grill, & fire pit, this three bedroom home (including a bunk room) is the perfect beach vacation destination. Walk to the beach, restaurants, coffee house, ice cream parlor, deli, convenience store, liquor store, and more! Just steps to Tyde wedding venue or a short drive to Sacred Heart, Fairfield University & Yale.