Smoking friendly holiday rentals in New Haven County

Apartment in Artsy Westville New Haven.

Welcome to your spacious 1500+ sq ft Westville home! This cozy, fun retreat is perfect for families and groups. Enjoy 1 Gig Fiber Internet, a fully stocked kitchen (with dishwasher, washer/dryer, ice-dispensing fridge), and two comfortable bedrooms. The master features a Cal-King bed, crib, and changing station The dining area offers big fun: a table that converts to a pool and ping-pong table! Relax on the front porch with a TV. The yard is pet-friendly, and street parking is ample for guests

Romantic Botanical Glamping

A spiritual respite for relaxation and mental wellbeing. The perfect relaxing Romantic Botanical Glamping Spiritual Garden Retreat Getaway, off the beaten track but close to civilization with a rustic romantic flair. Pool, gardens, seasonal vegetables & fruit & Fall Colors. Local activities within minutes. Recline by the pool, gardens, explore the areas Antique trail, winery, breweries. distilleries, hiking areas. We provide more amenities than most hotels - bathrobes, slippers, games, etc.

Charming Colonial for Events and Getaways!

Step into this exquisitely restored colonial home, designed to accommodate up to 12 guests comfortably across 3,300 SF of living space. Expansive Lawn – Perfect for gatherings or peaceful relaxation. Large Front Porch, Rear Porch, private BR Terraces, and Patio – for morning coffee or evening celebrations. Offers a harmonious blend of elegance and functionality for a family reunion or a relaxing retreat to create lasting memories in style! Book your stay today and make it your perfect getaway!

Waterside Bungalow Retreat

Experience the magic of autumn in New Haven from this charming riverfront bungalow, where crisp air and golden reflections dance across the water. Enjoy peaceful marina views right from your window and easy access to all the marina’s amenities just across the street. Recently updated with a modern yet inviting design, the home blends warmth and comfort with its breezy coastal character. Whether you’re here for a quiet weekend retreat or an extended stay, this is the perfect place to unwind!

Excellent Home Away From Home

Welcome to our charming 3 bedroom house. This centrally located spot is the perfect getaway to escape the hustle and bustle of the big city and enjoy a more relaxed pace of life. This unit is ideally suited for couples, families, healthcare employees and can comfortably accommodate up to 6 people. Minutes away from Waterbury hospital, Naugatuck CC, and Post University. For your additional safety, we have video surveillance installed around the perimeter of the home Parking available.

Pet Friendly One Bedroom House

Great pet friendly house located close to the water, downtown, beaches, train service and I-95. Off street parking, laundry facilities, great fully fenced in back yard. Large, one bedroom and one bath with a pull out queen size sleeper couch in the main room. Wi-Fi, Roku TV, boards games, and DVDs available. Property is located close to restaurants and many outdoor activities including the town beach and docks. There is a pass available to bring a car to the Clinton town beach.

The Design Studio Suite | 2 Beds | Spacious | Luxe

Private one bedroom apartment with modern decor offers everything you need for a short or long term stay. Space includes a full kitchen separate from studio area, & washer + dryer. Studio offers a Queen Sized bed, pull-out bed, workspace, 70 inch Roku Smart TV & hand painted artwork. The Location Less than two miles from Merritt Parkway, near I-95 & East Norwalk train station. One mile away from large shopping center and less than half a mile away from local convenience center.

Low Tide

ENJOY A TASTE OF WATERFRONT LIVING! Amazing views from sunrise to sunset! Walk from your deck to the inviting waters of Long Island Sound. Enjoy swimming, lounging, biking, fishing or tubing this is the place for you. Enjoy panoramic views of the water & sky. Visit local restaurants, attend concerts on the green, tennis, golfing, biking, dining, shopping just 5 minutes from your door. Minutes from downtown Fairfield, Metro North, I-95 and 1 hour from Manhattan.

Stunning 2 Bedroom Apartment

Forget your worries in this spacious and serene space. This newly renovated 2nd-floor apartment in a multi-family has all the amenities you need for a comfortable stay. This home is conveniently located 5 minutes away from Saint Vincent's Hospital, 5 minutes away from the Center of Health Education for Sacred Heart University, and 15 minutes away from Bridgeport Hospital. The unit has a separate entrance and balcony to enjoy a morning cup of coffee.

Wallingford Getaway

ENJOY DAILY CONTINENTAL BREAKFAST INCLUDED WITH minimum two night stay. Experience a cozy stay in our spacious 1300 square foot unit with included breakfast. Choose from muffins, bagels, bars and yogurt. Enjoy a relaxing afternoon with a cup of Java from your own Keurig. This unit features a comfy red electric red reclining couches and a flat screen TV. The kitchen area is equipped with a toaster microwave convection oven and fridge.

Watch Hill Hideaway - Unit B

Enjoy our peaceful, park-like setting with easy access to entertainment, fine dining, distilleries and brewhouses, CT's antique trail, Quassy Park, state beaches, golfing, and the best hiking in the state. Relax on the deck while overlooking the hills of Connecticut in a private space to enjoy indoors and out.

Steele Brook Manor

Kick back and relax in this calm, stylish space. Come enjoy this peaceful setting located on the second floor with a private entrance. The home is tucked away on a dead-end street. You can escape to this lovely spot where the woods are in your backyard and the beautiful sunrise is out your bedroom window!