Smoking friendly holiday rentals in New Haven County

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.

Cozy 2 bedroom home located minutes from downtown

Come enjoy this beautiful Cape, centrally located in a quintessential, family-oriented neighborhood in walking distance of restaurants & 12 minutes from downtown New Haven. Upon entering you'll find a spacious living area with large windows, and ample seating. Also on this level is a large master bedroom with king size bed, & 2nd bedroom with a queen size bed, spacious eat in kitchen & dining room which can seat 8 comfortably. The finished lower level features a den, full bathroom & laundry.

Cozy Riverside Loft Getaway | New Haven

ISSUE WITH CITY 11/1/25 CANNOT BOOK UNTIL RESOLVED!! Escape to this charming Fall Foliage Loft on the Quinnipiac River! With a smart TV, full kitchen, bath, and pull-out sofa, it’s a perfect waterfront retreat. Enjoy autumn sunsets from your private balcony or stroll the colorful marina. Just off I-91, minutes from New Haven’s pizza scene and Lighthouse Point Park. On-site, savor oysters & cocktails at Fair Haven Oyster Co. Rent a kayak or e-boat, or book a charter to explore the river & Sound.

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!

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.

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.

Cozy bedroom near the beach.

The community is calm day and night. The people are very inclusive, diverse, and accepting. Shared living quarters: Living room Kitchen Dinning room Balcony Amenities include: Parking Central AC/ heating Wi-fi Washer & dryer Local benefits: 3 miles away from Yale 2 miles from the University of New Haven 10 min. Walk to Metro North train that can take you to Grand Central 5 min. Walk to grocery store 5 min. Drive to local beach

Emmanuel’s House 3 bedrooms (3 beds, 1 sofa bed)

Welcome to a spacious comfortable apartment that will truly make your journey away from your home very comfortable. My home is located in safe and quiet neighborhood, and has three furnished bedrooms, a nice bathroom, a living area, full kitchen and a formal dining room. Shopping malls, restaurants and eatery’s are nearby. It is also very close to Centra Connecticut State University (CCSU).

Fun Caravan Getaway

Disconnect from the metropolis for a day in nature. This space offers the warmth and affection of home so you can share unique moments with your partner . Live the RV experience without having to move in one, create unique moments for your heart or relive those similar sensations that you experienced in your past. This is a very simple and fun style.