Smoking friendly holiday rentals in New Haven

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.

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.

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! If it's wineries you love Hawk Ridge Winerery 2miles away. The antique trail begins the next town over. Or maybe skiing is on your list just head north under 20 miles and you can be there.

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!

Expansive New Haven Home | Near Yale University

Experience total comfort in this expansive four bedroom home located just minutes from Yale. Whether you are here for a graduation or a long term relocation, you will enjoy a bright, uncluttered environment in a peaceful neighborhood. Our guests consistently rave about the spotless bathrooms and high quality linens that make every stay feel premium. With easy temperature controls and a modern kitchen, this house is a solid choice for groups seeking a reliable and welcoming home base!

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.

Mattituck Luxury Estate + Pool + 5 Bedrooms

A luxurious oasis surrounded by 5 secluded acres. Relax and get away from it all in your own private resort. You'll never want to leave. The 4800 sq foot home offers plenty of space to enjoy and mingle with friends and family, or find a quiet corner to read, work or nap. Cooks will love the modern and spacious kitchen. Ideally located in the midst of North Fork wine and farm country, you are within a short drive to the best that the North Fork has to offer.

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 Winter Escape | Hot Tub, Game Room, Fireplace

Escape the cold and unwind at Blue Barn, a cozy and private retreat designed for comfort all winter long. Soak in the year-round hot tub, relax by the electric fireplace, and enjoy the game room—perfect for snowy days and quiet nights in. Ideal for couples, families, or small groups looking for a warm, peaceful Connecticut getaway.