Smoking-friendly holiday rentals in Fairfield County

The Secret Cottage Modern•Private•Prime Location

The Secret Cottage is a single-story guesthouse designed for rest, romance. as well as senior respite stays. Guests consistently describe the cottage as spotless, serene, modern, luxurious, and surprisingly spacious — a true hidden retreat in the town of Poughkeepsie. You’ll enjoy a private entrance, paved driveway parking, and a fully independent living space, your host lives separately in the attached main home for your safety and peace of mind, but never sharing walls, rooms, or ceiling.le

Secluded Hilltop Cabin near Beacon & Cold Spring

3 private acres atop small mountain. Feels like you're way upstate - check out the reviews! Hi-speed WiFi. Next to forest preserve and hiking trails. Furnished deck w grill overlooks Mt. Beacon sunsets. Loft w/queen and twin mattresses + pull out couch & twin-size mattress day bed on the porch. Perfect for 2, comfortable for 3, but 4 is probably max comfort since it's a small space. Please note that the road heading up there is steep. A car with AWD is ideal but a sedan will make it up too!

Gorgeous Suite w/ Private Entrance

Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

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.

BIG RED the Bus at Menlo Pond

You'll love this unique and romantic escape. BIG RED with its 100% off grid capabilities, has travelled the country, giving the owner the great opportunity to explore the US. It's now tucked away, parked and here at Menlo Pond waiting for you to experience and enjoy the comfort of all it has to offer: *Queen size bed *Large couch *Full bath *Full stove/oven *Air conditioning *Large sink *concrete countertop *Butcher Block *outside picnic table, Barbque and small fire pit

Cozy tiny log cabin on 13 acres

Tiny rustic cabin located in the woods. Large screen TV and Wi-Fi. No stove but will provide cooktop and toaster. Full bathroom with shower. People love the back deck to enjoy their morning coffee and to watch for wildlife. One bedroom with comfy queen bed and fan. All linens and towels supplied. Please be aware this is a rustic beautiful site. Trails in the back and very close to rail trail. Mini splits will keep you toasty warm in the winter and ice cold in the summer.

Peaceful wooded site, hot tub, free EV charger

Heron On the Hill Glamping is all the fun of camping with all the convenience of a hotel. You will have your own beautiful canvas tent everything is set up for you on arrival. Relax by the Firepit at your site or wander the property play a game of volleyball if you have a group or try your hand at corn hole We have an 18 hole mini golf free to play. If you like hiking we are directly across from Stone Church with hiking trails, a cave and waterfall

Candlewood Lake - Direct Access

Direct lakefront home is the perfect getaway only 90 minutes away from NYC on beautiful Candlewood Lake. 4 bedroom, 3 full bathroom plus 2 half. Plenty of space inside and out. Private and peaceful oasis has two full kitchens and an outdoor cooking space with BBQ and stone-fire pizza oven. Great big yard for outdoor fun, with ample dock space for your boat or jet-ski. Sit on the deck or fish off the dock. Direct access to the lake. Sleeps 8.

Hudson Escape W/ Hot Tub + Bridge View

Welcome to a luxurious escape with mesmerizing Hudson River views! This beautifully renovated historic home masterfully fuses elegant Moroccan decor with modern comforts. Revel in the experience of soaking in the outdoor hot tub overlooking the river and bridge, offering the perfect blend of relaxation and charm. It's more than a place to stay; it’s your home away from home in the enchanting Hudson Valley

Campsites on the Vineyard

On the grounds of Robibero Family Vineyards. We offer a tent site only with views of the vineyards and the valley. Bring your tent and enjoy the full amenities of the vineyard and winery. Gather with around your brick fire pit and enjoy the star lit sky . . Check our website for events and entertainment schedule. (URL HIDDEN)

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.