Holiday rentals with breakfast in Greenwich

The Red Cottage Circa 1936

This cottage is a gem to be found! From the primary room to the charming loft, this cottage can sleep 6! There is a full working kitchen. For those who wish to do exploring, you will be centrally located on LI giving you great ease in using LI rail road (.5 mile) from cottage and Port Jeff Ferry (1mile)from cottage. There is a large fenced in yard with BBQ and outdoor seating if you wish to dine in. Dogs are allowed w/prior notice and a $65 pet fee per dog. You won’t beat this value reserve now.

Family · Location · Air conditioning

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Location · Family · Hiking

Cozy and BizReady with private entrance & parking

Welcome to your chic retreat! This recently remodeled, fully furnished second-floor loft-style apartment. The perfect blend of modern amenities and cozy comfort. Bed: Features a comfortable queen-size bed with premium linens, ensuring a restful night’s sleep. Bath: Contemporary fixtures and a spacious shower. Living: An open-concept space with stylish furniture, perfect for relaxation or remote work. Fully stocked with modern appliances, cookware, and utensils, making meal preparation a breeze

Family · Value · Kitchen

Sunny French Cottage

This unique, sunny cottage has it's own style. Private and peaceful, completely renovated cottage with French vibes. Originally used as a painting/design studio. It is an ideal place to relax and enjoy the surrounding nature. The upstairs bedroom is loft style and has a luxurious queen size bed. It's ideal for short and long stays. It is a perfect place for cozy evenings and lazy mornings, it can also serve as a temporary workplace. High tea style, organic breakfast available (20$ per person)

Location · Value · Comfort

5BR Beach House, Game Room + Huge Backyard

Escape to this spacious 5-bedroom Shippan beach home, designed for families and groups to relax, reconnect and have fun together. Just a short walk from West Beach, the home features a huge private fenced backyard, two large decks, fire pit, game room, pool table, ping pong, foosball and plenty of indoor and outdoor space for everyone to spread out Located just minutes from Downtown Stamford and Metro-North, it’s an ideal home base for family getaways, group stays and corporate retreats

Value · Family · Access

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your AUTUMN GETAWAY at the Huckleberry Quarters, a beautifully appointed studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Family · Value · Barbecue

Cozy Riverfront Victorian in the Hudson Valley

Wake up to stunning views of the Hudson River in this huge, immaculately clean, & beautifully designed historic home. Welcome to Sparrow House, our one-of-a-kind 1859 Gothic Victorian in the Hudson Valley. Only 80 minutes from NYC, 19 minutes away from the Beacon stop on the Hudson line/Metro-North, and 13 minutes from the Salisbury Mills/Cornwall Stop on the Port Jervis line/NJ Transit. The house is spacious, has exquisite light, and river and mountain views from nearly every room.

Location · Family · Walkability

Secluded mountain top horse property near W. Point

"Green acres is the place to be, farm living is the life for me!" This quaint little house trailer is located on a secluded horse farm in the beautiful Hudson Valley only 50 minutes from NYC and less than 10 mins from West Pt. situated on a mountain top. This private little space is a nature lovers paradise. Come, watch the horses from the front deck, enjoy fresh eggs in the morning, relax by the outdoor fire pit, star gaze & hike/explore forest trails right out the front door.

Value · Location · Air conditioning

Cozy, functional, soothing

Welcome to a contemporary and comfortable apartment. Built to be relaxing yet functional, the home is spacious and ideal for couples or business travelers. Main highways are a few minutes away. A train station with direct trains to NYC is exactly 1 mile away. It's a great walk if you want to get your steps in. Bayly's Beach is a bike ride away. Various restaurants on the water are within a 1-mile radius (e.g. Sails American Grill, Rowayton Seafood).

Location · Family · Kitchen

Spacious apartment in Hastings-on-Hudson near NYC

Our two-bedroom, floor-through apartment is pet-friendly and perfect for family visits, NYC escapes, scouting out the town, and waiting out home renovations. Train to NYC is a 10-min. walk; coffee, restaurants, shops, parks, a supermarket, and Saturday farmers market also within walking distance. Enjoy Hudson River views from the Croton Aqueduct Trail in backyard. One parking spot always reserved for guests. Note: New Airbnb host tax increased our prices.

Value · Family · Checkout

Candlewood Lakefront Retreat

This beautiful custom-built lakefront house is located only 90 min from NYC. Surrounded by nature, it is serene and peaceful. This spacious and cozy home has panoramic views from the living room, office, and master. The owners have tastefully updated throughout. If you are looking for a truly unique and peaceful retreat on the lake, come have an al fresco morning coffee, or sunset dinner while sitting outside on the deck gazing at the rippling lake.

Location · Family · Quiet

Villa Après Sea

Get ready to play with the whole family at this stylish/private/gated 1-acre Gold Coast house equipped w/ a ping-pong table, fire-pit, grill, swing-set, yard games, & outdoor furniture. Grand great room is adorned w/ an 85” TV & a piano. Stocked kitchen & well-appointed dining room is an entertainer's delight. What vacay would be complete w/o a playroom decked w/ toys? Minutes to: 10: Downtown Westport 14: Compo Beach 15: FairfieldU 39: Yale 70: NYC

Location · Family · Checkout