Stamford, CT, USA

Stamford, CT, USA

We found 215 vacation rentals — enter your dates for availability


Find the best place to stay — Stamford

Where to stay near Stamford, CT?

Our 2018 property listings offer a large selection of 215 vacation rentals near Stamford. From 151 houses to 20 apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Stamford for a holiday or a weekend are on HomeAway.

Stamford: A hub for business and creatives

Nestled on the edge of the New York City commuter belt, Stamford packs one hefty punch on the economics front. It's full of Fortune 500 companies, hosts major print media offices, and exudes a confident professionalism to boot. That's all neatly balanced out by a drive towards the creative arts, coalescing in one boho waterside district and a downtown area that's packed with galleries, international eateries, hipster bars, and theaters. That means Stamford vacation rentals don’t only offer a prime jump-off point for exploring the Big Apple, but also access to a buzzing town center in its own right.

Dining and dancing your way through Stamford

Being laden with everything from Peruvian grill houses and 24-hour American diners to rowdy Irish pubs and NYC sports bars, Stamford certainly has loads to offer on the gastronomy and nightlife front. Cinemas and arts centers bring a more cerebral line up of things for the evening, too, while plenty of creative little jewelry boutiques and vintage stores keep the shoppers coming. If you're eager to enjoy Connecticut's more natural side, then be sure to search for Stamford vacation rentals close to the beaches along the Long Island Sound – they're truly beautiful.

Enjoy nature in Stamford

Despite its modern, business-centric vibe and youthful energy, Stamford also retains strong links to the Connecticut countryside. You'll see that at the highly-rated Stamford Museum & Nature Center, where boardwalk trails and petting zoos combine to create an experience for the whole family. Other draws near the town center include the manicured gardens of the Bartlett Arboretum, with its Red Oak Trail and jazz-echoing bandstand, while the sandy beaches of Cummings Park and Cove Island are the place to escape onto the Atlantic shores.

Enjoy the summer in Stamford

Stamford's place on the edge of the beautiful Long Island Sound means that it's a shame to shun the beaches on a winter jaunt to the town. Instead, try looking for Stamford vacation rentals during the warmer months of the summer, which starts around May and tails off with September. Doing that will ensure you get to make the most of the al fresco beer terraces and sandy coastal stretches, not to mention the blooming gardens of the prized Bartlett Arboretum.

Stamford and the salt wash of the Long Island Sound

With the north-western side of town encompassed by the rolling hills and beech forests of central Connecticut, where country clubs and well-to-do ranches are fronted by whitewashed picket fences, it's the coastal reaches of Stamford that usually draw the eye. There are long, sandy beaches in central parks like Cove Island, while boating ponds and harbors cut inland to the east and west, offering prime sailing territory, tracts of great fishing spots, and remote barrier islands like Shea and Sheffield. Just be sure to bring the waterproofs if you really want to explore…