Old Greenwich Holiday Homes
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Featured Holiday Homes in Old Greenwich

Spacious 4-bedroom house in charming Rye with AC

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

Glen Cove Home: Walk to Boardwalk + Dining!

Adorable Cottage with Water Views, Across the street from Prime & other eateries

Historic Connecticut Home w/ Grill & Spacious Yard

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Beautiful Pound Ridge with a pool

Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck

Waterview House Walking Distance from Cove Beach

Quaint duplex with private yard. Walk to beach, dining, & shopping!

Captain's Cottage - Cold Spring Harbor Water Views
Holiday Accommodation Old Greenwich
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Old Greenwich are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Old Greenwich itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Old Greenwich holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Old Greenwich, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Old Greenwich with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Old Greenwich Holiday Homes essential information
Accommodation | 391 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Spacious 4-bedroom house in charming Rye with AC, Modern 4BD/3BA w/Parking & deck & 29 min>NYC, Glen Cove Home: Walk to Boardwalk + Dining!, Adorable Cottage with Water Views, Across the street from Prime & other eateries, Historic Connecticut Home w/ Grill & Spacious Yard, Nice Cozy Room By Empire City Casino And Cross County Shopping Center, PureHeart House, Spacious, Peaceful 3bdr House in Yonkers, Beautiful Pound Ridge with a pool, Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck, Waterview House Walking Distance from Cove Beach, Quaint duplex with private yard. Walk to beach, dining, & shopping! , Captain's Cottage - Cold Spring Harbor Water Views |
More accommodations in Old Greenwich
Top trending hotels in Old Greenwich

Hyatt Regency Greenwich
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