Stockbridge Holiday Homes
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Featured Holiday Homes in Stockbridge

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

Pet-Friendly, Heart of Quechee | Jay Hill Home

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

Spacious country home, beautiful sunsets, 40 acres

Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge

Heated Saltwater Pool: Riverfront Home in Ludlow

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Quaint lakefront home with a private deck, firepit, and dock
Holiday Accommodation Stockbridge
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 Stockbridge 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 Stockbridge itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Stockbridge 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 Stockbridge, 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 Stockbridge 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.
Stockbridge Holiday Homes essential information
Accommodation | 771 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you, The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond, Pet-Friendly, Heart of Quechee | Jay Hill Home, Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak, Spacious country home, beautiful sunsets, 40 acres, Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge, Heated Saltwater Pool: Riverfront Home in Ludlow, 5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!, Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski, Quaint lakefront home with a private deck, firepit, and dock, Beautifully renovated with fireplace and coffee bar, 5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush |
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