Middletown Holiday Homes
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Featured Holiday Homes in Middletown

Blue Back Bungalow

Stunning Waterfront Home with Private Beach!

🌾Welcoming Tiny Home! Downtown & Beachy☀️

Relax by the River | Branford Waterfront Home

Grammy's Lake House w/ Private Waterfront Access

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Charming 3BR Hilltop House, Newly Remodeled with Arcade

Charming beach home, complete with pool & cozy guest house!

2 Mi to Dtwn: 2-Acre Retreat w/ Large Yard!

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Holiday Accommodation Middletown
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 Middletown 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 Middletown itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Middletown 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 Middletown, 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 Middletown 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.
Middletown Holiday Homes essential information
Accommodation | 393 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Blue Back Bungalow , Stunning Waterfront Home with Private Beach!, 🌾Welcoming Tiny Home! Downtown & Beachy☀️, Relax by the River | Branford Waterfront Home, Grammy's Lake House w/ Private Waterfront Access, Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub , Charming 3BR Hilltop House, Newly Remodeled with Arcade, Charming beach home, complete with pool & cozy guest house!, 2 Mi to Dtwn: 2-Acre Retreat w/ Large Yard!, Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!, Shoreline Oasis, Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino |
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