Book Dog Friendly Rental Accommodation in Middletown

We selected the 514 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Middletown

Villa Menantic

Villa Menantic

  • 8 guests

  • 4 bedrooms

Shelter Island Heights, Shelter Island

Set across seven private acres on Shelter Island’s Menantic Peninsula, this waterside property epitomises tranquillity. Wake up to views on one of the home's two private balconies, before whipping up breakfast in the state-of-the-art kitchen and sipping your morning coffee as you paddle in the sea.

Salty Kiss

Salty Kiss

  • 5 guests

  • 2 bedrooms

Riverhead, The Hamptons

The summer retreat for Manhattan’s wealthy elite, the vibe of the Hamptons couldn’t be further from New York’s chaotic urban sprawl. And if you’re looking for the ultimate in serenity and tranquility, this idyllic beach house is for you.

Dahlia Darling

Dahlia Darling

  • 10 guests

  • 5 bedrooms

Bethel, New York

Indulge yourself in the natural world at this sun-drenched home, with plenty of space for friends and family indoors and out. You'll find toys and games along with free children's sledges for enjoying the snow, and kids will love the bunk beds.

Divine Inspiration

Divine Inspiration

  • 10 guests

  • 4 bedrooms

Great Barrington, Lee

There are a lot of adjectives we could throw at this home in The Berkshires; cosy, darling, divine. But none of them really do it justice.


We selected the top 3% holiday homes in Middletown Dog Friendly Rental Accommodation

Explore the 514 most perfect homes in our collection

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Most popular homes in Middletown

High Tea & Hedgerows

High Tea & Hedgerows

  • 8 guests

  • 4 bedrooms

Pawling, New York

The Ashokan

The Ashokan

  • 4 guests

  • 2 bedrooms

Glenford, West Hurley

The Old Silo

The Old Silo

  • 4 guests

  • 2 bedrooms

Litchfield, Litchfield County

The Dutch Farmhouse

The Dutch Farmhouse

  • 8 guests

  • 4 bedrooms

Saugerties, New York

Long Point

Long Point

  • 8 guests

  • 4 bedrooms

Noyack, Southampton

Burnt Sienna

Burnt Sienna

  • 4 guests

  • 2 bedrooms

Marbletown, New York

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

The Old Life-Saving Station

The Old Life-Saving Station

  • 13 guests

  • 6 bedrooms

East Marion, North Fork

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Check upcoming rates & availability for Middletown Dog Friendly Rental Accommodation


Frequently asked questions

If you're planning a holiday and hoping to take your canine companion along for the ride, then you've certainly come to the right place. Here at Plum Guide, our collection of luxury Dog Friendly Rental Accommodation in Middletown consists of only the top 3% of homes. Each home is put through a vigorous vetting process, culminating in a visit from an independent Home Critic, so there is no danger of anything slipping through the cracks. Every rental in our collection comes fully furnished, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Book a stay in Dog Friendly Homes To Rent in Middletown now, and secure a trip to remember for all parties. To ensure the home you choose is perfect for you, seek the help of our friendly team, who are ready to assist you at any time of day.

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