Book Dog Friendly Rental Accommodation in Middlesex County

We selected the 476 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 Middlesex County

Dappled Sunlight

Dappled Sunlight

  • 8 guests

  • 4 bedrooms

Northwest Harbor, East Hampton

Make like a New Yorker and escape to the famous Hamptons. This home has everything you could need for an effortless, laidback break from the city.

The Striped Sea Bass

The Striped Sea Bass

  • 6 guests

  • 3 bedrooms

Bay Point, Noyack

If you’re looking for all the charm of a country cottage with the space and grandeur of a manor house, this is the spot for you. It’s a four-minute stroll to the vast stretch of sand at Long Beach and a six-minute drive sees you in the heart of the pretty village of Sag Harbor.

River Song

River Song

  • 10 guests

  • 5 bedrooms

Dalton, Berkshire County

It’s no wonder why a multitude of actors, composers, and artists have hideaways in the Berkshires. This classic Berkshires home, originally built as a schoolhouse in 1866, is steeped in history and rural charm.

Ahoy There

Ahoy There

  • 8 guests

  • 4 bedrooms

Shelter Island, The Hamptons

This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.

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

Explore the 476 most perfect homes in our collection

View on map

Most popular homes in Middlesex County

Kennedies

Kennedies

  • 9 guests

  • 4 bedrooms

North Sea, Southampton

High Tea & Hedgerows

High Tea & Hedgerows

  • 8 guests

  • 4 bedrooms

Pawling, New York

Upstate Escape

Upstate Escape

  • 10 guests

  • 4 bedrooms

Woodstock, Ulster County

Straight Down the Middle

Straight Down the Middle

  • 8 guests

  • 4 bedrooms

Shelter Island Heights, Shelter Island

Sunflower Summer

Sunflower Summer

  • 7 guests

  • 3 bedrooms

Springs, East Hampton

Long Story Short

Long Story Short

  • 4 guests

  • 2 bedrooms

Montauk, East Hampton

Mahogany

Mahogany

  • 6 guests

  • 3 bedrooms

Amenia, Dutchess County

Hudson Grandeur

Hudson Grandeur

  • 16 guests

  • 8 bedrooms

Cornwall, Orange County

View all

Check upcoming rates & availability for Middlesex County 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 Middlesex County 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 Middlesex County 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.

Search Our Collection

  1. Plum Guide

  2. United States

  3. Massachusetts

  4. Middlesex County

  5. Dog Friendly Rental Accommodation