
House holiday rentals in Middlesex County
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Top-rated house rentals in Middlesex County
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Middlesex County
House rentals with a pool

The Perfect North Fork Escape

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Peaceful Retreat in Immaculate Architect’s House

Modern East Hampton Home w/ Heated Saltwater Pool

Pool House

Southampton Escape, Heated Pool, hot tub, 3 bed,

Stunning Central E. Hampton Home w/ gunite pool.

Long Island home w/ large pool
Weekly house rentals

Country getaway - huge yard, pool

Modern Luxurious CT Country Home

Family-Friendly Cottage by The Shore

Historic Greek Revival Brick Home

Stylish Modern Home, 4-Bedroom, Madison CT

Hot Tub and pool Home away from home

Elegant Countryside Estate

Sunset Skies 2nd Fl | redone+walk to Water’s Edge
Private house rentals

The Davis House

Winter at the Haddam House

Zaku’s Lake House

Coast and Country Private Estate

Hyde House-A classic New England cape.

Fenwood Coastal Getaway Private Beach Access

Glass House-Close to the Beach,Outlets and Golf!

Entire home - Cheerful 4 bedroom on the shoreline.
Destinations to explore
- Private suite rentals Middlesex County
- Beachfront rentals Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a kayak Middlesex County
- Fitness-friendly rentals Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with lake access Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with a hot tub Middlesex County
- Guest house rentals Middlesex County
- Flat rentals Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with pools Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with beach access Middlesex County
- Rentals with a fireplace Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a patio Middlesex County
- Family-friendly rentals Middlesex County
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Cooper's Beach, Southampton
- Clinton Town Beach
- Woodmont Beach
- Shennecossett Beach
- Six Flags New England
- Shinnecock Hills Golf Club
- Seaside Beach
- Walnut Public Beach
- Shoreham Beach
- Horton Lane Beach
- Burlingame State Park
- Mystic Seaport Museum
- South Pine Creek Beach
- La Ronde Beach Club Inc
- Rogers Beach
- Road F Beach
- Jennings Beach
- The Connecticut Golf Club