
House holiday rentals in Middlesex County
Find and book unique houses on Airbnb
Top-rated house rentals in Middlesex County
Guests agree: these houses are highly rated for location, cleanliness and more.
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

Modern East Hampton Home w/ Heated Saltwater Pool

4BR Private Indoor Heated Pool - Lux Mystic Home

Hot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Quiet, Upscale Retreat by the Beach with NEW Pool

Large heated pool, games room, near private beach

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Casino Stay & Play House
Weekly house rentals

Adorable Beach House on LI Sound

Beachside Bliss w/ Game Room, Gym & Golf Green

Boulder Lake House Retreat

Waterfront Lake House on Pickerel Lake

Mulberry Seaside Cottage

Relax and Refresh at the Mill-on-Sill

Elegant Countryside Estate

Starship River Views: Dates Just Newly Released
Private house rentals

Charmingly Chester on the Great Brook and Pond

Cozy beach cottage close to everthing

Barnacle Bay Beach House

Romantic Couples Retreat with Private Sandy Beach

New Lake House w/Game Room&Views

Soundscape Beachfront House!

Coastal Farmhouse walking distance to town

Lakeside Paradise with Breathtaking Sunsets
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- Ocean City Holiday rentals
- Rentals with a fireplace Middlesex County
- Family-friendly rentals Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with outdoor seating Middlesex County
- Rentals with lake access Middlesex County
- Bed and breakfasts Middlesex County
- Rentals with a firepit Middlesex County
- Rentals with a patio Middlesex County
- Pet-friendly rentals Middlesex County
- Private suite rentals Middlesex County
- Rentals with beach access Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with an EV charger Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with a hot tub Middlesex County
- Flat rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Guest house rentals Middlesex County
- Rentals with pools Middlesex County
- Beachfront rentals Middlesex County
- House rentals Connecticut
- House rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Six Flags New England
- Ocean Beach Park
- Mystic Seaport Museum
- Walnut Public Beach
- Blue Shutters Beach
- Shinnecock Hills Golf Club
- Napeague Beach
- Groton Long Point Main Beach
- Cedar Beach
- Brownstone Adventure Sports Park
- TPC River Highlands
- Silver Sands Beach
- Woodmont Beach
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Ninigret Beach
- Seaside Beach