
Kid-friendly holiday rentals in Middlesex County
Find and book unique kid-friendly rentals on Airbnb
Top-rated kid-friendly rentals in Middlesex County
Guests agree: These kid-friendly rentals 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 Middlesex County kid-friendly rentals
Child-friendly house rentals

Family-Friendly Cottage by The Shore

Amazing 2BR Riverfront Gem

Waterfront 10 min to Uconn - fire pit outdoor tv

Romantic Getaway at The Lake!

The Farmhouse Stay

Cozy Comforts!

Historic House by the River

Stunning, peaceful and private home
Kid-Friendly apartment rentals

Private apartment in historic Old Lyme mansion

Spacious Cozy Guest Suite

3 bedroom near Wesleyan, downtown

King 1BR Apt with Cozy Den and Luxury Amenities

Gateway to the Berkshires

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Guilford Guest House- private studio apartment

Lovely Garden-Level Apartment in Heart of Town
Child-Friendly Holiday Condos

Posh Pad in The Business District

Harper House Heart of DT Mystic Luxury Getaway

CASiNO, Spa, Hot Tub, Pool, King bed, sauna

Entire place to yourself Cromwell/Middletown Line

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Peaceful Oasis steps from Mohegan Sun

Close to Yale 1 bedroom apartment, great location.

Beachside Waterview 2Br Condo w/ Pool in Greenport
Destinations to explore
- The Hamptons Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- Hudson Valley Holiday rentals
- East River Holiday rentals
- Boston Holiday rentals
- New York Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Ocean City Holiday rentals
- Rentals with a hot tub Middlesex County
- Rentals with outdoor seating Middlesex County
- Bed and breakfasts Middlesex County
- Fitness-friendly rentals Middlesex County
- Rentals with a fire pit Middlesex County
- Pet-friendly rentals Middlesex County
- House rentals Middlesex County
- Rentals with lake access Middlesex County
- Rentals with a patio Middlesex County
- Rentals with a kayak Middlesex County
- Rentals with beach access Middlesex County
- Apartment rentals Middlesex County
- Rentals with a fireplace Middlesex County
- Private suite rentals Middlesex County
- Family-friendly rentals Middlesex County
- Rentals with breakfast Middlesex County
- Beachfront rentals Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Middlesex County
- Rentals with a washing machine and dryer Middlesex County
- Rentals with an EV charger Middlesex County
- Guesthouse rentals Middlesex County
- Rentals with pools Middlesex County
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- Beach
- Charlestown Beach
- Fairfield Beach
- Yale University
- Southampton Beach
- Foxwoods Resort Casino
- Six Flags New England
- Cooper's Beach, Southampton
- Ocean Beach Park
- Napeague Beach
- TPC River Highlands
- Shinnecock Hills Golf Club
- Walnut Public Beach
- Woodmont Beach
- Jennings Beach
- Blue Shutters Beach
- Amagansett Beach
- Ninigret Beach
- Bushnell Park
- Silver Sands Beach
- Sandy Beach
- Groton Long Point Main Beach
- Brownstone Adventure Sports Park
- Cedar Beach