Book Luxury Airbnb Alternatives in Connecticut

We selected the 153 homes worth renting in this location

Home spotlights in Connecticut

Beauty & Peace

Beauty & Peace

  • 8 guests

  • 4 bedrooms

Cornwall, Litchfield

This home combines rustic charm with cosy comforts to bring you an unforgettable stay in the heart of Litchfield County. Set across two floors, the rooms are well suited to families, friends and remote workers in search of simplicity and ease.

Wander Inn

Wander Inn

  • 6 guests

  • 2 bedrooms

Southold, The Hamptons

Wander Inn is an architect-renovated ranch in a beautiful setting. Built in the sixties, this home is made for relaxation and indulgence.

A Court of Forest Green

A Court of Forest Green

  • 18 guests

  • 9 bedrooms

Noyack, Southampton

Complete with a private tennis, volleyball, and basketball court, this Sag Harbor house might not need much more in terms of entertainment, and yet you'll also find a swimming pool, outdoor bar, fitness and games room available here. Made for outdoor summers, little ones can enjoy unravelling the mysteries of the lush garden whilst the grown-ups sip cocktails poolside.

Sail of the Century

Sail of the Century

  • 16 guests

  • 6 bedrooms

Stonington, Connecticut

Sitting on the edge of Mason's Island, this waterfront location doesn't just bring peaceful views of Fisher Island Sound – there's also a private beach plus a dock so you can fill your stay with swimming and watersports. If relaxing is more your bag, the large terrace has plenty of seating, plus an impressive outdoor kitchen for when dinnertime rolls around again.


We selected the top 3% holiday homes in Connecticut Airbnb Alternatives

Explore the 153 most perfect homes in our collection

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Most popular homes in Connecticut

Well & Happy

Well & Happy

  • 10 guests

  • 5 bedrooms

Southold, The Hamptons

Cinematic Seascapes

Cinematic Seascapes

  • 14 guests

  • 6 bedrooms

Northwest Harbor, East Hampton

Helter Shelter

Helter Shelter

  • 10 guests

  • 3 bedrooms

Greenport West, North Fork

Five String Serenade

Five String Serenade

  • 6 guests

  • 3 bedrooms

East Hampton North, East Hampton

Nature's Spirit

Nature's Spirit

  • 8 guests

  • 3 bedrooms

Springs, East Hampton

East End Eden

East End Eden

  • 8 guests

  • 4 bedrooms

Springs, East Hampton

Wine Not

Wine Not

  • 10 guests

  • 5 bedrooms

Mattituck, North Fork

Osprey's Swoop

Osprey's Swoop

  • 8 guests

  • 4 bedrooms

North Fork, Southold

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Frequently asked questions

Explore our collection of the most remarkable Airbnb Alternatives that Connecticut, United States has to offer. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Connecticut Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.

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