Luxury Vacation Rentals in Connecticut

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 7 vacation rentals – enter your dates for availability.

Top-rated vacation rentals in Connecticut

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Villa Salt Acres — Idyllic East Coast Estate in Stonington

7 bedrooms•10 baths

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New

~$5,590 less than other sites

Bluewater Lodge, Pool, Dock, Fire Pit

3 bedrooms•3 baths

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~$120 less than other sites

Lakeshore Crest Estate - Private Dock & Pool

4 bedrooms•5 baths

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~$445 less than other sites

Walnut Beach Luxury House

3 bedrooms•2 baths

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New

~$210 less than other sites

North Cliff House - Private Dock & Sauna

3 bedrooms•2.5 baths

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~$145 less than other sites

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

5 bedrooms•3.5 baths

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~$140 less than other sites

21 Bank Street

2 bedrooms•2 baths

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~$35 less than other sites

Welcome to Connecticut

Experience the best of New England with Wander’s luxury vacation rentals in Connecticut. Our collection spans quiet shoreline retreats on Long Island Sound, wooded sanctuaries in the hills, and tranquil lakefront homes. Each property looks exactly like the photos and is operated with hotel-level precision.

Expect pristine cleaning, 24/7 concierge, and inspiring views, plus ultra fast WiFi and dedicated workspaces for effortless productivity. Chef-ready kitchens, plush bedding, and spa-caliber bathrooms elevate every moment. Many homes also include private pools, hot tubs, and fitness spaces, so your stay feels both restorative and refined.

Available soon in Connecticut

Bluewater Lodge, Pool, Dock, Fire Pit

3 bedrooms•3 baths

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~$120 less than other sites

Walnut Beach Luxury House

3 bedrooms•2 baths

•

New

~$210 less than other sites

Featured vacation rentals in Connecticut

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Villa Salt Acres — Idyllic East Coast Estate in Stonington

7 bedrooms•10 baths

•

New

~$5,590 less than other sites

Highlights in Connecticut

Discover a blend of New England charm, rich maritime history, and Ivy League prestige in the scenic Constitution State.

Mystic Seaport Museum

Yale University

The Mark Twain House & Museum

Gillette Castle State Park

Mystic Aquarium

Hammonasset Beach State Park

Goodspeed Opera House

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in Connecticut

Iconic

Villa Salt Acres — Idyllic East Coast Estate in Stonington

7 bedrooms•10 baths

•

New

~$5,590 less than other sites

Bluewater Lodge, Pool, Dock, Fire Pit

3 bedrooms•3 baths

•

~$120 less than other sites

Lakeshore Crest Estate - Private Dock & Pool

4 bedrooms•5 baths

•

~$445 less than other sites

Walnut Beach Luxury House

3 bedrooms•2 baths

•

New

~$210 less than other sites

North Cliff House - Private Dock & Sauna

3 bedrooms•2.5 baths

•

~$145 less than other sites

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

5 bedrooms•3.5 baths

•

~$140 less than other sites

21 Bank Street

2 bedrooms•2 baths

•

~$35 less than other sites

View all homes

Most popular amenities for vacation rentals in Connecticut

Exercise equipment (2)

More popular destinations in Connecticut

Other popular amenities & vacation types in Connecticut

Family vacation rentals in Connecticut

Discover more of Connecticut

Compact yet richly varied, Connecticut pairs salt air and sailboats with covered bridges and rolling farmland. Stroll historic greens, navigate scenic byways into the Litchfield Hills for leaf-peeping, and linger along sheltered coves on the Sound.

Hike Sleeping Giant’s ridgeline, chase waterfalls at Kent Falls, sample vintages on the Connecticut Wine Trail, and savor New Haven pizza alongside coastal seafood classics. When snow arrives, make turns at Mohawk Mountain and warm up by a fire at day’s end. This is why Wander's luxury vacation rentals in Connecticut are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in Connecticut

Why should I book a Wander in Connecticut over other vacation rentals?

Wander offers a level of consistency and quality you won’t find with most vacation rentals.

Every home in Connecticut delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular vacation rentals in Connecticut?

Some of our most popular vacation rentals in Connecticut include Villa Salt Acres — Idyllic East Coast Estate in Stonington, Bluewater Lodge | Pool, Dock, Fire Pit, and Lakeshore Crest Estate - Private Dock & Pool. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different vacation rentals does Wander have available in Connecticut?

Wander offers 7 vacation rentals in Connecticut, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s vacation rentals in Connecticut?

You can check-in to Wander vacation rentals in Connecticut after 4.00pm and check-out before 10.00am.

Do Wander’s vacation rentals in Connecticut have WiFi access?

Yes. Every Wander home in Connecticut has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.