Luxury Vacation Rentals for Families 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 6 family vacation rentals – enter your dates for availability.

Top-rated family vacation rentals in Connecticut

Salisbury, Connecticut

Wander Lakefront Retreat

Next avail.

Dec 3 - Dec 5

4.7

East Hampton, New York

Wander East Hampton Waterfront

East Hampton, New York

Wander East Hampton Woods

Next avail.

May 1 - May 31

East Hampton, New York

Stonington, Connecticut

Wander Stonington Peninsula

712

East Hampton, New York

Wander East Hampton Tides

Welcome to family adventures in Connecticut

Bring your crew together in New England comfort. Our luxury family vacation rentals in Connecticut combine hotel-grade consistency with the privacy of a beautiful home.

Choose from shoreline escapes, quiet woodland retreats, and refined countryside homes made for together-time. Expect multiple bedrooms, kid-friendly layouts, plush linens, fully equipped kitchens, dedicated workspaces, and ultra fast WiFi.

Select homes add pools or hot tubs, game rooms, and smart-home tech, all supported by 24/7 Wander concierge. Immaculate cleaning and thoughtful touches make it easy to balance playtime and productivity.

Popular family vacation rentals in Connecticut

East Hampton, New York

East Hampton, New York

Wander East Hampton Tides

Stonington, Connecticut

Wander Stonington Peninsula

712

East Hampton, New York

Wander East Hampton Waterfront

East Hampton, New York

Wander East Hampton Woods

Next avail.

May 1 - May 31

Salisbury, Connecticut

Wander Lakefront Retreat

Next avail.

Dec 3 - Dec 5

4.7

Available soon in Connecticut

Salisbury, Connecticut

Wander Lakefront Retreat

Next avail.

Dec 5 - Dec 8

4.7

East Hampton, New York

East Hampton, New York

Wander East Hampton Tides

Highlights in Connecticut

Discover family fun in Connecticut, from thrilling amusement parks and hands-on museums to charming coastal towns and historic maritime adventures.

Mystic Seaport Museum

Mystic Aquarium

Lake Compounce

The Dinosaur Place at Nature's Art Village

Connecticut Science Center

Essex Steam Train & Riverboat

Gillette Castle State Park

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

Salisbury, Connecticut

Wander Lakefront Retreat

Next avail.

Dec 3 - Dec 5

4.7

East Hampton, New York

Wander East Hampton Waterfront

East Hampton, New York

Wander East Hampton Woods

Next avail.

May 1 - May 31

East Hampton, New York

Stonington, Connecticut

Wander Stonington Peninsula

712

East Hampton, New York

Wander East Hampton Tides

Most popular amenities for family vacation rentals in Connecticut

Outdoor Dining Area (6)

Discover more family fun in Connecticut

Connecticut blends calm coastline, storybook towns, and rolling hills in an easy-to-navigate setting. Families split days between gentle Long Island Sound beaches at Hammonasset, strolls along Mystic’s waterfront, and leaf-peeping drives through the Litchfield Hills.

Seasonal pleasures abound. Pick apples at heritage orchards, ride the Essex Steam Train and Riverboat, ski or snow tube at Mohawk Mountain, and hike shaded state park trails beside waterfalls and lakes. With quick drives from New York or Boston and low-stress links between regions, you fit more into every day.

This is why Wander's luxury family 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 family vacation rentals?

Wander offers a level of consistency and quality you won’t find with most family 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 family vacation rentals in Connecticut?

Some of our most popular family vacation rentals in Connecticut include Wander East Hampton, Wander East Hampton Tides, and Wander Stonington Peninsula. 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 family vacation rentals does Wander have available in Connecticut?

Wander offers 6 family 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 family vacation rentals in Connecticut?

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

Do Wander’s family 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.