Luxury Vacation Rentals for Large Groups in Connecticut

Luxury Vacation Rentals for Large Groups 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 3 large group vacation rentals – enter your dates for availability.

Top-rated large group vacation rentals in Connecticut

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit property photo 1

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

5 bedrooms•3.5 baths
1,714 US dollars for 3 nights•

~$150 less than other sites

Lakeshore Crest Estate - Private Dock & Pool property photo 1

Lakeshore Crest Estate - Private Dock & Pool

4 bedrooms•5 baths
6,209 US dollars for 9 nights•

~$550 less than other sites

Villa Salt Acres — Idyllic East Coast Estate in Stonington property photo 1
Iconic

Villa Salt Acres — Idyllic East Coast Estate in Stonington

7 bedrooms•10 baths
66,368 US dollars for 7 nights•
New

~$5,905 less than other sites

Welcome to your large group retreat in Connecticut

Welcome to your large group retreat in Connecticut

Gather your favorite people and elevate the occasion with Wander’s luxury vacation rentals in Connecticut. Our large-group stays blend the polish of a five-star hotel with the comfort of a private home, so you can focus on the moments that matter.
Expect multiple primary suites, flexible sleeping for big parties, and expansive living areas made for connection. Chefs’ kitchens with double appliances, long dining tables, and spacious outdoor lounges make hosting easy. Features like game rooms, gyms, and pools or hot tubs keep everyone happy.
Every home is beautifully maintained with ultra fast WiFi, inspiring views, pristine cleaning, and 24/7 concierge support. For reunions, milestone celebrations, or corporate offsites, choose the peace of mind that comes with booking a Wander.

Featured large group vacation rentals in Connecticut

Villa Salt Acres — Idyllic East Coast Estate in Stonington property photo 1
Iconic

Villa Salt Acres — Idyllic East Coast Estate in Stonington

7 bedrooms•10 baths
66,368 US dollars for 7 nights•
New

~$5,905 less than other sites

All homes in Connecticut

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit property photo 1

Bespoke Litchfield - Hot Tub, Game Room, Fire Pit

5 bedrooms•3.5 baths
1,714 US dollars for 3 nights•

~$150 less than other sites

Lakeshore Crest Estate - Private Dock & Pool property photo 1

Lakeshore Crest Estate - Private Dock & Pool

4 bedrooms•5 baths
6,209 US dollars for 9 nights•

~$550 less than other sites

Villa Salt Acres — Idyllic East Coast Estate in Stonington property photo 1
Iconic

Villa Salt Acres — Idyllic East Coast Estate in Stonington

7 bedrooms•10 baths
66,368 US dollars for 7 nights•
New

~$5,905 less than other sites

View all homes

Highlights in Connecticut

Gather your group to explore Connecticut's historic maritime ports, world-class entertainment resorts, and scenic outdoor parks perfect for shared adventures.
Mystic Seaport Museum
Mystic Aquarium
Yale University Campus
Lake Compounce
Gillette Castle State Park
Mohegan Sun

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.

Most popular amenities for large group vacation rentals in Connecticut

Piano (1)
Movie theater (1)
Jacuzzi (1)
Hot tub (1)
Outdoor pool (1)
Kayaks (1)
Gym (1)
Waterfront (1)
Exercise equipment (1)
Pool table (2)
Fire place (3)
Arcade machine (2)
Lake access (1)
Patio (2)
Garden (2)
Game console (1)

Other popular amenities & vacation types in Connecticut

Pet-friendly vacation rentals in Connecticut
Family vacation rentals in Connecticut
Hot tub vacation rentals in Connecticut
Private pool vacation rentals in Connecticut
Discover more large groups activities in Connecticut

Discover more large groups activities in Connecticut

Connecticut rewards groups with remarkable variety in compact distances. Long Island Sound beaches meet historic seaports like Mystic and Stonington, while the Litchfield Hills trade coastal breezes for covered bridges, farm stands, and quiet country roads. New Haven buzzes with collegiate culture and legendary pizza.
Seasons shine here. Summer brings sailing and sandy afternoons at Hammonasset Beach State Park. Autumn sets Route 7 ablaze with color. Winter means skiing at Mohawk Mountain and festive villages. Spring delivers gardens in bloom and vineyard patios.
Perfectly placed between New York City and Boston, Connecticut makes gatherings simple. 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 large group vacation rentals?

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

Some of our most popular large group vacation rentals in Connecticut include Bespoke Litchfield - Hot Tub, Game Room, Fire Pit, Lakeshore Crest Estate - Private Dock & Pool, and Villa Salt Acres — Idyllic East Coast Estate in Stonington. 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 large group vacation rentals does Wander have available in Connecticut?

Wander offers 3 large group 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 large group vacation rentals in Connecticut?

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

Do Wander’s large group 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.