Mansion holiday rentals in Connecticut

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

Serene, elegantly appointed 19th century compound, fully modernized and set on the edge of a 50 acre land preserve next to boat friendly Bantam Lake. Located in the rolling hills of Litchfield County this expansive home has four buildings and every amenity: pool, hot tub, heated gym, cedar sauna, central AC, 2 chef’s kitchens, game barn, primary suite with wb fireplace and soaking tub, a pool house guest suite with steam shower, & treehouse w/ slides & a swing set built on a 300yr old oak tree.

Luxury Stay in Expansive Historical Home

The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

Luxury Beachfront Retreat - Modern Shoreline Villa

Welcome to luxury living and the peaceful beach vibes on Cosey Beach! Jutting out into Long Island Sound, guests will enjoy unparalleled waterfront living as waves break directly under your luxury vacation villa. Breathtaking sunrises and sunsets abound from the main living spaces and multiple decks. Descend to your private beach to use one of the provided kayaks or paddle boards, or wander down the street to family friendly fun, including splash pad, casual restaurants, and ice cream counter.

Unique Retreat w/Private Patio, 4 King Beds & BBQ

Welcome to your next charming and unique retreat offering an ideal blend of style and comfort. The spacious interior seamlessly connects the living room, kitchen, and dining areas, with elegant stained glass windows adding a touch of character. Cozy bedrooms all feature king-sized beds for peaceful slumber. Outside, the private patio deck invites you to relax on sun loungers, indulge in outdoor dining with the BBQ, and create memories with family and friends. ✔ Private Patio ✔ BBQ ✔ King Beds

Beachfront Paradise

Beautiful beachfront home available weekly in season (6/21/25-9/6/25) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Oceanfront Retreat: Modern Beach House

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Welcome to Ocean’s 55 !

Welcome all to Bayview Beaches coolest/biggest Airbnb home … Ocean’s 55!! This MONSTER is a 4 bedroom with over 3000sq feet of over sized rooms , salt water air, and sunlight! Bring on your Wedding parties Large Family gatherings for the Holidays. Even a getaway on the north east coast with some friends. This house is accessible to the Private Bayview Beach and is 4 min to the very vibrant restaurant scene of Downtown Milford!!

East Rock of Yale Huge 4 BR Apt for Larger groups

FREE OFF STREET PARKING! This 4 bedroom luxury ground floor apartment has all the style and comforts you could want in a home away from home. Located in East Rock, arguably one of the most desired areas in New Haven, you'll find amazing restaurants including the incredible Nica's Market and G Cafe Bakery in short walking distance. Beautiful streets and parks to explore and shopping close by. Also, Yale is just up the street!