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

Luxurious Barn With New England Charm

Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

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!

Nautical "Hallmark" Retreat~ 5 Toasty Fireplaces!

Play the lead in your very own seafaring fable when you stay at the 1784 Denison Home. Our lovingly restored, dog-friendly New England vacation home is located in the hamlet of Old Mystic near the head of the Mystic River~ around the corner from scenic River Rd. With 5 bedrooms/5 bathrooms, it accommodates 10 guests very comfortably. Think Colonial charm combined with modern amenities for 21st-century comfort and a splash of pure, homegrown hospitality to make your Mystic stay most relaxing!

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Your Perfectly Wonderful Woodbury Sanctuary!

Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this sanitized, rambling, relaxing, light-filled 2 story 4 bedroom 2.5 bath on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from 5 popular, fabulous restaurants. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."

Mystic Pearl, Charming 4 Bedroom, Downtown Mystic

DOWNTOWN LOCATION! Located just a few blocks from the Mystic river & drawbridge, this charming home is nestled in one of New England's popular waterside destinations. Enjoy short walking distance to the train station (Amtrak), downtown shops, and many awesome restaurants and bars - leave your car behind! Enjoy paddle boarding, kayaking, sailing and boating. Just down the road from the Mystic Seaport, Olde Mistick Village and the Mystic Aquarium. Includes private parking for two cars.

Amazing Beach House

FREE BEACH PASSES 10 INCLUDED Welcome to the Beach! Vacation Rental just steps away from Ocean Beach Park! This beautiful 5 bedrooms 2 full baths home is located on a quiet one way street! Smart TV grants you easy access to thousands of streaming apps! Fully equipped kitchen with brand new stainless steel appliances. We can accommodate 10 guests, and is very convenient to Eugene O'Neill Theatre, Waterford Beach, Harkness, Mystic , the Naval Museum,, Mohegan Sun and Forwoods Casino!

Oceanfront Retreat with Hot Tub

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.

Indoor hot tub minutes to casino

NO STREET PARKING 4 cars MAX Come with family or friends and enjoy our 4 bedroom home only 2 miles to Foxwoods and 8 miles to Mohegan Sun. Centrally located in Preston CT our home is great for some relaxing down time or a place for everyone to crash after casino shenanigans. Less than half hour from awesome beaches like Misquamicut, Watch Hill, Eastern point, and ocean beach. 10 miles to food booming downtown Mystic & aquarium.

FREE Private Indoor Heated Pool - Mystic Home

Experience Mystic in style at this spacious retreat with a private year-round heated indoor pool. Sleeps up to 11 with 4 king beds + bunk, 3 full baths, and open living spaces perfect for groups. Relax poolside, cook in the gourmet kitchen, or gather on the patio by evening. Walk to downtown Mystic’s shops, restaurants, and attractions. Designed for comfort and convenience, this home is your perfect coastal escape!