Mansion holiday rentals in Connecticut

Beachfront Paradise

Beautiful beachfront home available weekly in season third week of June through Labor Day) 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, 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.

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

Fortune Retreat

Kick back and relax in this calm, stylish space surrounded by nature (2,480 sq. ft.), Quiet retreat for your enjoyment on 1.7 acres for family gatherings. Close to Guilford beaches (20 minutes to Hammonasset Beach State Park), I-95, Clinton Mall and New Haven Universities. Home features 4 bedrooms, 3 bathrooms, open concept kitchen, dining and living room. Lower level features spacious family room, laundry room, 3rd bathroom and bedroom 1. Outdoor patio and deck with seating, fire pit and grill.

Salt & Blue | Walk to Beach & Tyde •4BR• Fire Pit

Salt & Blue is a beautifully renovated 4-bedroom coastal retreat—perfect for wedding weekends, beach trips, and family getaways in Milford’s Walnut Beach area. Perfect for: • Wedding weekends • Graduation stays & visiting family • Beach trips with family & friends Just a 4-minute walk to the beach and playground, and 0.4 miles to Tyde at Walnut Beach. Walk to downtown for ice cream, coffee, and restaurants. Relax in the private backyard with a fire pit. Fully stocked for a comfortable stay.

Waterfront Cottage with access to Owenego Club.

Picturesque waterfront cottage located in the Pawson Park district of Branford, Connecticut. The house is 2400 sqft on .38 acres overlooking the Branford harbor & Long Island sound. During the summer you will have access to a private dock that is a quick boat ride away from the Thimble Island. The house is located close to restaurants, bars and a walking trail. You will also have access to a private neighborhood beach for swimming. Rental includes access to Owenego Beach Club. Pet fee $300

5BR Beach House, Game Room + Huge Backyard

Escape to this spacious 5-bedroom Shippan beach home, designed for families and groups to relax, reconnect and have fun together. Just a short walk from West Beach, the home features a huge private fenced backyard, two large decks, fire pit, game room, pool table, ping pong, foosball and plenty of indoor and outdoor space for everyone to spread out Located just minutes from Downtown Stamford and Metro-North, it’s an ideal home base for family getaways, group stays and corporate retreats

Charming and relaxing 4b farmhouse group getaway

We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on a hill with ample indoor and outdoor space (two kitchens!) overlooking the Housatonic River and the famous West Cornwall bridge, our fully stocked house is close to hiking, fishing, kayaking, skiing/snowboarding. Set in gorgeous Litchfield Hills near the Appalachian trail, wineries, breweries, farms, rivers and lakes, waterfalls, antiques, casual or fine dining

Mountaintop Nirvana: Lake, Hot Tub, Pool Table

3 minutes to Ski Sundown. Unwind above tranquil waters, marinate in the pool, bundle beneath the blanket as the crackling fire radiates warmth, savor freshly roasted coffee perched on the mountain, unify with nature or imbibe libations with friends, this property affords serenity for all. After hitting the slopes at Ski Sundown, you can soak in the hot tub and enjoy billiards. The summer affords fishing, hiking, golfing, tubing or boating, leaving you rested and restored.

The Bow House - Escape to the Connecticut Seashore

The Bow House is a beautifully restored late-1700s seaside retreat in the heart of Niantic Village. Walk to beaches, restaurants, shops, the marina, and McCook Point Park, while enjoying easy access to Mystic, Old Saybrook, and Mohegan Sun. Rich in character and thoughtfully updated for modern comfort, The Bow House offers the perfect blend of historic charm, coastal relaxation, and convenience on Connecticut's shoreline. Ideal for families, couples, and weekend escapes.

Relax by the water in a 4 bedroom house

Relax with the whole family at this recently renovated, spacious 4 bedroom house on Beaver Pond. Centrally located in the crossroads of Connecticut and a short train ride away from NYC, come relax by the water in a quiet neighborhood setting. Stay home and enjoy a kayak or canoe on the pond or visit the many nearby attractions like mini golf, skiing, hiking or the rest that Connecticut has to offer. The home has been recently remodeled and has a very spacious yard.

Oceanfront Beach House w/ Private 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.

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON

INSTANT BOOK: Sept '26 - End Sept '27 SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option