Mansion vacation rentals in Connecticut

Breathtaking Panoramic Waterfront

Relax to sweeping views from every room in this unique, 4600 sq foot curved custom-built, direct-waterfront, home. Amazing location with water on three sides, two small private beaches, boulders by the water, large pool, hot-tub, outdoor bar, pier, kayaks, boat house, and fire pit. 2 floors of wraparound patio/deck, plus 3rd floor rooftop. Open floor plan, sweeping staircase, 5 bedrooms plus loft. So much to do and enjoy in this waterfront oasis! (Pool not heated; pool closed after mid Oct.)

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!

5000sqft Retreat near Downtown, Aquarium & Seaport

We look forward to welcoming you at this spacious, newly furnished coastal retreat. With over 5,000sf of space, this the largest listing in Mystic. The home is set back with lots of privacy overlooking beautiful views with more than 1.3 acres. It is a 5min drive / 20min walk to beautiful downtown Mystic, and a 20min drive to Foxwoods / Mohegan casinos. This space is perfect for families or groups seeking tranquility, & for enjoying everything fun & festive that downtown Mystic has to offer!

Lakeview Expanse

This is a renovated house situated on 14 acres in Litchfield County, CT. This is a 5 bedroom estate - 1 king size bed, 3 queen beds, 1 bedroom is a dedicated office with a queen size air mattress. 8 guests maximum. Heated saltwater pool (closed until May 2025), 5 seater/1 lounger hot tub, 2 outdoor dining area (one on deck, other on pool patio), 8 seater dining table, 4 seater breakfast table in kitchen, extra large jacuzzi in primary bathroom, wood burning fireplace. Completely private.

Historic Mystic Home - 5 min Walk to downtown!

Large and beautiful house rental in Mystic within walking distance to downtown restaurants, shopping, Mystic River and more. The spectacular Victorian home with cobblestone driveway, garage and spacious backyard features top-of-the-line finishes while maintaining the historic charm of Mystic. The 7-bedroom home is a perfect house rental for families or groups of friends who want to experience the best of New England in a prime location. Easy access via car or train from NYC, Boston or Philly.

Luxury 5 bed/ 5* beach CT 10 + groups

Five stars reviews only since we started about 1 year & now thankfully SuperHost Luxury 5-bed with two very large master bedrooms and three additional well-designed bedrooms, this five-acre three-floor home offers complete privacy, two large living rooms, a private large work office, RH decorated dining room for 12, and an outdoor deck with double-sized teak picnic table and BBQ for 12+. Perfect for large families/ groups in all season. Private town beach passes for great, 4-mile away beach

Spacious Charming New England Cape

Beautiful, relaxing area across from woods. Enjoy sitting on the covered veranda with your coffee or tea in the morning listening to nature and watch the golfers in the distance. In winter bring your x-country skis or snow shoes - just walk across the street and enjoy the golf course trails! Well trained dogs are welcome on the trails in winter too! Close to Skiing, MGM Casino, tons of golf courses, beaches. Need a few more rooms? Ask about our 3br house next door which may be available.

Orchard Manor Estate

Enter 40 acre Orchard Manor through a private gate leading up atop the rolling hills of the apple orchard to the magnificent 19 room custom built estate. The home is designed for entertaining with expansive views, tennis courts, basketball, heated pool, lower level game center with movie theatre and fitness center. Take a walk through the orchard and find the perfect apples for picking or work up a sweat on the tennis courts. Spend sunsets on the front porch with unobstructed views.

Dream Vacation Home Willow Point in Mystic, CT

Kick back and relax. Perfect home and location for an ideal weekend away. Located on a quiet peninsula called Willow Point. Spectacular views and near Mystic Shipyard Marina on the River. Walking distance to downtown Mystic. New and modern home with 4 bedrooms with Master Suite, bath, private deck, hot tub, and outdoor shower. Large kitchen with bar counter, and large dining area. Spacious living room. Porch with sectional and dining table perfect for dining and watching the sunset.