Mansion holiday 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!

ShrinkMapBestTown Washington PoshPadsCT Senff 8BR

PoshPadsCT - Fully restored historic 8 BR Estate, 2 fireplaces, heated pool, bbq, screening room, gourmet kitchen Viking 6-burner gas range, Sub Zero Ref. All bed linens are down feather beds, comforters and pillows with Frette pressed cotton sheets, bathrobes and bath linens. The perfect home for entertaining or relaxation. Private scenic estate walking neighborhood across from pond and waterfall. This home is close to wonderful restaurants, boutiques, Lake Waramaug beaches, Mohawk Skiing.

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.

Mystic Blue Belle - a Vacation Paradise

If you love Victorian elegance, beaches, family fun, restaurants and a village of inviting shops, you have found it. Look no more! Filled with old world charm, this majestic 1880 Victorian home sleeps 10 in 4 private bedrooms with 2.5 baths. Voted, “#1 World’s vacation destination.” Escape & unwind in a classic masterpiece of yesteryear fully updated with all the modern conveniences. The site could easily be used for reunions, gatherings or even a quaint wedding venue, graduations and more!

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.

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.