Mansion holiday rentals in Connecticut

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Top-rated mansion rentals in Connecticut

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Superhost

Home

5 out of 5 average rating, 13 reviews

Luxury/pool/private Villa Mariana Blackberry River

Charming and spectacular colonial in every single detail. Modern and rustic interior at the same time. Enjoy the comfort of the most entertaining place with a beautiful family room, custom designed master chef kitchen, bar area 2 dining areas, formal living room, and laundry with half bathroom. 1 en suite on the 1st floor. 2nd floor has a primary bedroom with walking closet and a fantastic bathroom, 2 more bedrooms and another bathroom . You will refresh and will feel the peace of nature.

Superhost

Home

5 out of 5 average rating, 12 reviews

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.)

Superhost

Villa

4.9 out of 5 average rating, 102 reviews

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.

Superhost

Home

5 out of 5 average rating, 136 reviews

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!

Superhost

Place to stay

4.96 out of 5 average rating, 51 reviews

A Luxury Estate Elegant & Private~White Lion Manor

Escape the frenzy of the world in this family friendly rental, every detail is taken care of, From the garden, saltwater pool, and courtyard views. With over 7,500 sq ft of opulent living space, White Lion Manor is more than a stay it’s a unique experience tailored for those seeking the extraordinary.The 6 person hot tub, sauna, massage chair, and endless amenities will help you Indulge in the opulence of our meticulously curated mansion and immerse yourself in the lavish lifestyle you deserve.

Superhost

Home

4.98 out of 5 average rating, 44 reviews

Spacious 5 bdrm, 6 bth, pool-hot tub, game room

Spacious 5 bedroom 6 bath sleeps 14 -WHAT YOU’LL LOVE- • Private resort style patio, including STUNNING POOL, HOT TUB, fireplace and firepit, bar and grill, 65" TV, outdoor bathroom and shower. • Open concept floor plan that is great for groups and families. • Authentic New England experience. • Fun game room for adults and kids with wet bar and mini fridge • Quiet street and neighborhood. NY times listed East Haddam in their “52 places to love” in 2021 1 mile to East Haddam Center

Superhost

Villa

5 out of 5 average rating, 14 reviews

1-of-a-kind Estate w/ Pool, Spa, Tennis & Pond

Nestled in nature, this luxurious property is situated on 3.5 park-like acres with two streams that wrap around the house. This one-of-a-kind estate has breathtaking views, deluxe amenities, & comes fully stocked for all your vacation needs. Relax in the comforts of the home or enjoy the blue stone patios, heated gunite pool & spa, private tennis court, or kayaking on the pond. Secluded yet conveniently located, the property is a mere 15 minutes away from shops, restaurants, and the shoreline.

Superhost

Home

5 out of 5 average rating, 66 reviews

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!

Superhost

Home

4.92 out of 5 average rating, 13 reviews

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.

Superhost

Home

4.87 out of 5 average rating, 30 reviews

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.

Superhost

Home

5 out of 5 average rating, 39 reviews

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

Superhost

Home

4.99 out of 5 average rating, 141 reviews

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!