Mansion holiday rentals in Connecticut

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Top-rated mansion rentals in Connecticut

Guests agree: these mansions are highly rated for location, cleanliness and more.

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Guest favourite

Home in Canaan

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.

Guest favourite

Home in Branford

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.)

Guest favourite

Home in North Haven

5 out of 5 average rating, 137 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!

Guest favourite

Place to stay in Middletown

4.96 out of 5 average rating, 52 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.

Guest favourite

Home in Mystic

5 out of 5 average rating, 67 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!

Guest favourite

Villa in Weston

4.95 out of 5 average rating, 20 reviews

Great 4 bed 4.5 bath home w hot tub & heated pool

One of a kind modern 4-bedroom plus office 4.5 bath home is perfectly outfitted for your valuable r & r. This mid-century modern home comes with a hot tub (year round) and heated in ground pool with outdoor heated shower (seasonal). The home has extensive southern exposure and ton of windows; hence it gets great light. House sits on a 2-acre leveled lot. And is professionally furnished with designer furniture and accessories. TVs (75 & 65 inch) and propane BBQ grill. No pets permitted, sorry:)

Superhost

Home in Washington

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.

Guest favourite

Home in Mystic

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.

Guest favourite

Home in Bethlehem

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

Guest favourite

Home in Old Lyme

5 out of 5 average rating, 36 reviews

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

Guest favourite

Home in Groton

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!

Guest favourite

Home in Bloomfield

4.96 out of 5 average rating, 112 reviews

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.