Luxury Vacation Rentals with a Private Pool in Connecticut

Explore our collection of luxury private pool vacation rentals in Connecticut, thoughtfully located in Sherman for serene New England escapes. Every Wander home pairs the polish of a five-star stay with the privacy of a standalone residence, so you can unwind on your schedule and swim in your own pool without compromise.

Expect hotel-grade amenities throughout, from ultra fast WiFi and dedicated work zones to spa-quality linens, pristine cleaning, and 24/7 concierge support. Outdoor spaces are designed for lingering, with generous patios and pool decks framed by classic Connecticut scenery. When you book a Wander in Sherman, you get a beautiful, expertly operated home that looks exactly like the photos and feels made for both relaxation and focus.

Connecticut’s northwest corner blends rolling Litchfield Hills with quiet lake country, creating an atmosphere of calm that feels close to nature yet within easy reach of the city. Sherman, set near the northern reaches of Candlewood Lake, offers a restful rhythm, winding roads, and greenery that changes character with every season.

Spring brings fresh color, summer stretches long and green, autumn delivers a spectacular canopy, and winter settles into a peaceful hush. Mornings often start crisp and clear, afternoons invite unhurried time outdoors, and evenings arrive under bright, star-filled skies. This is why Wander’s luxury private pool vacation rentals in Connecticut are the perfect choice, whether you’re traveling for work or leisure.