luxury houses with pool for rent Edgartown, United States

There are places that remind you of a different time. Where mornings begin with coffee on the porch. Children spend the day barefoot on the lawn, and evenings end with the sun disappearing into the water while everyone lingers just a little longer. Set on four private waterfront acres in Woods Hole, 122 Gansett Road captures the spirit of old Cape Cod--unhurried, welcoming, and deeply connected to the sea. Thoughtfully modernized, the home preserves its timeless character while offering every comfort expected today. A new chef's kitchen, updated baths, six bedrooms, and generous gathering spaces make it ideal for family vacations that become lifelong traditions. Outside, the days unfold naturally. Swim in the heated pool, relax in the spa, challenge friends to a game of pickleball, wander down to the private association beach, or simply settle into an Adirondack chair and watch one of the Cape's unforgettable sunsets. Just minutes from Woods Hole Village, you'll find charming restaurants, ferry service to Martha's Vineyard, scenic walking trails, and quiet beaches that have drawn generations here. Availability last week in July, August, September and October. $15,500 per week. Rental Terms: Summer Weekly: $15,500 Per Week

Spend your Cape Cod vacation in this magnificent property located on Garrison Lane in Osterville. Enjoy your days relaxing by the private pool surrounded by professionally landscaped grounds. Amenities: heated pool, central air, linens and towels provided, high-speed internet and cable tv, outdoor shower, spacious patio & screened-in porch. Sleeps: 8 four queen beds. Barnstable beach pass included. No smoking. Rental price does not include state, regional, local, or community taxes or fees. Rental Terms: Summer Weekly: $15,000 Per Week

Set along the coveted Moshup Trail in Aquinnah, this exceptional island compound offers the ultimate Martha's Vineyard retreat, combining breathtaking ocean views, unparalleled privacy, and resort-style amenities across a beautifully landscaped property. The main residence features four spacious bedrooms and expansive living spaces designed to capture Aquinnah's natural beauty. Large windows and outdoor gathering areas frame sweeping ocean views, creating the perfect backdrop for unforgettable Vineyard sunsets. A separate two-bedroom guest house provides additional accommodations for extended family and friends, ensuring both comfort and privacy for larger groups. A private pool and spa invite leisurely afternoons under the sun, while a fully equipped home gym allows guests to maintain their wellness routine throughout their stay. Beyond the property, enjoy exclusive access to a private beach, where the pristine shoreline and tranquil Atlantic waters await just moments from your door. Whether you spend your days poolside, exploring Aquinnah's natural beauty, or gathering with loved ones to watch the ocean sunset, this Moshup Trail compound offers an extraordinary Vineyard experience in one of the island's most sought-after locations. A rare opportunity to enjoy luxury, privacy, and the best of Martha's Vineyard from a truly remarkable coastal estate.

Escape to one of Cape Cod’s most coveted neighborhoods with this beautifully renovated 5-bedroom, 5-bath home in Wianno. Perfect for family gatherings or a relaxing getaway, this spacious retreat offers elegant coastal charm just minutes from Dowses Beach and Nantucket Sound. 5 stylish bedrooms & 4 1/2 spa-inspired bathrooms Gourmet kitchen ideal for entertaining Cozy den for quiet reading or movie nights Outdoor dining with firepit for summer evenings Walk or bike to Osterville village shops & restaurants Nearby Activities: Kayaking, pickleball, tennis, beach days, and more—fun for all ages! Rental Period: Two weeks in Summer 2026 Perfect For: Families, reunions, or couples seeking a luxurious coastal escape DM for photos, pricing, and availability! Rental Terms: Summer Weekly: $12,000 Per Week