- Classic Chilmark Cottage with Pool & Water Views, Chilmark, 4 bedrooms, sleeps 8
- OysterNest: Chappy Waterfront, Beach, Dock & Spa, Edgartown, 8 bedrooms, sleeps 15
- Vintage Farmhouse, Pool & Private Tennis Court, Edgartown, 4 bedrooms, sleeps 7
- Private Sanctuary in Chilmark with plenty of space, Chilmark, 4 bedrooms, sleeps 7
- Beautiful Water Views - Chilmark, Chilmark, 6 bedrooms, sleeps 14
- Mill Pond-Front West Tisbury Farmhouse with Scenic Water Views, West Tisbury, 4 bedrooms, sleeps 7
- Spacious Meadow View Farms Retreat with Tennis, Pickleball and Decks, Oak Bluffs, 5 bedrooms, sleeps 8
- Menemsha Pond Waterfront Compound with Indoor Pool and Deep Water Dock, Chilmark, 10 bedrooms, sleeps 19
- Oyster Pond Estate with Indoor Pool, Private Dock and Clay Tennis, Edgartown, 5 bedrooms, sleeps 10
- Aquinnah Hilltop Estate with Heated Pool and Ocean Views, Aquinnah, 6 bedrooms, sleeps 12
- North Shore Oceanfront Estate on 22 Private Acres, Chilmark, 6 bedrooms, sleeps 11
- Chilmark Retreat on 8 Acres with Panoramic Ocean Views, Chilmark, 6 bedrooms, sleeps 16
- Private Oceanview Compound on Vineyard Sound, Vineyard Haven, 4 bedrooms, sleeps 8
- Brand New Hines Point Waterfront + Quansoo Beach, Vineyard Haven, 4 bedrooms, sleeps 9
- Modern Chilmark Home with Ocean Views and Private Beach Access, Chilmark, 5 bedrooms, sleeps 12
- Chilmark Waterfront Retreat, Private Beach & Pond, Chilmark, 5 bedrooms, sleeps 12
- Stunning Oceanfront Compound, 4 BR, 4 bath, hottub, Chilmark, 4 bedrooms, sleeps 9
- The Ultimate In-Town Edgartown Compound, Edgartown, 7 bedrooms, sleeps 16
- Oceanfront Heated Pool, Hot Tub, Tennis, Beach, Chilmark, 7 bedrooms, sleeps 10
- Field Club 5-Suite Retreat with Pool & Spa, Edgartown, 5 bedrooms, sleeps 10
- Chip Chop: Iconic 20-Acre Vineyard Sound Estate, Vineyard Haven, 9 bedrooms, sleeps 18
- Private Beach Retreat with Vineyard Haven Views, Vineyard Haven, 6 bedrooms, sleeps 10
- Lagoon Pond Waterfront with Private Dock, Vineyard Haven, 4 bedrooms, sleeps 8
- Oceanfront Home w Private Beach!, Chilmark, 6 bedrooms, sleeps 10
- Chilmark Estate with Pool & Beach Access, Chilmark, 4 bedrooms, sleeps 8
- Oak Bluffs Home Walk to Town, Beaches & Harbor, Oak Bluffs, 3 bedrooms, sleeps 10
- Stunning Location, Oceanfront Home Chilmark, Chilmark, 3 bedrooms, sleeps 8
- Private Chilmark Estate on 3 Acres, Beach Access, Chilmark, 4 bedrooms, sleeps 8
- Katama - Walk to Town & Beach!, Edgartown, 2 bedrooms, sleeps 5
- Central - Short Walk to Downtown Vineyard Haven, Vineyard Haven, 4 bedrooms, sleeps 8
- Cozy Family Home in West Tisbury, West Tisbury, 4 bedrooms, sleeps 10
- Stunning Modern Home Heated Pool, West Tisbury, 4 bedrooms, sleeps 7
- Waterfront 7 bedroom home, private beach & dock, Vineyard Haven, 7 bedrooms, sleeps 11
- The Perfect Family Retreat - New Home in VH, Vineyard Haven, 4 bedrooms, sleeps 10
- Newly Renovated West Tisbury Retreat, West Tisbury, 3 bedrooms, sleeps 7
- 0.8 miles to Circuit Avenue in Downtown Oak Bluffs, Oak Bluffs, 3 bedrooms, sleeps 9
- Private Harthaven Retreat with Heated Pool and Private Beach Access, Oak Bluffs, 4 bedrooms, sleeps 8
- Main Street - Walk to Downtown Vineyard Haven!, Vineyard Haven, 6 bedrooms, sleeps 11
- Oak Bluffs close to Town & Beach, Oak Bluffs, 4 bedrooms, sleeps 7
- Chilmark Home, Squibnocket waterviews, 4-BR, WiFi, Chilmark, 4 bedrooms, sleeps 8
- Brand New 2BR Condo w/ Pool. No Pets!, Edgartown, 2 bedrooms, sleeps 4
- Modern Vineyard Haven Retreat - Short Walk to Town & Ferry, Vineyard Haven, 4 bedrooms, sleeps 10
- Luxury Katama Home with Heated Pool and Five King Suites, Edgartown, 5 bedrooms, sleeps 10
- Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct, Chilmark, 5 bedrooms, sleeps 12
- Renovated MV Retreat, Vineyard Haven, 3 bedrooms, sleeps 6
- 4-BR, Hot tub, Wifi, AC, Fire pit. No Pets., Oak Bluffs, 5 bedrooms, sleeps 12
- Heated pool & hot tub with pond views in Farm Neck, Oak Bluffs, 5 bedrooms, sleeps 15