West Chop Rentals By Owner

There are a lot of options in West Chop. If you plan on staying in the West Chop area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in West Chop:

• In-Town Certified National Historic Oak Bluffs Property -
• Multiple Ensuites, Central Air, Perfect Location
• Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
• Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.
• Close to town, beautifully updated
• Sea Captain's Victorian studio bedroom apartment. Pets OK
• Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks
• Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
• Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
• Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly

There are many large, family-friendly vacation homes available in West Chop; however, here are the most popular family rentals listed on our site:

• Charming MV Cottage Walk to Dtwn Oak Bluffs!
• Winthrop Cottage
• Canary Cottage
• Oak Bluffs Cottage
• Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
• Islander's Retreat
• Quaint, ranch style home in Oak Bluffs with central air
• Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews

Yes, there are 7 self-catering vacation homes in West Chop that have hot tubs, swimming pools, & other amenities.

There are more than 7 luxury villas and vacation homes in or near West Chop. Filter by price to compare find the most expensive places to stay on Marthasvineyardcottages.

Yes, there are 7 pet friendly vacation homes and places to stays that are available in or near West Chop that you may consider.