There’s nothing quite like summer on Block Island—sun-soaked days, ocean breezes, charming shops, stunning views, and the kind of small-town coastal charm you can’t find anywhere else. If you’re already dreaming of your 2026 getaway, you’re not alone. Summer weeks book fast, and the best homes fill even faster.
To help you plan ahead, we’ve rounded up the top Block Island vacation rentals for Summer 2026—perfect for families, groups, and travelers who want comfort, convenience, and that signature island magic.
⭐ 1. Sterling House — Perfect for Families & Multigenerational Groups
Located in a peaceful neighborhood just minutes from town, Sterling House is a dream for larger families or multiple families traveling together. This spacious home offers bright living areas, multiple bedrooms, and plenty of room to spread out.
Why Guests Love It:
- Walkable to town
- Quiet, family-friendly location
- Aldo’s Bakery, Blocksicle, and The Atlantic Restaurant nearby
- 1.5 miles to Southeast Lighthouse & Mohegan Bluffs
If you’re looking for a home base that feels both central and relaxing, Sterling House hits every mark.
⭐ 2. Harbor Point Haven — Coastal Modern + Steps From Water
This fresh, modern rental offers curated guest experiences, stylish interiors, and an unbeatable location near the harbor. Perfect for couples, small families, or groups wanting a chic yet comfortable stay.
What Stands Out:
- Close to beaches and local dining
- Contemporary décor
- Great for stays in the summer or any time of year
⭐ 3. The Sherman Cottage — Charming & Walkable
If you love character, coastal décor, and the feeling of living like a local, this cottage-style rental is a gem. Ideal for small families or couples seeking a romantic retreat.
Highlights:
- Direct beach access and a quick stroll to Old Harbor
- Near shops, ice cream, and bike rentals
- Cozy interiors with summer charm
⭐ 4. Blackberry Meadow — Contemporary Comfort & Tranquil Setting
Blackberry Meadow is a beautifully appointed rental that blends modern comfort with peaceful island living. Conveniently located in New Shoreham and offering easy access to Block Island’s top beaches and attractions, this property is ideal for families or groups seeking both relaxation and a stylish home base for exploring. Local guests have noted its contemporary design, great outdoor spaces, and serene setting — perfect for summer evenings or long weekends.
Why Book Blackberry Meadow:
✔ Stylish interior & tranquil outdoor areas
✔ Comfortable for families and groups
✔ Close to beaches and island highlights
⭐ 5. Tangney Cottage — Classic Island Charm, Walkable to Old Harbor
Tangney Cottage is a charming, centrally located home offering classic Block Island appeal with modern comfort. Situated within walking distance to Old Harbor’s restaurants, shops, and beaches, this cottage is ideal for families, couples, or friends looking for convenience plus character. It features spacious living areas, a well-equipped kitchen, and outdoor spaces perfect for summer dinners or relaxation.
Why Guests Love Tangney Cottage:
✔ Central Old Harbor location
✔ Comfortable layout for families or groups
✔ Easy access to island dining and activities
Why Book Your 2026 Block Island Rental Early?
Summer is Block Island’s peak season—not just for first time tourists, but for returning guests who book year after year. Premium locations and larger homes (especially group-friendly properties like Sterling House) fill first.
Booking early means:
✔ Better pricing
✔ More selection
✔ Prime weekend and weekly availability
✔ Stress-free planning for ferries & activities
Make Summer 2026 Your Best Island Escape Yet
From coastal modern rentals to classic New England homes, Block Island offers something for every traveler. Whether you’re planning a week long family vacation, an annual weekend group trip, or a long-awaited retreat, these top Block Island vacation rentals for Summer 2026 promise comfort, convenience, and unforgettable memories.
Ready to plan ahead? Explore local listings and secure your stay early through:
👉 BlockIslandBooking.com
✨ Warm days, cool nights, ocean views, and coastal charm — summer on Block Island is waiting.
