1-2 Bedroom Rentals

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Attwood Barn

Simple 2 bedroom cottage on the northern end of Corn Neck Road, just south of Sachem Pond.
Across the street from the Sacred Labyrinth and a short walk from entrances to Nature Conservancy Trails.

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Updated condo seconds to town, beaches and the ferry. Enjoy beautiful sunsets and water views from the deck of this third floor condo.

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Dupont Cottage

One of three houses on 17+ acres off Beacon Hill Road. Overlooking lush countryside.

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Ferraro Condo SPS Unit #1 *dog-friendly *A/C

Convenient dog-friendly condo at Salt Pond Settlement in New Harbor with Great Salt Pond views and a community pool.
*Available off-season, inquire for rates.

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Flounder In

Charming and simple cottage with ocean views and a spacious yard.

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Harbor Pond Cottage

Perfect location to walk to Old Harbor and New Harbor areas with ease. The property is shared by the Harbor Pond Cape. Enjoy water views from every room and direct access to the back of the Great Salt Pond.

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Kentuck Meadow

Adorable two bedroom burger cottage with fantastic views and a large yard on Coast Guard Road. Walk to 3 beaches and New Harbor.

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This is a whimsical, simple artist cottage with an enclosed porch and phenomenal ocean views on the quiet West Side.

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Little Marlin

Lovely home in the heart of New Harbor, just around the corner from town and the beach. Great Salt Pond and Trim's Pond views.

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Rustic home with open floor plan and nice second story deck.

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Ocean Echoes Apartment

Lovely second floor apartment close to Old Harbor, New Harbor and beautiful sandy beaches.
*May available off-season, inquire for rates

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Swain Cottage

Simple, fisherman's cottage with water views from every window. Beautiful ocean views to the west and expansive Cormorant Cove and Great Salt Pond views to the east. Private access to Charleston Beach and a quick walk from the Coast Guard Station and Coast Guard Beach, a family favorite for watching all the boats come and go from the pond.

3 Bedroom Rentals

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Allen’s Cottage

Enjoy beautiful views and a short walk to a west side beach, perfect for watching sunsets! Nightly rentals available!

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Bayberry Cottage

Private, Corn Neck home surrounded by stone walls and Greenway Trails with peeks of the North Lighthouse. A large yard with wrap around decking is perfect for entertaining!

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Beacon Hill House

Centrally located, cozy, well maintained home with great yard for entertaining.

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Black Rock Cottage

This house is situated on a 150-bluff with spectacular ocean views including open sky + star constellations. Its location makes the property unique & provides a rare getaway. Approximately 3.3 miles from town.

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Butler Cottage

Very affordable home with fantastic views over the eastern Atlantic and north to Clay Head. Located off Spring Street, walking distance to town and approximately 1 mile to Southeast Lighthouse.

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Light and airy summer home overlooking Fresh Pond with a spacious yard and deck for outdoor enjoyment.

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Desantis *dog-friendly

Delightful island cottage in a remote area down a dirt road with a big yard and beautiful ocean and sunset views.

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Francis Sprague

Privately located on a long dirt road between Gracie's and Dorrie's Coves. New kitchen, nice outdoor deck space with a large open yard, sunset and ocean views.

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Three story home with an inverted floor plan, multiple decks and a loft for extra sleeping space. Ocean views and walking distance from a west side beach.
*Available off-season, inquire for rates.

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Hove-To *waterfront with beach access

WATERFRONT home on Cormorant Cove with views of Great Salt Pond, the Coast Guard Station and Block Island Sound. Enjoy water views from every room of this spacious 2665 sqr. ft. home. Private access to Cormorant Cove Beach- perfect to launch your own kayak, canoe or small sailboat from! Experience outstanding sunsets from Charleston Beach, less than half a miles walk from the driveway or relax and watch the boats come and go from the large deck or from Coast Guard Beach, just a half mile down the dirt road.

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Ives – Cole Cottage

A waterfront cottage on the Mohegan Bluffs with great views with an updated kitchen.

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La Dolce Vita

Pretty ocean and Southeast Lighthouse views from this open and airy home. Located on Mohegan Trail just under half a mile from the Mohegan Bluff stairs and half a mile to Southeast Lighthouse.

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Great and convenient location in New Harbor with private dock. Bring your canoe, kayak or paddle board to access Great Salt Pond right from your back yard. Walk to the beach and Old Harbor.

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Comfortable, and quiet, desirable Southwest Point location with a fabulous yard surrounded by mature trees and stone walls. Fantastic sunsets!

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Private, serene cape surrounded by stone walls and conservancy land, with peeks of ocean. Completely refreshed in 2022.

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Ocean Sunset Cottage *dog-friendly

Charming cottage with great ocean and sunset views, just a short walk to Cooneymus Beach.

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Home with large deck and yard with fantastic ocean and sunset views located just off Corn Neck Road, approximately 1 mile to Mansion Beach and North Light.

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Pheasant’s Crossing

Sweet, updated West Side cottage with distant ocean views and sprawling yard.

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Walk to Mansion Beach on private right-of-way from this spacious, relaxed yet stylish house. A bright spacious home with beautiful gardens and art by local artists. Inspired by the beauty and tradition of New England farm barns.

4 Bedroom Rentals

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A&A Tea Room

Iconic West Side home with lovely private yard and pretty, distant ocean views.
Enjoy summer outdoor dining on the back patio and pretty water views from the 2nd floor deck.

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Located off of Corn Neck Road with a path to Mansion Beach. Leave the car at the rental and walk to and from the beach all day. A balcony off the master bedroom provides beautiful, island, pond, and distant ocean views.

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Cottage on the west side with a ribbon of an ocean view, large yard overlooking a pond. Short walk to Dorrie's Cove Beach, a favorite spot for great for walks and sunsets.

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Great cottage in Sheep's Meadow off Corn Neck Road with shared private access to Mansion Beach walking distance from house.

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duPont Farmhouse *dog-friendly

Lovely antique farmhouse filled with old Block Island charm. Private location with rolling hills, winding trails and distant ocean views. Dog-friendly!

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Harbor Pond Cape

This perfect location offers an easy walk to both Old Harbor and New Harbor. The property is shared by the Harbor Pond Cottage. With direct access to the back of the Great Salt Pond, bring your kayaks, or just enjoy the water views from the deck.

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Havenhood *dog-friendly

Quiet and private location on the west side of the island with a large yard.

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Horsieville *with a pool

Private home off of Lewis Farm with inground pool, just a short walk to Rodman’s Hollow and close to the best West side beaches. Watch the sunset from the porch of the stone patio or while floating in the pool. Relax in the jetted tub in the master bathroom after a long hike through Rodman’s Hollow.

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Isaac’s Corner

Enjoy distant ocean views and close proximity to Fresh Pond from this spacious 4 bedroom home with comfortable living areas and a large yard.

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Kurz Cottage

Walk to mansion beach from this simple 4 bedroom house in private setting with spacious yard.

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Littlefield Deane *dog-friendly

New rental for 2023! Dog-friendly and walking distance to Mansion Beach!

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Moby Rock

Spacious deck and large yard with ocean views over the iconic Spring House. Conveniently located right off Pilot Hill, near the BI School, under 1 mile from the ferry and downtown.

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Morning Glory *AC

Dramatic location overlooking Mohegan Bluffs, 5 minute walk to the beach. Impressive and pristine home.

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Peg’s House *A/C

Enjoy a private property with a sunny wrap around porch. Located on Cooneymus Road with new wood floors in the bedrooms and A/C in the lower level.

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Purple Wave

Quiet and private neighborhood. Walking distance to the ferry and downtown.

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Raphael *dog-friendly

West side location with privacy, ocean and sunset views. Walking distance to Cooneymus Beach.

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Enjoy the ease and convenience of a shared private path to Mansion Beach from this Sheep's Meadow home.

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Spacious home in a pretty country setting with pond views. Very private but close to town and beaches.

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Tangney Cottage

Lovely recently renovated cottage, walking distance to Old Harbor with pretty water views over town

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The 777 House

Older island home privately located down a dirt road near Painted Rock with very pretty land and water views.

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The View *dog-friendly

Amazing ocean and island views from this hidden gem off Gracie's Cove Road on the west side.

5+ Bedroom Rentals

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Bayside *dog-friendly

Vintage Block Island home in great Corn Neck location. Next door to the Block Island Club and approximately 1/2 mile to Scotch and Mansion Beaches!

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Cypress Glen House & Cottage*dog-friendly

Peaceful & relaxing setting, over 2 acres, tucked away from the hustle & bustle of town yet less than a mile from the center of town!
Added bonus of 2 separate dwellings: a 4 bedroom house and a 1 bedroom cottage!

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Dawley Cottage *dog-friendly

Historic house with a park like yard overlooking ponds with distant ocean views. Located right around the corner from iconic Painted Rock!

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Dunn Cottage *dog-friendly

Large home on the west side with ocean and sunset views. 5 minute walk to Gracie's Cove Beach.

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Dupont Middle House

One of three houses on 17+ acres off Beacon Hill Road. Enjoy lovely pastoral views from the convenient screened-in porch of this charming house.

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Dupont Parsonage

One of three houses on 17+ acres off Beacon Hill Road. Spacious yard, small screened-in porch and old island charm.

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Hardy Smith House

Large, former BnB located steps from town with private yard and pretty views of Old Harbor.

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Holiday Haven

This historic B&B converted into a single-family rental offers an exciting vacation opportunity for a large family. Fabulous views a short bike ride away from beaches and restaurants!

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John B. Dunn

Spacious Island home located off of Gracie's Cove Road within short walk to a Gracie's Cove Beach! Lovely ocean and sunset views.

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Beautiful family compound with uninterrupted views of the ocean, wildlife, and the North Lighthouse.

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Sun drenched, tastefully decorated Post and Beam home with 3 levels of living space, close to town and the Southeast Lighthouse, with beautiful distant ocean views and a private, lush yard. 

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Sunset Hill *dog-friendly *A/C

Large home just a short walk from town with plentiful sleeping space! Pretty water views from 2nd floor deck and walking distance to town!
Window A/C units in 2 bedrooms on ground floor.

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Located directly on Great Salt Pond with stairs to beach on Cormorant Cove. Beautiful views of the cove, Great Salt Pond and the ocean.

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Wonderful summer rental with fantastic ocean views and shared stairway to the Vail Beach.

Rentals Map