1-2 Bedroom Rentals

$3100
per week

B&G’s

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

$2950
per week

Butler Cottage

Vintage island cottage with fantastic ocean views over the eastern Atlantic and north to Clay Hear. Walking distance to town and approximately 1 mile to Southeast Lighthouse.

$3000
per week

Dupont Cottage

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

$3100
per week

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.

$1880
per week

Flounder In

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

$3100
per week

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.

$2600
per week

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.

$2620
per week

Knapp

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

$2500
per week

Knous

Quaint home located in a residential neighborhood just a short bike ride to town.

$3000
per week

Luna

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

$2350
per week

Ocean Echoes Apartment

Lovely second floor apartment close to Old Harbor, New Harbor and beautiful sandy beaches.

$3980
per week

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

$3850
per week

Allen’s Cottage

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

$4200
per week

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!

$4500
per week

Beacon Hill House *WiFi newly installed

Beautifully maintained home with great kitchen & yard for entertaining. Comfortable house in a quiet area yet just over a mile from the beach & town!

$5950
per week

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.

$12,250
per week

Bluff Beachouse

Beautifully updated home, dramatically perched atop the Mohegan Bluffs with sprawling ocean views. Features an impressive staircase down to the beach below, a favorite for fisherman and surfers alike. Coastal living at its best!

$3400
per week

Calypso

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

$3950
per week

Desantis *dog-friendly

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

$5150
per week

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.

$3700
per week

Hill House *NEW for 2024

Sweet and simple 3 bedroom cottage nestled atop a hill with ocean views in the distance.

$3000
per week

Hilltop Cottage *dog-friendly

Rustic and simple cottage on the southwest side with old-Block Island charm. Pretty ocean views, walking distance to Cooneymus Beach.

$5150
per week

Hollrock

Beautiful three story home with an inverted floor plan and multiple decks. Enjoy sweeping westerly views from Montauk Point, NY to the RI & CT coastline. Spectacular sunset views! Located on the desirable Corn Neck Road side of the island just a short walk from the beaches.

$3200
per week

Ives – Cole Cottage

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

$4250
per week

La Dolce Vita *dog-friendly

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.

$3950
per week

Lewis Farmhouse

Walking distance to Nature Conservancy trails, this lovely restored farmhouse was just completely redone in '22-'23 & features beautiful water views off the SW side of the island.

$3750
per week

McPhee

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

$4100
per week

Meadows

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

$4600
per week

Ocean Sunset Cottage

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

$4400
per week

Olives

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.

$5980
per week

Osprey Nest

Unparalleled location right on Sachem Pond with a shared private path right to the waters edge. Bring your kayak and enjoy the serenity of the area.

$3650
per week

Pheasant’s Crossing

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

$3970
per week

Schlesinger

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

$5300
per week

A&A Tea Room

Iconic West Side home with lovely private yard and pretty, distant ocean views.
Completely renovated in spring '23 with an updated kitchen that opens right onto the brand new patio!
Tastefully decorated throughout with brand new appliances & fixtures.

$4350
per week

Battyville

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.

$3600
per week

Cheers

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

$3950
per week

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!

$4800
per week

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.

$4650
per week

Havenhood *dog-friendly

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

$10,000
per week

Horsieville *with AC & 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.

$6250
per week

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.

$3450
per week

Kurz Cottage

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

$4300
per week

Littlefield Deane *dog-friendly

Walk to Mansion Beach from this charming home with a large yard.

$4500
per week

Mid-Century Modern House

Unique home on the West Side, owner/architect indoor/outdoor design. Pretty meadow, pond &180 degree ocean views.

$5250
per week

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.

$9850
per week

Morning Glory *AC

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

$4300
per week

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.

$4750
per week

Purple Wave

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

$4200
per week

Raphael *dog-friendly

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

$5000
per week

Rule

Spacious home located on the quiet and peaceful West Side off of Cooneymus road with fantastic, long-range ocean views. Includes private decks off 2 bedrooms, large yard and 2 outdoor showers.

$5700
per week

Szabo

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

$3950
per week

Tangney Cottage

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

$5000
per week

The View *dog-friendly

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

$5300
per week

Weisbroat *dog-friendly

5+ Bedroom Rentals

$5600
per week

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!

$5100
per week

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!

$4000
per week

Dunn Cottage *dog-friendly

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

$5250
per week

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.

$5850
per week

Dupont Parsonage

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

$6300
per week

Hardy Smith House

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

$9400
per week

MacDougall

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

$5975
per week

Marchesi*dog-friendly

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. 

$7220
per week

Sunset Hill *dog-friendly *full houseA/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!

$9500
per week

The 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!

$6200
per week

The Islander *new in 2024

Historic B&B, the Islander embodies vintage island charm & convience of walking distance to town, the ferry & the beach.

$8450
per week

Tweedy

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

$5320
per week

Vail

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

Rentals Map