1-2 Bedroom Rentals
$2950
per week
![](https://phillipsonbi.com/wp-content/uploads/2023/11/IMG-5716edit.jpg)
Butler Cottage
RE.01951-STR, STR-25197
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.
$3100
per week
![](https://phillipsonbi.com/wp-content/uploads/2018/12/K2R55402.jpg)
Dupont Cottage
RE.00182-STR, STR-25086
One of three houses on 17+ acres off Beacon Hill Road. Overlooking lush countryside.
$3200
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/07/e20230616_130322.jpg)
Ferraro Condo SPS Unit #1 *dog-friendly, A/C
RE.01810-STR, STR-25260
Convenient ground-floor dog-friendly condo at Salt Pond Settlement in New Harbor with Great Salt Pond views and a community pool.
$2000
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/IMG-1622.jpg)
Flounder In
RE.02574-STR, STR-25143
Charming and simple cottage with ocean views and a spacious yard.
$3200
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/01/20230616_135652.jpg)
Harbor Pond Cottage
RE.02563-STR, STR-25357
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
![](https://phillipsonbi.com/wp-content/uploads/2015/08/Kentuck-Meadow-Property-2-1.jpg)
Kentuck Meadow
RE.00547-STR, STR-25261
Adorable two bedroom burger cottage with fantastic views and a large yard on Coast Guard Road. Walk to 3 beaches and New Harbor.
$2720
per week
![](https://phillipsonbi.com/wp-content/uploads/2021/02/20230615_132034e.jpg)
Knapp
RE.06640-STR, STR-25372
This is a whimsical, simple artist cottage with an enclosed porch and phenomenal ocean views on the quiet West Side.
$2600
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/05/IMG_9565.jpg)
Knous
RE.02527-STR, STR-25135
Quaint home located in a residential neighborhood just a short bike ride to town.
$3150
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/exterior_small.jpg)
Luna
RE.02217-STR, STR-25138
Rustic home with open floor plan and nice second story deck.
$2410
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/IMG_8526.jpg)
Ocean Echoes Apartment
RE.00599-STR, STR-25064
Lovely second floor apartment close to Old Harbor, New Harbor and beautiful sandy beaches.
$3100
per week
![](https://phillipsonbi.com/wp-content/uploads/2019/12/49-print-27-high-st-4e-1.jpg)
Ripple
Updated condo seconds to town, beaches and the ferry. Enjoy beautiful sunsets and water views from the deck of this third floor condo.
$4230
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/IMG_1573.jpg)
Swain Cottage
RE.06318-STR, STR-25110
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.
$3200
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/07/IMG_8825.jpg)
Wilson Spring Lot
RE.06908-STR, STR-25387
This rental off of Cooneymus Beach Road offers a cozy retreat with 2 bedrooms, 1 bathroom, and an outdoor shower for a refreshing experience. The primary bedroom features a charming deck overlooking the yard, providing a tranquil setting to enjoy the abundance of birds and peaceful surroundings. Guests can also relish in the beauty of stunning sunsets at the nearby beach, adding to the overall serenity of the location. Please note that this home is situated in close proximity to another house.
3 Bedroom Rentals
$4500
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/resized-main-photo.jpg)
Bayberry Cottage
RE.01388-STR, STR-25167
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!
$4700
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/11/IMG_2260-2.jpg)
Beacon Hill House
RE.02544-STR, SRT 25081
Beautifully maintained home with great kitchen & yard for entertaining. Comfortable house in a quiet area yet just over a mile from the beach & town!
$12,750
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/10/IMG-2568.jpg)
Bluff Beachouse
RE.03516-STR, STR-25466
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!
$3500
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/11/IMG_2438.jpg)
Calypso
RE.02481-STR, STR-25204,
Light and airy summer home overlooking Fresh Pond with a spacious yard and deck for outdoor enjoyment.
$4800
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/05/updated-exterior.jpg)
Cindy’s Meadows (prev. Littlefield) *dog-friendly
STR-25446
Great location right at the end of Mansion Road, walking distance to Mansion Beach!
$4100
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/07/IMG_9934-sky.jpg)
Desantis *dog-friendly
RE.06475-STR, STR-25320
Delightful island cottage in a remote area down a dirt road with a big yard and beautiful ocean and sunset views.
$3950
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/07/dunn-cottage.jpg)
Dunn Cottage *dog-friendly
RE.00182-STR, STR-25086
Large home on the west side with ocean and sunset views. 5 minute walk to Gracie's Cove Beach.
$5150
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/07/francis-sprague.jpg)
Francis Sprague
RE.06639-STR, STR-25351
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.
$4,650
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/10/edited-side.jpg)
Havenhood *dog-friendly
RE.04758-STR, STR-25073
This charming, pet-friendly home is nestled on the quiet west side of the island, offering a spacious yard and pretty sunsets. Just a 15 minute walk to Cooneymus Beach or Rodman's Hollow.
$3800
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/01/IMG_8190.jpg)
Hill House *AC in bedrooms
RE.03864-STR, STR-25094
Sweet and simple 3 bedroom cottage nestled atop a hill with ocean views in the distance.
$3100
per week
![](https://phillipsonbi.com/wp-content/uploads/2016/07/IMG_2013-scaled.jpeg)
Hilltop Cottage *dog-friendly
RE.01549-STR, STR-25190
Rustic and simple cottage on the southwest side with old-Block Island charm. Pretty ocean views, walking distance to Cooneymus Beach.
$9250
per week
![](https://phillipsonbi.com/wp-content/uploads/2021/12/20220724_122958-1-scaled.jpg)
Horsieville *with AC & a pool
RE.02567-STR, STR-25405
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.
$3200
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/1.jpg)
Ives – Cole Cottage
RE.00681-STR, STR-25125
A waterfront cottage on the Mohegan Bluffs with great views with an updated kitchen.
$4250
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/La-Dolce-Vita-Property.jpg)
La Dolce Vita *dog-friendly
RE.01267-STR, STR-25346
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.
$4500
per week
![](https://phillipsonbi.com/wp-content/uploads/2023/05/IMG-3316-edit.jpg)
Lewis Farmhouse
RE.06472-STR, STR-25121
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.
$3850
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/IMG_9394.jpg)
McPhee
RE.02552-STR, STR-25425
Comfortable, and quiet, desirable Southwest Point location with a fabulous yard surrounded by mature trees and stone walls. Fantastic sunsets!
$4200
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/10/Meadows-18-1.jpg)
Meadows
RE.06356-STR, STR-25089
Private, serene cape surrounded by stone walls and conservancy land, with peeks of ocean.
$5050
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/10/IMG_2200.jpg)
MODYC
RE.06629-STR, STR-25252
Charming, classic Block Island home with spectacular views of the ocean and Cormorant Cove. Direct beach access down a private path.
$4700
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/IMG_1907.jpg)
Ocean Sunset Cottage
RE.00205-STR, STR-25325
Charming cottage with great ocean and sunset views, just a short walk to Cooneymus Beach.
$4500
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/Olives-Property.jpg)
Olives
RE.06541-STR, STR-25169
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
![](https://phillipsonbi.com/wp-content/uploads/2023/01/IMG-3378.jpg)
Osprey Nest
RE.06270-STR, STR-25378
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.
$4300
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/12/20230615_133803.jpg)
Peg’s House *A/C
RE.02453-STR, STR-25377
Enjoy a private property on Cooneymus Road with a sunny wrap around porch and central AC. Just a short walk to Cooneymus Beach or Rodman's Hollow!
$3780
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/House.png)
Pheasant’s Crossing
STR-25366
Sweet, updated West Side cottage with distant ocean views and sprawling yard.
$5150
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/12/IMG_0289-1.jpg)
Purple Wave*AC
RE.00663-STR, STR-25338
Quiet and private neighborhood. Walking distance to the ferry and downtown. Spacious yard and home with AC.
$4030
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/10/IMG_1901.jpg)
Raphael *dog-friendly
STR-25350
Former artist's home, this west side location has privacy, ocean and sunset views. Walking distance to Cooneymus Beach.
$5000
per week
![](https://phillipsonbi.com/wp-content/uploads/2023/02/Rule-Property.jpg)
Rule
RE.06351-STR, STR-25447
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 and a large yard.
$3980
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/Schlesinger-Property.jpg)
Schlesinger
RE.04759-STR, STR-25254
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.
$5250
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/07/hollrock.jpg)
Sunset View (previously Hollrock)
RE.25124-STR, STR-25124
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.
$3500
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/02/IMG_6811.jpg)
West Side Cape *dog-friendly
RE.06022-STR, STR-25337
Quiet retreat on the west side with large yard and deck with spacious bedrooms and comfortable living spaces.
4 Bedroom Rentals
$6300
per week
![](https://phillipsonbi.com/wp-content/uploads/2021/11/IMG_7748.jpg)
A&A Tea Room *A/C, *dog-friendly for extra fee
RE.02478-STR, STR-25091
Updated iconic West Side home with lovely private yard and pretty, distant ocean views.
$4710
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/01/20230608_162642.jpg)
Battyville
RE.02566-STR, STR-25356
Located off of Corn Neck Road in a small neighborhood that shares a private path to Mansion Beach. Leave the car at the rental and walk to and from the beach all day in 8-10 minutes. A balcony off the master bedroom provides beautiful, island, pond, and distant ocean views.
$4600
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/07/IMG_3966.jpg)
Cheers *newly renovated
RE.06810-STR, STR-25403
Located in the much coveted Sheep's Meadow off Corn Neck Road with shared private access to Mansion Beach walking distance from house. This cottage is currently undergoing renovations, photos will be updated as they become available.
$5400
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/02/1F84754E-4658-4BCD-B3B8-FC5BA0C972C9_1_100_o.jpg)
Cypress Glen House & Cottage *dog-friendly
RE.00176-STR, STR-25308
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 3 bedroom house and a 1 bedroom cottage!
$4100
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/from-Lloyd.jpg)
duPont Farmhouse*dog-friendly
RE.02526-STR, STR-25345
Lovely antique farmhouse filled with old Block Island charm. Private location with rolling hills, winding trails and distant ocean views. Dog-friendly!
$5150
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/01/20230616_135929.jpg)
Harbor Pond Cape
RE.02563-STR, STR-25357
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.
$6250
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/12/GetMedia.jpg)
Isaac’s Corner*dog-friendly for extra fee
RE.06345-STR, STR-25107
Enjoy distant ocean views and close proximity to Fresh Pond from this spacious 4 bedroom home with comfortable living areas and a large yard.
$3650
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/10/IMG_8298.jpg)
Kurz Cottage
RE.01964-STR, STR-25157
Walk to mansion beach from this simple 4 bedroom house in private setting with spacious yard.
$4600
per week
![](https://phillipsonbi.com/wp-content/uploads/2023/02/IMG_7754.jpg)
Mid-Century Modern House
RE.05036-STR, STR-25326
Unique home on the West Side, owner/architect indoor/outdoor design. Pretty meadow, pond &180 degree ocean views.
$5380
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/12/IMG_2106.jpg)
Moby Rock*dog-friendly for extra fee
RE.01687-STR, STR-25096
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.
$10100
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/11/Morning-Glory-2.jpg)
Morning Glory *AC
RE.01143-STR, STR-25333
Dramatic location overlooking Mohegan Bluffs, 5 minute walk to the beach. Impressive and pristine home.
$5650
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/2021-new-exterior-szabo.jpg)
Szabo
RE.00179-STR, STR-25170
Spacious home in a pretty country setting with pond views. Very private but close to town and beaches.
$4150
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/07/IMG-4553-1.jpg)
Tangney Cottage
RE.01240-STR, STR-25328
Lovely recently renovated cottage, walking distance to Old Harbor with pretty water views over town
$5150
per week
![](https://phillipsonbi.com/wp-content/uploads/2019/12/IMG_6167.jpg)
The View *dog-friendly
RE.01872-STR, STR-25244
Amazing ocean and island views from this hidden gem off Gracie's Cove Road on the west side.
$5300
per week
![](https://phillipsonbi.com/wp-content/uploads/2023/03/IMG-4471-1.jpg)
Weisbroat *dog-friendly
RE.03569-STR, STR-25382
Spacious 3 bedroom house with a bonus bedroom, full bathroom and living room area above the garage on the west side.
5+ Bedroom Rentals
$12400
per week
![](https://phillipsonbi.com/wp-content/uploads/2024/04/IMG_4424-scaled.jpg)
Bamboo Grove *dog-friendly for extra fee
RE.06245-STR, STR-25268
What was once a BnB, this large, refurbished home combines old world appeal with modern comfort, nestled amidst lush greenery and surrounded by stone walls. With two distinct wings to the building, this property is ideal for two families or large groups looking to unwind and enjoy each other's company. The brand new kitchen is sure to impress guests and become the heart of the home during their stay!
$5550
per week
![](https://phillipsonbi.com/wp-content/uploads/2018/12/IMG_6209.jpg)
Dupont Middle House
RE.02517-STR, STR-25222
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.
$6150
per week
![](https://phillipsonbi.com/wp-content/uploads/2018/12/IMG_9581.jpg)
Dupont Parsonage
RE.02483-STR, STR-25099
One of three houses on 17+ acres off Beacon Hill Road. Spacious yard, small screened-in porch and old island charm.
$6250
per week
![](https://phillipsonbi.com/wp-content/uploads/2025/01/image0-2.jpg)
Georgian Farmhouse *dog-friendly
Lovely 4 bedroom house with 1 bedroom cottage conviently located right off Corn Neck Road across from Andy's Way. Shares a private walking path to Mansion Beach with neighboring homes.
$6550
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/11/IMG_2318-scaled.jpeg)
Hardy Smith House
RE.01227-STR, STR-25383
Large, former BnB located steps from town with private yard and pretty views of Old Harbor.
$6250
per week
![](https://phillipsonbi.com/wp-content/uploads/2020/11/IMG_2592.jpg)
Marchesi *dog-friendly
RE.00193-STR, STR-25343
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.
$8320
per week
![](https://phillipsonbi.com/wp-content/uploads/2016/03/IMG_4617.jpg)
Sunset Hill *dog-friendly, A/C
RE.02900-STR, STR-25334
Large home just a short walk from town with plentiful sleeping space! Walking distance to town!
$9500
per week
![](https://phillipsonbi.com/wp-content/uploads/2022/01/GetMedia.jpg)
The Holiday Haven
RE.06573-STR, STR-25259
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
![](https://phillipsonbi.com/wp-content/uploads/2023/11/exterior.jpg)
The Islander
RE.06658-STR, STR-25385
Historic B&B, the Islander embodies vintage island charm & convenience of walking distance to town, the ferry & the beach.
$9400
per week
![](https://phillipsonbi.com/wp-content/uploads/2018/12/IMG_9870-1.jpg)
Turning Point
RE.06271-STR, STR-25379
Beautiful family compound with uninterrupted views of the ocean, wildlife, and the North Lighthouse.
$8750
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/IMG_0592.jpg)
Tweedy
RE.01176-STR, STR-25362
Located directly on Great Salt Pond with stairs to beach on Cormorant Cove. Beautiful views of the cove, Great Salt Pond and the ocean.
$5570
per week
![](https://phillipsonbi.com/wp-content/uploads/2015/08/Vail-Property.jpg)
Vail
RE.01679-STR, STR-25267
Wonderful summer rental with fantastic ocean views and shared stairway to the Vail Beach.