Oak Bluffs Rentals
From $1601 per night (USD)VRBO
Historic Home with Gorgeous Antiques & Mondern Conveniences
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Samoset Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $1601 per night (USD)VRBO
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Charming, Dog-Friendly House with Lots of Entertainment & Gourmet Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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From $1079 per night (USD)VRBO
Waterfront Home in Oak Bluffs - Walk to Town and Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely four-bedroom shingled Cape overlooks Farm Pond, Harthaven, and Nantucket Sound. It is a vintage cottage com ...
From $1079 per night (USD)VRBO
From $751 per night (USD)Expedia
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Planning a family or couple's getaway to Martha's Vineyard? Then you'll love calling this delightful Oak Bluffs vacation ...
From $751 per night (USD)Expedia
From $391 per night (USD)VRBO
Cozy cottage 3\/4 mile from Oak Bluffs harbor
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Family owned/charming home in Oak Bluffs, 1/2 mile walk to East Chop Lighthouse and slightly more to the town harbor, wh ...
From $391 per night (USD)VRBO
From $335 per night (USD)VRBO
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
This beautifully landscaped, professionally decorated 1998 contemporary offers affordable luxury. Stately French doors, ...
From $335 per night (USD)VRBO
From $452 per night (USD)VRBO
Cozy, exceptional view, quiet, high speed WIFI, close to all island attractions
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This comfortable house provides up and downstairs amenities. The master bedroom with bath is on the ground floor; the o ...
From $452 per night (USD)VRBO
From $878 per night (USD)VRBO
Mill Hill - Walking Distance From Town And Ferry With Ocean View
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
“Mill Hill” is a wonderful in-town historic home which comfortably sleeps 11 people. The property sits a close five-min ...
From $878 per night (USD)VRBO
From $726 per night (USD)VRBO
Immaculate, family-friendly centrally located 3bdrm home in Edgartown. Bike path
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Professionally designed and decorated new 3 bedroom home in Edgartown. Beautifully appointed for quality family time ...
From $726 per night (USD)VRBO
From $393 per night (USD)Expedia
Lakefront Cottage with a Deck, Free WiFi, Gas Grill - Close to Ferries & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset Meadows Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $393 per night (USD)Expedia
From $782 per night (USD)VRBO
Classic Vineyard Home with Private Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Guest Alert! We have unexpected openings in mid-September and mid-October! Our beloved Juniper house has 4 bedrooms plu ...
From $782 per night (USD)VRBO
From $1031 per night (USD)VRBO
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy your stay in this newly renovated, 4000 sq ft. home! 25 Edgewood has many key amenities to ensure your visit to t ...
From $1031 per night (USD)VRBO
From $274 per night (USD)VRBO
In-Town Certified National Historic Oak Bluffs Property -
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the ...
From $274 per night (USD)VRBO
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New Suite with WiFi, Grill & Deck - Walk to Town, the Ferry & Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Mermaid Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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From $542 per night (USD)VRBO
New Construction with Patio & Yard - Downtown & Beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Oak Bluffs Beauty Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $542 per night (USD)VRBO
From $610 per night (USD)Expedia
Charming home away from home near lagoon pond w\/ boat launch
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $610 per night (USD)Expedia
From $566 per night (USD)VRBO
Oak Bluffs Cottage - A Short Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Stay in this beautiful Vineyard home and enjoy a relaxing vacation back in time! Within 5 minutes of stepping out the f ...
From $566 per night (USD)VRBO
From $542 per night (USD)VRBO
Water View Oasis 1 mi from Oak Bluffs 10 min Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful water view, spacious natural landscape, and privacy enhance the serenity of our rustic barn-style home tucked ...
From $542 per night (USD)VRBO
From $589 per night (USD)VRBO
Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the charm of Martha’s Vineyard at your leisure from this ideally located apartment. With 2 bedrooms and 1 bat ...
From $589 per night (USD)VRBO
From $734 per night (USD)VRBO
Nautical Oasis 10-min Walk to Downtown Oak Bluffs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
The house is perfectly located to get to the best beaches (Katama Beach, Long Pond, Lambert’s Cove, etc.) on the Island ...
From $734 per night (USD)VRBO
From $479 per night (USD)VRBO
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
quaint quite modern but rustic guest house ideal for couple far from crowds but close to all located in oak bluffs 4 mi ...
From $479 per night (USD)VRBO
From $270 per night (USD)Expedia
Quaint,,,Quiet..up island feel yet a short walk to town and harbor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Your quintessential summer vacation starts here! The property has a combination of a strong rental history(read ren ...
From $270 per night (USD)Expedia
From $1209 per night (USD)VRBO
3 bedroom home in Edgartown, steps from bike path and island bus.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this 2200 sq foot Edgartown home . 5 Complimentary bikes to use during your stay. Everything in this Vineyard home ...
From $1209 per night (USD)VRBO
From $509 per night (USD)VRBO
Newly built house, Central A\/C, Walk to ferry, beach, and town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Completed in 2020. This modern 3 bedroom, 2 bath well appointed house is located within walking distance from downtown ...
From $509 per night (USD)VRBO
From $716 per night (USD)VRBO
Beautiful downtown Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully decorated ranch style home in Oak Bluffs Center. Close to the beach, restaurants, shopping, parks, library a ...
From $716 per night (USD)VRBO
From $1617 per night (USD)VRBO
SIX BEDROOM COMPOUND W\/CENTRAL AIR IN IDYLLIC SETTING
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Home built 5 years ago with spacious living and open space made just right for family get gatherings. Nine high top ch ...
From $1617 per night (USD)VRBO
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Cozy Martha’s Vineyard Getaway w\/ Waterfront Deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the relaxing northeast of Vineyard Haven when you book this one-of-a-kind 2-bedroom, 1-bath apartment. Nestled ...
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From $922 per night (USD)Expedia
Sunny open house. Lrg Deck. Lndscpd 1 acre lot w stone patio.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This bright and spacious beach house is located on a private landscaped lot nearly an acre in size. Large deck and well ...
From $922 per night (USD)Expedia
From $535 per night (USD)VRBO
Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Mid-century rustic cottage charm tucked on 3 acres 1 mi to Oak Bluffs and Vineyard Haven center's. Acquired in 1950 by L ...
From $535 per night (USD)VRBO
From $1385 per night (USD)VRBO
Walk to Beach and Town. Large Family House.
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
-Seven air conditioned bedrooms -Four bathrooms -One living room and two small sitting rooms -large bluestone patio wit ...
From $1385 per night (USD)VRBO
From $503 per night (USD)VRBO
WALK TO BEACHES,HARBOR,EVERYTHING!! IN-TOWN OB! Deck,A\/C,Outdoor Shower, Wifi
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
***IMPORTANT--PLEASE "MESSAGE " MANAGER/OWNER ANNETTE FIRST----BEFORE SENDING A BOOKING REQUEST!! ( JUST CLICK ON " CON ...
From $503 per night (USD)VRBO
From $445 per night (USD)VRBO
Edgartown Vacation Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spend your summer vacation in our relaxing home. Enjoy a quiet neighborhood on the Vineyard with all of the comforts of ...
From $445 per night (USD)VRBO
From $610 per night (USD)VRBO
Perfect Family Home- Oak Bluffs, Martha's Vineyard
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our wonderful family house is exactly what you're looking for to compliment your Martha's Vineyard vacation. The house' ...
From $610 per night (USD)VRBO
From $469 per night (USD)VRBO
Charming, AC, Family friendly, Walk to Town, Beach & Ferry
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Located two blocks from the Town beach at Owen Little Way, our 4 bedroom/2.5 bath home is fully equipped for a relaxing ...
From $469 per night (USD)VRBO
From $696 per night (USD)VRBO
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity, ...
From $696 per night (USD)VRBO
From $600 per night (USD)Expedia
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This property is conveniently located near the center of Oak Bluffs and with many great restaurant and out door activity ...
From $600 per night (USD)Expedia
From $614 per night (USD)VRBO
🚲Vineyard Haven Home🌼
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Bring your comfy slippers for this clean, comfortable, open, nicely decorated living space. 1/21: The 2 queen beds an ...
From $614 per night (USD)VRBO
From $439 per night (USD)VRBO
Home Away From Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This recently renovated Cape is warm and inviting with beautiful hardwood floors and a open floor plan. The home is cent ...
From $439 per night (USD)VRBO
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Charming MV Cottage: Walk to Dtwn Oak Bluffs!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
There's no better way to experience the laidback lifestyle of the Vineyard than in the heart of it all at this tradition ...
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From $482 per night (USD)VRBO
Peaceful Oak Bluffs home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and pamper yourself kin a Mid-Century Modern Split-Level home. Located on a 1/4 acre lot minutes away from town,b ...
From $482 per night (USD)VRBO
From $315 per night (USD)VRBO
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Tucked in a quiet neighborhood and within walking distance to town and beaches, this quaint cottage was moved to East Ch ...
From $315 per night (USD)VRBO
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Charming Home with High-Speed WiFi, Washer\/Dryer, Furnished Deck, & Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Casa Marianne Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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From $673 per night (USD)VRBO
Vacation at Martha's Vineyard Swan Cottage, Edgartown’s Quiet Forest Retreat.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright ,cozy , airy home located in a private quiet Edgartown neighborhood. Nicely furnished 1,500 sq.ft. with Island de ...
From $673 per night (USD)VRBO
From $1149 per night (USD)VRBO
Modern Martha's Vineyard Retreat in Oak Bluffs
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
New construction home in Oak Bluffs. Enjoy a modern, clean and peaceful stay in the Vineyard. This home is mins to dow ...
From $1149 per night (USD)VRBO
From $786 per night (USD)VRBO
Walking-distance to town, shops, restaurants & ferry!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous updated apartment only a 5 minute walk from downtown Vineyard Haven. Enjoy a large outdoor deck with distant (a ...
From $786 per night (USD)VRBO
From $427 per night (USD)Expedia
#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Introducing our #CozyBluffs home in Oak Bluffs on Martha's Vineyard! Designed by local Architect Chuck Sullivan and buil ...
From $427 per night (USD)Expedia
From $838 per night (USD)VRBO
Dog-friendly, secluded island gem with deck, hot tub, patio, & great views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Water Overlook Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $838 per night (USD)VRBO
From $879 per night (USD)Expedia
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautifully renovated Greek Revival home on the quiet end of the historic William Street District with modern addition a ...
From $879 per night (USD)Expedia
From $292 per night (USD)VRBO
Sunny 2bedroom condo w pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom condo lots of light overlooking Vineyard Haven harbor. Ten minute WALK to the ferry, town, local restaurants ...
From $292 per night (USD)VRBO
From $828 per night (USD)Expedia
Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Oak Leaf Cape Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $828 per night (USD)Expedia
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Classic Oak Bluffs Beach House | Excellent Harbor Views | Near Shops & Dining
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Classic Oak Bluffs Beach Home- Excellent Harbor Views- Near Shops & Dining Our calendar is updated in real-time & our n ...
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From $782 per night (USD)Expedia
Spacious New-Build w\/ Gourmet Kitchen & Large Yard - Near Beach & Ferry
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Modern Vineyard Haven Home Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $782 per night (USD)Expedia
From $1840 per night (USD)VRBO
Oak Bluffs Bliss | Beautiful Getaway | Home Theater
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Oak Bluffs Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1840 per night (USD)VRBO
From $823 per night (USD)Expedia
Coastal condo with pool, tennis courts & home comforts - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 39G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $823 per night (USD)Expedia
From $559 per night (USD)VRBO
Dog-friendly first-floor seaside cottage with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 15D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $559 per night (USD)VRBO
From $307 per night (USD)Expedia
Cute condo with pool & tennis - close to golf & the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $307 per night (USD)Expedia
From $591 per night (USD)VRBO
Charming suite with pool & tennis courts - 1\/2 mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 30G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $591 per night (USD)VRBO
From $409 per night (USD)Expedia
Romantic condo near the shore with pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Island Inn - 22F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $409 per night (USD)Expedia
From $469 per night (USD)VRBO
Charming studio condo with pool & tennis - easy access to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 6B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $469 per night (USD)VRBO
From $590 per night (USD)Expedia
Dog-friendly townhouse with pool & tennis - easy walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 42G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $590 per night (USD)Expedia
From $547 per night (USD)VRBO
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $547 per night (USD)VRBO
From $584 per night (USD)Expedia
Deluxe townhouse with pool & tennis courts - half-mile to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Island Inn - 44G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $584 per night (USD)Expedia
From $536 per night (USD)VRBO
Charming studio for two with pool & tennis - close to beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 20D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $536 per night (USD)VRBO
From $481 per night (USD)Expedia
Dog-friendly condo with pool & tennis - close to beaches, golf & parks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 4B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $481 per night (USD)Expedia
From $560 per night (USD)VRBO
Sunny coastal retreat with pool & tennis - 1\/2 mile to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 49G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $560 per night (USD)VRBO
From $476 per night (USD)Expedia
Dog-friendly studio condo with pool & tennis - close to beaches & golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 3B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $476 per night (USD)Expedia
From $554 per night (USD)VRBO
Romantic seaside getaway with pool & tennis courts - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 18D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $554 per night (USD)VRBO
From $621 per night (USD)Expedia
Comfortable townhouse close to town & the beach with outdoor pool & tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 48G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $621 per night (USD)Expedia
From $537 per night (USD)VRBO
Dog-friendly studio with pool & tennis access - awesome location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 12D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $537 per night (USD)VRBO
From $559 per night (USD)Expedia
Cozy seaside escape with on-site tennis, pool & prime location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 16D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $559 per night (USD)Expedia
From $595 per night (USD)VRBO
Stylish townhouse 1\/2 mile from the beach with tennis courts & pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 46G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $595 per night (USD)VRBO
From $729 per night (USD)Expedia
Dog-friendly suite with pool & tennis - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Inn - 31G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $729 per night (USD)Expedia
From $727 per night (USD)VRBO
Coastal getaway 1\/2 mile from beach with pool & tennis courts - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 32G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $727 per night (USD)VRBO
From $706 per night (USD)Expedia
Lovely retreat 1\/2 mile from the beach with pool & 3 tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 34G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $706 per night (USD)Expedia
From $634 per night (USD)VRBO
Lovely condo suite, close to golfing & the beach with pool & home comforts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 37G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $634 per night (USD)VRBO
From $526 per night (USD)Expedia
Convenient condo with pool, picnic area & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 19D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $526 per night (USD)Expedia
From $533 per night (USD)VRBO
Contemporary dog-friendly studio with beach access, pool & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 13D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $533 per night (USD)VRBO
From $527 per night (USD)Expedia
Coastal condo with pool & tennis courts near golf, beaches & town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 24F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $527 per night (USD)Expedia
From $441 per night (USD)VRBO
Dog-friendly condo with pool, tennis courts & picnic area - close to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 25F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $441 per night (USD)VRBO
From $449 per night (USD)Expedia
Sunny, dog-friendly suite with tennis & pool - close to golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 33G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $449 per night (USD)Expedia
From $773 per night (USD)VRBO
Charming condo with pool & resort amenities - close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 38G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $773 per night (USD)VRBO
From $549 per night (USD)Expedia
Cozy getaway close to town & beaches with tennis courts & pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 26F Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $549 per night (USD)Expedia
From $571 per night (USD)VRBO
Dog-friendly condo with pool & tennis - close to golf & beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $571 per night (USD)VRBO
From $583 per night (USD)Expedia
Dog-friendly condo with pool - explore the parks & hit the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 8C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $583 per night (USD)Expedia
From $729 per night (USD)VRBO
Corner condo with tennis & swimming pool - close to beaches, golf & town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 28G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $729 per night (USD)VRBO
From $309 per night (USD)Expedia
Comfortable, dog-friendly condo with pool & tennis - perfect location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Inn - 2A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $309 per night (USD)Expedia
From $556 per night (USD)VRBO
Charming townhouse with deck, pool & on-site tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Island Inn - 41G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $556 per night (USD)VRBO
From $542 per night (USD)Expedia
Dog-friendly condo with pool & tennis courts - golf & beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 40G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $542 per night (USD)Expedia
From $630 per night (USD)VRBO
Lovely townhouse with deck, pool & tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 50G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $630 per night (USD)VRBO
From $532 per night (USD)Expedia
Cozy, dog-friendly condo by the sea with pool, tennis & picnic area
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 7C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $532 per night (USD)Expedia
From $703 per night (USD)VRBO
Comfortable & convenient Martha's Vineyard condo with pool - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 36G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $703 per night (USD)VRBO
From $628 per night (USD)Expedia
Cozy townhouse with pool, tennis & great location close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 43G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $628 per night (USD)Expedia
From $678 per night (USD)VRBO
Dog-friendly condo suite with pool, tennis & picnic area - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Inn - 29G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $678 per night (USD)VRBO
From $601 per night (USD)Expedia
Island bliss located near shops and eateries-several island beaches also nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $601 per night (USD)Expedia
From $1400 per night (USD)VRBO
Beautiful 5 BR, 4.5 baths w\/ modern conveniences
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
We welcome you to enjoy our spacious and comfortable home. It's a beautiful 5 BR, 4.5 bath Oak Bluffs home with modern ...
From $1400 per night (USD)VRBO
From $558 per night (USD)Expedia
Welcoming condo with pool & tennis courts - golf & beaches nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 9C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $558 per night (USD)Expedia
From $472 per night (USD)VRBO
Seaside suite with tennis courts & a pool - perfect for romantic getaways
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 17D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $472 per night (USD)VRBO
From $537 per night (USD)Expedia
Newly renovated, spacious townhouse with pool & tennis courts - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Inn - 45G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $537 per night (USD)Expedia
From $541 per night (USD)VRBO
Comfy studio near the beach with pool & tennis court - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Inn - 11D Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $541 per night (USD)VRBO
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Gorgeous two-level home w\/free WiFi, washer\/dryer, full kitchen - near beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Dodgers Hole Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
Click For PricingExpedia