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Oak Bluffs Rentals

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From $1994 per night (USD)
VRBO
Soothing 4-bedroom house with a built full yard andAC in charming Tisbury
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This 4-bedroom house in Tisbury is perfect for your escape. With 1 king bed, 2 queen beds, 2 twin bed, and 2 futon, ther ...
From $1994 per night (USD)
VRBO
From $1393 per night (USD)
Expedia
Classic Cape & Bunk House Nearby Downtown
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This house is the perfect home away from home for your Vineyard holiday. The sitting & dining areas with the fully equi ...
From $1393 per night (USD)
Expedia
From $628 per night (USD)
VRBO
Charming Vineyard Classic Home, Walk to Town & Boat
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a charming and comfortable stay in our Martha's Vineyard home, built in 1920 and recently updated with modern amen ...
From $628 per night (USD)
VRBO
From $1468 per night (USD)
VRBO
Waterfront home in Vineyard Haven. Walking distance to shops and dining.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This waterfront house is the perfect home base for your trip to Martha's Vineyard. A stay at this great location will pu ...
From $1468 per night (USD)
VRBO
From $948 per night (USD)
VRBO
Lovely peaceful MV 3-bedroom island home, sleeps 12, with air and comm. pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Make yourself at home in our lovely 3-bedroom West Tisbury retreat. Perfect for families and friends looking for a peace ...
From $948 per night (USD)
VRBO
From $561 per night (USD)
VRBO
Short Walk to Town - Nice Comfortable -Reasonable
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This property is new to VRBO, however it has been hosting guests for several years on another site with 5 star reviews. ...
From $561 per night (USD)
VRBO
From $2246 per night (USD)
VRBO
6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town
Bedrooms:
4
Bathrooms:
6
Sleeps:
13
This NEWLY RENOVATED 6-bedroom house in Vineyard Haven is just a 10 minute walk to public beach, downtown restaurants, b ...
From $2246 per night (USD)
VRBO
From $2335 per night (USD)
VRBO
Modern Home close to Steamship and Downtown Vineyard Haven!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*PLEASE NOTE: THE PRICES YOU CURRENTLY SEE ON THE WEBSITE ARE THE PRICES FOR 7 NIGHTS OR MORE THAN 7 NIGHT STAYS. FOR AN ...
From $2335 per night (USD)
VRBO
From $935 per night (USD)
VRBO
Contemporary Beach House In Edgartown
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
POINT B EXCLUSIVE - This Contemporary Beach House has just been stylishly renovated throughout with nice coastal touches ...
From $935 per night (USD)
VRBO
From $838 per night (USD)
VRBO
Edgartown Cottage By The Pond
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Be the first to stay in this recently renovated cottage which is centrally located to everything the island has to offer ...
From $838 per night (USD)
VRBO
From $704 per night (USD)
VRBO
Charming West Chop Retreat on Private, Tree-Lined Lot
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Light-Filled Vineyard Home - Walk to Beach, Town & Ferry Due to a last m ...
From $704 per night (USD)
VRBO
From $606 per night (USD)
VRBO
Family couples wedding guests romantic oasis convienent location big sunny deck
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our spacious, airy home is a recently renovated one-floor open-concept home filled with natural light located on a priva ...
From $606 per night (USD)
VRBO
From $524 per night (USD)
VRBO
Beautiful Historic Hilltop Haven -Walk to Town & Water
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
JULY AND AUGUST: turnover day is Monday ----------------------------- Gorgeous and spacious (2800 sq. ft.) 4 bedroom his ...
From $524 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Charming Edgartown Guesthouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming Edgartown Guesthouse built new in 2022 . Full kitchen , full bath , outdoor patio . Living area with hardwood f ...
From $352 per night (USD)
VRBO
From $794 per night (USD)
VRBO
Greek Revival-Inspired In-Town Luxury Getaway
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
POINT B EXCLUSIVE - This recently constructed home is a modern take on a Classic Greek Revival and it has it all -- thre ...
From $794 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Garden living near museum and downtown Vineyard Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
5
Architect-owned property with 4 bedrooms; 2 remodeled full baths + seasonal outdoor shower; deck and Weber propane grill ...
From $756 per night (USD)
VRBO
From $4380 per night (USD)
VRBO
West Chop Sandy Beach, Water Front, 6 BR, Great Views!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Summers on the Vineyard don’t get better than this waterfront 6 bedroom, 5 bath home with its own private (and sandy) be ...
From $4380 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Walk-up apartment with deck & grill - walk to beach & town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Everyday is Saturday Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $412 per night (USD)
Expedia
From $936 per night (USD)
VRBO
Captain Spring House: In Town Luxury - Water Views - Walk to Ferry!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
With sweeping views of Vineyard Haven Harbor, the Captain Spring House in-town luxury home combines water views with 4 l ...
From $936 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Cozy studio with AC,WiFi, full kitchen, private entry great for couples vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your Tisbury adventure begins at this tranquil studio. Nestled in a pleasant neighborhood, this welcoming retreat offers ...
From $361 per night (USD)
VRBO
From $3654 per night (USD)
VRBO
Main house and a separate apartment with saltwater pool, spa, outdoor cooking!
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Forget your worries in this spacious and serene space. Tucked away, the brand new compound offers all amenities. Heated, ...
From $3654 per night (USD)
VRBO
From $682 per night (USD)
Expedia
Family Fun Close to Towns and Beaches on Beautiful Martha's Vineyard
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautiful 4 bedroom cape on the outskirts of Edgartown is close to all three towns, 3 miles to state and south beac ...
From $682 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Four bedroom 3 bathroom ranch located in Edgartown.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*****Those summer vacation memories are waiting to be made here. Four bedroom 3 bathroom ranch located in Edgartown. M ...
From $510 per night (USD)
VRBO
Click For Pricing
Expedia
5 Minute Walk to Vineyard Haven Yacht Club and Town Beach at Owen Little Way!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover this spacious and conveniently located property which is just a 5 Minute Walk to Vineyard Haven Yacht Club an ...
Click For Pricing
Expedia
From $689 per night (USD)
VRBO
Secluded Cottage, West Tisbury, Lambert's Cove Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Nestled in the woods of West Tisbury, this charming 2-bedroom +, 900 sq. ft. home, with additional sleeping loft, offers ...
From $689 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Perfectly located duplex with comfy layout & beach gear - steps from Main Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $391 per night (USD)
Expedia
$\nMV Vacation Rental$
From $686 per night (USD)
VRBO
\nMV Vacation Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to MV Vacation Rental! Our charming rental property features a loft upstairs with a comfortable queen bedroom, c ...
From $686 per night (USD)
VRBO
From $831 per night (USD)
Expedia
Charming Edgartown home with wrap around porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
You'll adore this Edgartown home located 1 1/2miles from town and minutes from the beach! It sleeps 6 comfortably, has ...
From $831 per night (USD)
Expedia
From $876 per night (USD)
VRBO
Charming Home Walking Distance to Downtown Vineyard Haven
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Enjoy a relaxing stay in a charming six bedroom home that sleeps up to 12. This home is just a short walk from downtown ...
From $876 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Central 2nd-floor apartment with propane stove, grill, W/D, & great location
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Main Street Upper Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $366 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Private lookout cottage close to private trails and Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Private cottage with miles of natural preserve trails out the backyard. Located close to Sengekontacket Pond and Edgart ...
From $484 per night (USD)
VRBO
From $472 per night (USD)
VRBO
Renovated 4BR Island Farmhouse 5 minute walk to downtown Vineyard Haven
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Restored Island farmhouse, nicely furnished and decorated and walking distance to Main Street, Vineyard Haven. Four bedr ...
From $472 per night (USD)
VRBO
From $1431 per night (USD)
VRBO
Luxury Brand New 4-bedroom house in Edgartown with AC, Wifi, Marble Kitchen
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Unwind in Edgartown at this delightful house. With 4 bedrooms including 2 king beds, 1 queen bed, 1 full bed, and 2 twin ...
From $1431 per night (USD)
VRBO
Click For Pricing
Expedia
Renovated Vineyard Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your charming vacation retreat! This recently renovated cottage is perfect for a summer escape to the Vineyar ...
Click For Pricing
Expedia
From $1209 per night (USD)
VRBO
Charming 4-bedroom home in marvelous Tisbury walking distance to shops and ferry
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to Lake Street Haven, a beautifully decorated 4 bedroom, 3 bathroom private home located in the heart of Vineyard ...
From $1209 per night (USD)
VRBO
Click For Pricing
Expedia
Apt on Vineyard Haven Near Nantucket Sound!
Bedrooms:
1
Bathrooms:
4
Sleeps:
7
*Another vacation rental unit is on-site and other travelers may be present during your stay* Explore the charming town ...
Click For Pricing
Expedia
From $277 per night (USD)
VRBO
Easy Access to Beaches: Vineyard Haven House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sunny Interiors w/ Large Windows | Walk to Shops, Restaurants & Ferry Terminal Plan an escape to Martha’s Vineyard and ...
From $277 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Cozy Vineyard Haven Cottage < 1 Mi to Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your next summer trip to Martha’s Vineyard starts at this vacation rental in Vineyard Haven! This 1-bedroom, 1-bathroom ...
From $274 per night (USD)
VRBO
Click For Pricing
VRBO
Newly renovated, 4 bedroom, central location, Immaculate, bright Family Retreat!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Newly Renovated Family Retreat! New kitchen, granite, large kitchen island, open floor plan with a large family dining r ...
Click For Pricing
VRBO
From $1605 per night (USD)
Expedia
Family Beach House With Amazing Views!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our family treasure is newly renovated (2017) with an open kitchen/ living area and has 3 bedrooms...2 bathrooms... and ...
From $1605 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Bright condo w Pool, walking distance to town!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio condo in a small association walking distance to Vineyard Haven. Communal pool on site. Ten minute walk to ferri ...
From $224 per night (USD)
VRBO
From $1148 per night (USD)
Expedia
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Experience the magic of Martha's Vineyard in this newly renovated 3 bed, 3 bath retreat! The first floor features an ope ...
From $1148 per night (USD)
Expedia
From $2842 per night (USD)
VRBO
9 Bedroom Home with Hot Tub, AC, Walk to Town!
Bedrooms:
6
Bathrooms:
9
Sleeps:
15
This spacious property has a main house and a guest house with separate kitchens (perfect for multiple couples/parties! ...
From $2842 per night (USD)
VRBO
From $782 per night (USD)
VRBO
Mitchell Manor MV
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Fully Renovated Three bedroom, two full bath home within walking distance to shops and minutes from the ferry. Home loc ...
From $782 per night (USD)
VRBO
From $949 per night (USD)
VRBO
Beautiful, sunny historic home, walk from VH ferry!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Beautiful, sunny and inviting home just a five minute walk from Vineyard Haven town center and ferry terminal. Only a sh ...
From $949 per night (USD)
VRBO
From $1750 per night (USD)
Expedia
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Martha's Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1750 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Brand new! Lovely apartment-Vineyard Haven
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a gorgeous brand new apartment, only a 15 minute walk from downtown Vineyard Haven and beaches. Beautiful decor ...
From $441 per night (USD)
VRBO
From $1024 per night (USD)
VRBO
3 bedroom home in Edgartown, steps from bike path and island bus.
Bedrooms:
3
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 $1024 per night (USD)
VRBO
From $499 per night (USD)
VRBO
Steps to the beach - Vineyard Summer home
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This charming summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the b ...
From $499 per night (USD)
VRBO
From $1746 per night (USD)
VRBO
Modern & Spacious Edgartown Home with Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or ...
From $1746 per night (USD)
VRBO
From $1499 per night (USD)
VRBO
Family Friendly Quiet Neighborhood Heated In-ground Pool SUNDAY CHECKIN
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Cape style home with heated in ground pool located only a 4 minute walk to Sengekontacket Pond where you can kayak or pa ...
From $1499 per night (USD)
VRBO
From $1335 per night (USD)
VRBO
In Town Historic Captain's house
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
An elegant historic Captain’s house 2 blocks to downtown, the ferry, town pier and beach, and restaurants. An expansive ...
From $1335 per night (USD)
VRBO
$A View Fit for Royalty!\nTop Compliments: so clean! fab hot tub! best view!$
From $553 per night (USD)
VRBO
A View Fit for Royalty!\nTop Compliments: so clean! fab hot tub! best view!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
The reviews say it all. We are a 5-star property because we surprise and delight our renters with not only a great hom ...
From $553 per night (USD)
VRBO
From $935 per night (USD)
Expedia
NEW! Edgartown 3 BR 2 Bath Newly Remodeled Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Completely renovated home located less than 3 miles from the Edgartown center and conveniently located near bike path a ...
From $935 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Walk to Town & Water from your PERFECT SUMMER COTTAGE
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
JULY AND AUGUST: turnover day is Monday ----------------------------- We'd love to welcome you into our lovely 500 sq. f ...
From $286 per night (USD)
VRBO
From $554 per night (USD)
VRBO
Modern Edgartown home central to MV town centers and beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked away off Edgartown/Vineyard Haven Road, this lovely vacation home is conveniently located and central to Edgartow ...
From $554 per night (USD)
VRBO
From $467 per night (USD)
VRBO
In-Town Classic Cape
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
POINT B EXCLUSIVE - This In-Town Classic Cape has just been renovated and reimagined throughout with new Kitchen and Bat ...
From $467 per night (USD)
VRBO
From $1823 per night (USD)
VRBO
Beautiful Newly Constructed Home Walking Distance from Downtown Vineyard Haven
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Welcome to this beautiful newly constructed home, conveniently located within walking distance from the Steamship Author ...
From $1823 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Vineyard Haven Guest Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Classic Vineyard Haven cottage, in the heart of the village, just a few blocks from the ferry. We love this cottage for ...
From $449 per night (USD)
VRBO
From $689 per night (USD)
Expedia
Vineyard Haven Oasis Centrally Located To Island Attractions!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Vineyard Haven Oasis is fully equipped. It’s Centrally Located to Downtown Vineyard Haven, Island attractions, res ...
From $689 per night (USD)
Expedia
From $982 per night (USD)
VRBO
Brand New Home in Vineyard Haven - Perfect Family Home Centrally Located on MV!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This BRAND NEW, recently built 4-bedroom, 3-bathroom home offers the perfect blend of comfort and convenience, situated ...
From $982 per night (USD)
VRBO

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Oak Bluffs Rentals

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Results: 561 Rentals