Vineyard Haven

Tisbury, also known by its Village name Vineyard Haven, has a rich and deep maritime tradition and was once one of early New England's busiest ports. Today, you can saunter through art galleries, visit a variety of shops and restaurants, and swing by the famous Bunch of Grapes Bookstore, a favorite shopping spot for Barack and Michelle Obama and dozens of writers who hope for one of the summer signing spots at the store. If the history and culture of the island are of interest, MV Museum’s new campus is perched overlooking the Lagoon and is well worth a visit – the exhibits and events are ever changing throughout the summer. Vineyard Haven harbor is a working harbor with ship building and repair carried on in several waterfront buildings. A fun place to watch the activity is from the popular Black Dog Tavern adjacent to the ferry terminal. There are several small public beaches in Tisbury – whichever you choose, the views are always active, and the parking is limited so arrive early.



Properties Available 68 properties available
BR1 Queen En Suite with Tub Shower Combo, Second FloorBR2 Queen with Half Bath, Second FloorHall Bath / Laundry with Shower Stall, First FloorDetached Studio: BR3 Queen En Suite with Half Bath, First Floor
Vineyard Haven
$14,360.00 - $16,280.00 / per week
Beds 3 beds
Baths 2 Full, 2 Half Bath
Sleeps 6 sleeps
Vineyard Haven 972
This beautifully furnished two bedroom two and a half bath West Chop home is elegant, sophisticated and pristine with wonderful artwork throughout. A ... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $14360 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 $14360 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $14840 5
6 7 8 9 10 11 $14840 12
13 14 15 16 17 18 $14840 19
20 21 22 23 24 25 $14840 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 $14840 2
3 4 5 6 7 8 $16280 9
10 11 12 13 14 15 $16280 16
17 18 19 20 21 22 $16280 23
24 25 26 27 28 29 $16280 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 Queen, First FloorBR2 (2) Twin Beds, First FloorHall Bath with Tub Shower Combo, First FloorBR3 Queen, Open LoftHall Bath with Shower Stall, Loft
Vineyard Haven
$2,200.00 - $2,300.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 4 sleeps
Vineyard Haven 908
Wonderful cottage located in Vineyard Haven. This three-bedroom home offers an open floor plan for the kitchen, living and dining areas and opens up ... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 $2200 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 $2300 19
20 21 22 23 24 25 $2300 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 King En Suite with Shower Stall, First FloorBR2 Queen En Suite with Shower Stall, Second FloorBR3 Queen, First FloorHall Bath with Shower Tub Combo, First FloorBR4 Queen, Second FloorHall Bath with Shower Stall, Second FloorBR5 (2) Twin Bunk Beds, Second Floor
Vineyard Haven
$7,000.00 - $8,500.00 / per week
Beds 5 beds
Baths 4 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1244
Vineyard Haven's Historic District is host to the 1805 Edmund Crowell House. This 5-bedroom home overlooks Vineyard Haven harbor, just steps from the... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $7500 7
8 9 10 11 12 13 $7500 14
15 16 17 18 19 20 $7500 21
22 23 24 25 26 27 $7500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $8500 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 $8500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 Queen En Suite with Shower Stall and Tub, First FloorBR2 Queen En Suite with Shower Tub Combo, Second FloorBR3 Queen with Half Bath, Second FloorBR4 Double & Twin Bed En Suite with Shower Tub Combo, Second FloorBR5 Double & Twin Bed En Suite with Shower Tub Combo, Second FloorHall Bath with Shower Tub Combo, Lower LevelPowder Room, First FloorL
Vineyard Haven
$6,000.00 - $11,000.00 / per week
Beds 5 beds
Baths 5 Full, 2 Half Bath
Sleeps 8 sleeps
Vineyard Haven 906
Contemporary design with comfort, style, and vineyard living. This spacious 5-bedroom home features 5 full baths and 2 half baths, making it ideal for... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $6900 7
8 9 10 11 12 13 $6900 14
15 16 17 18 19 20 21
22 23 24 25 26 27 $8500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $7800 5
6 7 8 9 10 11 $7800 12
13 14 15 16 17 18 $7800 19
20 21 22 23 24 25 $9500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $9000 23
24 25 26 27 28 29 $9000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 Queen en suite shower stall, 1st floorBR2 King en suite shower stall, 2nd floorBR3 Queen, 2nd floorBR4 Double and Twin bed, 2nd floorHall bath tub/shower, 2nd floorHalf bath, 1st floorLaundry, 2nd floor hallway
Vineyard Haven
$6,500.00 - $9,300.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1232
A historic home perfectly situated in the midst of downtown Vineyard Haven - where great shopping and restaurants abound! This four bedroom home maint... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $7500 7
8 9 10 11 12 13 $7500 14
15 16 17 18 19 20 21
22 23 24 25 26 27 $7900 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $7900 5
6 7 8 9 10 11 $7900 12
13 14 15 16 17 18 $6500 19
20 21 22 23 24 25 $6500 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $8500 23
24 25 26 27 28 29 $8500 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 (2)Double beds, 1st floorHall bath with shower stall, 1st floorBR2 King en suite with separate tub and shower, 2nd floorBR3 Queen, 2nd floorHall bath with shower stall, 2nd floorLaundry facilities, 2nd floor
Vineyard Haven
$2,600.00 - $3,200.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Rating 4.3 (3)
Vineyard Haven 916
Lovely open floor plan condo in Tashmoo Cove with central air conditioning, stainless steel appliances, granite counter-tops throughout. Laundry facil... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $3000 7
8 9 10 11 12 13 $3000 14
15 16 17 18 19 20 $3000 21
22 23 24 25 26 27 $3200 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $3200 23
24 25 26 27 28 29 $3000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 Double, 1st floorHall bath shower stall, 1st floorBR2 King en suite separate tub and shower stall, 2nd floorBR3 Queen, 2nd floorBR4 (2)Twin beds, 2nd floorHall bath tub/shower, 2nd floor
Vineyard Haven
$5,000.00 - $7,000.00 / per week
Beds 4 beds
Baths 3 Full Bath
Sleeps 8 sleeps
Vineyard Haven 1249
Experience the perfect blend of comfort and convenience in this stunning colonial home, boasting four spacious bedrooms including a first floor bedroo... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $5000 7
8 9 10 11 12 13 $5000 14
15 16 17 18 19 20 $5000 21
22 23 24 25 26 27 $6500 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $6500 5
6 7 8 9 10 11 $6500 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 $5000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR 1 - Queen bed, ensuite. BR 2 - Queen bed, ensuite. BR 3 - Queen Murphy bed, ensuite, Detached Guest House
Vineyard Haven
$13,225.00 - $16,000.00 / per week
Beds 3 beds
Baths 3 Full Bath
Sleeps 6 sleeps
Vineyard Haven 1281
Breathtaking! Everything about this property is simply breathtaking. As you meander down the tree lined country lane, you can feel you are heading for... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $16000 5
6 7 8 9 10 11 $16000 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 King En Suite with Tub & Shower Stall, Second FloorBR2 Queen, Second FloorHall Bath with Tub Shower Combo, Second FloorBR3 Double, Second FloorBR4 (2) Double Beds En Suite with Shower Stall, Second FloorBR5 (2) Twin Beds, Second FloorPowder Room, First FloorLaundry, First Floor
Vineyard Haven
$7,000.00 - $12,000.00 / per week
Beds 5 beds
Baths 3 Full, 1 Half Bath
Sleeps 10 sleeps
Rating 5 (2)
Vineyard Haven 901
With a sprawling front lawn and salt water pool, this well-appointed five bedroom home has plenty of room for friends and family alike. Renovated and ... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $7000 7
8 9 10 11 12 13 $7000 14
15 16 17 18 19 20 $7000 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 $11000 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 Bunk Bed with full on bottom, single on top 1st floor, en suite bathroom of showerBR2 Queen and twin bed 2nd floorBR3 Queen 2nd floor, flat screen TV, hall bath of separate tub and shower
Vineyard Haven
$3,500.00 - $4,500.00 / per week
Beds 3 beds
Baths 2 Full Bath
Sleeps 7 sleeps
Vineyard Haven 903
Totally renovated cottage in a quiet Vineyard Haven neighborhood with a nice, back deck overlooking the large sloping yard. Inside you will find all n... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $3500 7
8 9 10 11 12 13 $3500 14
15 16 17 18 19 20 $3500 21
22 23 24 25 26 27 $4000 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 $4000 5
6 7 8 9 10 11 $4000 12
13 14 15 16 17 18 $4000 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 $4000 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR1 King en suite tub/shower, 1st floorBR2 Queen, 2nd floorBR3 (2)Twin trundle beds, 2nd floorHall bath with tub/shower, 2nd floorBR4 Queen, lower levelHall bath tub/shower, lower level
Vineyard Haven
$6,594.00 - $9,850.00 / per week
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps 8 sleeps
Vineyard Haven 1267
This gorgeous, four bedroom custom-built home has impeccable details and stunning woodwork through-out. The multi-level contemporary style home was bu... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 $6594 7
8 9 10 11 12 13 $6594 14
15 16 17 18 19 20 $7090 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 $8848 23
24 25 26 27 28 29 $8393 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

BR 1- Queen, main floor, hall bath BR 2- Queen, main floor, hall bathBR 3 - King, second floor, hall bathBR 4 - Set of bunk beds with trundle, second floor, hall bath, second floor
Vineyard Haven
$5,000.00 - $6,000.00 / per week
Beds 4 beds
Baths 2 Full Bath
Sleeps 8 sleeps
Rating 5 (2)
Vineyard Haven 920
A lovely and tastefully curated rental house on 7+ private acres in Makonikey! This area is known for its beaches and peaceful atmosphere. Having acce... Read More
June 2025
Su Mo Tu We Th Fr Sa
1 2 3 4 5 6 7
8 9 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
29 30          
July 2025
Su Mo Tu We Th Fr Sa
    1 2 3 4 5
6 7 8 9 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31    
August 2025
Su Mo Tu We Th Fr Sa
          1 2
3 4 5 6 7 8 9
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24 25 26 27 28 29 30
31            
Prev
Next
Available
Unavailable
Check-In
Check-Out

Tell us what you're looking for and someone will contact you with available options.

I agree