Oak Bluffs Properties For Rent by Martha's Vineyard

June, July & the biggest month of the summer August 2025 !

From $18,000/Wk

9BD 3.5BA in In-Town Oak Bluffs For Rent #1433

Oak Bluffs | ID: 1433

9 | 3 | Sleeps: 18

Beautiful Victorian 9 Bedroom 3.5 baths rental home In-Town

$18,000-32,000/Wk

Great weeks of summer, going fast! June 13th, June 20th and August 24th 2025

From $4,500/Wk

3BD 1.5 BA Oak Bluffs Victorian Cottage For Rent

Oak Bluffs | ID: 1425

3 | 1 | Sleeps: 6

Historical Victorian Cottage For Rent

$4,500-6,500/Wk

From $7,000/Wk

5BD 3.5BA in For Rent #1406

Oak Bluffs | ID: 1406

5 | 3 | Sleeps: 10

Lovely Victorian 5 Bedroom 3.5 Bath on Ocean Park

$7,000-14,000/Wk

Great weeks in June and July 2025!

From $7,000/Wk

4BD 3.0BA Oak Bluffs For Rent #1430

Oak Bluffs | ID: 1430

4 | 3 | Sleeps: 8

4 Bedroom, 3 Full Baths

$7,000-12,500/Wk

From $14,000/Wk

Luxury Contemporary Vacation 4BR Home with a...

Oak Bluffs | ID: 1358

4 | 6 | Sleeps: 8

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$14,000-34,000/Wk

From $17,000/Wk

Luxury 4BR Home in Oak Bluffs #1354

Oak Bluffs | ID: 1354

4 | 3 | Sleeps: 8

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$17,000-23,100/Wk

From $6,800/Wk

Restored 3 BR Cottage in Oak Bluffs minutes...

Oak Bluffs | ID: 1360

3 | 2 | Sleeps: 8

3 Bedroom house for rent in Oak Bluffs, sleeps 8

$6,800-9,500/Wk

From $15,000/Wk

Luxury 5 BR House w heated saltwater pool in...

Oak Bluffs | ID: 1356

5 | 5 | Sleeps: 10

5 Bedroom house for rent in Oak Bluffs, sleeps 10

$15,000-30,000/Wk

From $7,500/Wk

Beautiful newly built Cape Style 3BR Home in...

Oak Bluffs | ID: 1359

3 | 3 | Sleeps: 6

3 Bedroom house in Oak Bluffs, sleeps 6

$7,500-9,500/Wk

From $5,000/Wk

Vineyard style 3 BR cottage in Oak Bluffs with...

Oak Bluffs | ID: 1357

3 | 2 | Sleeps: 6

3 Bedroom house for rent in Oak Bluffs, sleeps 5

$5,000-10,750/Wk

From $4,000/Wk

Victorian 4 BR House in Oak Bluffs #1353

Oak Bluffs | ID: 1353

4 | 3 | Sleeps: 10

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$4,000-8,000/Wk

From $3,550/Wk

3 BD Home walking distance to Sengekontacket...

Oak Bluffs | ID: 1321

3 | 1 | Sleeps: 5

3 Bedroom house for rent in Oak Bluffs, sleeps 5

$3,550-3,550/Wk

From $4,800/Wk

4 BR House in Oak Bluffs #1347

Oak Bluffs | ID: 1347

4 | 2 | Sleeps: 8

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$4,800-6,200/Wk

From $7,500/Wk

6 BR House in Oak Bluffs #1346

Oak Bluffs | ID: 1346

6 | 2 | Sleeps: 12

6 Bedroom house for rent in Oak Bluffs, sleeps 11

$7,500-16,500/Wk

From $7,500/Wk

4 BR House in Oak Bluffs #1036

Oak Bluffs | ID: 1036

4 | 2 | Sleeps: 8

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$7,500-9,500/Wk

From $5,500/Wk

Charming 19th century victorian 4BR cottage in...

Oak Bluffs | ID: 1178

4 | 2 | Sleeps: 8

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$5,500-6,000/Wk

From $9,900/Wk

6 BR House in Oak Bluffs #1344

Oak Bluffs | ID: 1344

6 | 3 | Sleeps: 10

6 Bedroom house for rent in Oak Bluffs, sleeps 10

$9,900-20,900/Wk

From $5,000/Wk

Incredible 3 Story Victorian 6 BR House in Oak...

Oak Bluffs | ID: 1338

6 | 2 | Sleeps: 12

6 Bedroom house for rent in Oak Bluffs, sleeps 11

$5,000-13,250/Wk

From $8,750/Wk

5 BR totally renovated Victorian Beach Cottage...

Oak Bluffs | ID: 1348

5 | 2 | Sleeps: 10

5 Bedroom house for rent in Oak Bluffs, sleeps 10

$8,750-12,750/Wk

From $16,100/Wk

7 BR House in Oak Bluffs #1041

Oak Bluffs | ID: 1041

7 | 4 | Sleeps: 14

7 Bedroom house for rent in Oak Bluffs, sleeps 14 perfect location in town.

$16,100-22,000/Wk

From $8,000/Wk

Renovated 5 BD Oak Bluffs Victorian House Steps...

Oak Bluffs | ID: 1199

5 | 3 | Sleeps: 10

5 Bedroom house for rent in Oak Bluffs, sleeps 10

$8,000-16,500/Wk

From $6,200/Wk

Timeless Victorian 5 BR House located in the...

Oak Bluffs > East Chop | ID: 1341

5 | 4 | Sleeps: 12

5 Bedroom house for rent in Oak Bluffs, sleeps 12

$6,200-16,500/Wk

From $5,800/Wk

3 BR Newly build House just steps away from the...

Oak Bluffs | ID: 1322

4 | 2 | Sleeps: 11

3 Bedroom house for rent in Oak Bluffs

$5,800-7,000/Wk

From $9,000/Wk

Luxury Waterfront 4 BD Oak Bluffs Beach Rental...

Oak Bluffs | ID: 1004

4 | 2 | Sleeps: 8

4 Bedroom house for rent in Oak Bluffs, sleeps 8

$9,000-11,000/Wk

From $7,500/Wk

Blue Whale 4 BD Oak Bluffs East Chop Stunning...

Oak Bluffs > East Chop | ID: 1235

4 | 3 | Sleeps: 8

Beautiful rental home in East Chop overlooking Crystal Lake and the Vineyard Sound.

$7,500-10,500/Wk

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