Houses for Rent in Oak Bluffs, MA

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ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Ed

$20,000/mo

Fees may apply

3 beds3 baths sq ft

40 Hidden Cove Rd Unit 5 Ob537, Edgartown, MA 02539

Parking • Patio/Balcony

ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS IS A SUMMER RENTAL ONLY. EAST CHOP LOCATION!! Located across from the historic Baptist Temple Town Park. This charming 1885 Victorian cottage is original to days gone by and a significant part

$21,000/mo

Fees may apply

6 beds2 baths1,700 sq ft

12 John Wesley Ave Unit Ob519, Vineyard Haven, MA 02568

Parking • Somewhat walkable

ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $18,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This is a beautiful waterfront home with a pool on the Lagoon. Enter thr

$64,000/mo

Fees may apply

4 beds4.5 baths3,600 sq ft

385 Barnes Rd Unit Ob534, Vineyard Haven, MA 02568

Parking • Car-dependent

ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up

$20,000/mo

Fees may apply

4 beds2 baths1,920 sq ft

291 Barnes Rd Unit Ob516, Oak Bluffs, MA 02557

Parking • Car-dependent • Patio/Balcony

ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well

$14,200/mo

Fees may apply

3 beds2 baths1,500 sq ft

59 Prospect Ave Unit Ob502, Vineyard Haven, MA 02568

Parking • Car-dependent

ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Wonderful, fully redecorated Gingerbread house on East Chop, just minutes

$24,000/mo

Fees may apply

3 beds2 baths1,257 sq ft

5 Laurel Ave Unit Ob532, Vineyard Haven, MA 02568

Parking • Somewhat walkable

Property at 14 Pulpit Rock Rd Unit Ob501, Oak Bluffs, MA, 02557, 4 beds, 3 baths, [object Object]

$13,000/mo

4 beds3 baths2,500 sq ft

14 Pulpit Rock Rd Unit Ob501, Oak Bluffs, MA 02557

Property at 55 Samoset Ave Unit 1, Vineyard Haven, MA, 02568, 5 beds, 3 baths, [object Object]

$20,000/mo

5 beds3 baths2,352 sq ft

55 Samoset Ave Unit 1, Vineyard Haven, MA 02568

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ABOUT THIS HOME
House for Rent in Oak Bluffs:
3 bedroom home availible from November 1 2025 until April 30 2026. $2800! plus electric bill and internet. great location easy walk to town.. first last and security deposit. Dogs are comsidered w

$2,800/mo

Fees may apply

3 beds1.5 baths1,320 sq ft

74 Pine St, Edgartown, MA 02539

Dogs welcome • Laundry in unit • A/C

ABOUT THIS HOME
House for Rent in Oak Bluffs:
**SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Ed

$11,000/mo

Fees may apply

4 beds2 baths1,750 sq ft

29 Mercier Way, Edgartown, MA 02539

Parking • A/C • Car-dependent

ABOUT THIS HOME
House for Rent in Oak Bluffs:
Woods Hole furnished rental. This modern home was built in 2024 with attention to detail & high-end finishes. Enjoy the proximity to Woods Hole Village offering world class restaurants, artisan shoppi

$20,000/mo

Fees may apply

3 beds4 baths1,924 sq ft

33 Fern Ln, Falmouth, MA 02543

Pets welcome • Laundry in unit • Parking

ABOUT THIS HOME
House for Rent in Oak Bluffs:
THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Island

$6,000/mo

Fees may apply

4 beds2.5 baths2,000 sq ft

33 Kennebago Ave, Vineyard Haven, MA 02568

Parking • Car-dependent

ABOUT THIS HOME
House for Rent in Oak Bluffs:
**SUMMER RENTAL ONLY** RATE IS WEEKLY** Enjoy the serenity of a four bedroom, two full bathroom peaceful oasis complete with private in-ground pool. Close to lively dining and boutiques of downtown Vi

$9,500/mo

Fees may apply

4 beds2 baths1,579 sq ft

155 Skiff Ave, Vineyard Haven, MA 02568

Parking • A/C • Somewhat walkable

ABOUT THIS HOME
House for Rent in Oak Bluffs:
** SUMMER WEEKLY RATE ** Private and luxurious BRAND NEW contemporary chic 5 BED 5.5 BATH home perfectly situated close to downtown Vineyard Haven yet set amongst a rural and peaceful WEST CHOP adjace

$13,500/mo

Fees may apply

5 beds5.5 baths3,000 sq ft

14 Bernard Cir, Vineyard Haven, MA 02568

Parking • Car-dependent • Fitness Center

Property at 19 Morse St Unit Ed333, Edgartown, MA, 02539, 5 beds, 5 baths, [object Object]

$19,000/mo

5 beds5 baths3,137 sq ft

19 Morse St Unit Ed333, Edgartown, MA 02539

Property at 223 Sandpiper Ln Unit Vh405, Vineyard Haven, MA, 02568, 3 beds, 2 baths, [object Object]

$12,000/mo

3 beds2 baths1,750 sq ft

223 Sandpiper Ln Unit Vh405, Vineyard Haven, MA 02568

Property at 64 Bartimus Luce Rd Unit Wt125, Vineyard Haven, MA, 02568, 2 beds, 2 baths, [object Object]

$13,600/mo

2 beds2 baths792 sq ft

64 Bartimus Luce Rd Unit Wt125, Vineyard Haven, MA 02568

Contact for Price

5 beds4 baths4,500 sq ft

60 Witchwood Ln Unit Ed317, Edgartown, MA 02539

Property at 71 Bartimus Luce Rd Unit Wt154, Vineyard Haven, MA, 02568, 3 beds, 2.5 baths, [object Object]

$18,000/mo

3 beds2.5 baths— sq ft

71 Bartimus Luce Rd Unit Wt154, Vineyard Haven, MA 02568

Property at 10 James Pond Way Unit Wt133, Vineyard Haven, MA, 02568, 1 bed, 1 bath, [object Object]

$8,000/mo

1 bed1 bath936 sq ft

10 James Pond Way Unit Wt133, Vineyard Haven, MA 02568

Property at 21 Leona Ln Unit Wt115, Vineyard Haven, MA, 02568, 3 beds, 1.5 baths, [object Object]

$10,000/mo

3 beds1.5 baths1,500 sq ft

21 Leona Ln Unit Wt115, Vineyard Haven, MA 02568

Property at 16 Major's Cove Ln Unit Ed353, Edgartown, MA, 02539, 3 beds, 2 baths, [object Object]

$6,000/mo

3 beds2 baths2,213 sq ft

16 Major's Cove Ln Unit Ed353, Edgartown, MA 02539

Property at 17 Umbagog Ave Unit Wt109, Vineyard Haven, MA, 02568, 6 beds, 2.5 baths, [object Object]

$19,000/mo

6 beds2.5 baths2,155 sq ft

17 Umbagog Ave Unit Wt109, Vineyard Haven, MA 02568

Property at 41 Oak Ln Unit Wt147, Vineyard Haven, MA, 02568, 4 beds, 2.5 baths, [object Object]

$3,000/mo

4 beds2.5 baths2,703 sq ft

41 Oak Ln Unit Wt147, Vineyard Haven, MA 02568

Property at 17 Otis Bassett Rd Unit Wt152, Vineyard Haven, MA, 02568, 4 beds, 3.5 baths, [object Object]

$38,000/mo

4 beds3.5 baths3,000 sq ft

17 Otis Bassett Rd Unit Wt152, Vineyard Haven, MA 02568

Property at 4 Windy Way Unit Wt143, Vineyard Haven, MA, 02568, 4 beds, 3.5 baths, [object Object]

$18,500/mo

4 beds3.5 baths1,714 sq ft

4 Windy Way Unit Wt143, Vineyard Haven, MA 02568

Property at 21 William St Unit Vh430, Vineyard Haven, MA, 02568, 3 beds, 2.5 baths, [object Object]

$18,840/mo

3 beds2.5 baths— sq ft

21 William St Unit Vh430, Vineyard Haven, MA 02568

Property at 175 Meeting House Way Unit Ed321, Edgartown, MA, 02539, 4 beds, 2 baths, [object Object]

$14,000/mo

4 beds2 baths1,505 sq ft

175 Meeting House Way Unit Ed321, Edgartown, MA 02539

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