Luxury Vacation Rentals

Luxury Vacation Rentals

Indulge in the lap of luxury with our Martha's Vineyard vacation rentals. Experience opulent amenities, exquisite designs, and top-tier comfort during your getaway. Elevate your vacation with our exclusive selection.

Oak Bluffs Victorian less than block from Beach

Oak Bluffs Victorian less than block from Beach

8 guests·5 beds·2 baths

$5,500 week

Oak Bluffs Near Lagoon

Oak Bluffs Near Lagoon

6 guests·3 beds·2 baths

$4,300 week

103 School Street

103 School Street

14 guests·6 beds·5 baths

$4,200 week

64 Saddle Club Road

64 Saddle Club Road

6 guests·3 beds·2.5 baths

$3,850 week

11 Town Lot Road

11 Town Lot Road

6 guests·3 beds·2 baths

$5,000 week

34 Pilgrim Road

34 Pilgrim Road

8 guests·3 beds·2 baths

$4,900 week

9 Pip'n Road

9 Pip'n Road

9 guests·4 beds·2 baths

$2,650 week

2 Narraganssett Ave.

2 Narraganssett Ave.

22 guests·9 beds·4 baths

$15,150 week

4 Steven-John

4 Steven-John

12 guests·5 beds·4.5 baths

$12,750 week

6 Mariner Circle, Edgartown

6 Mariner Circle, Edgartown

8 guests·4 beds·3 baths

$7,650 week

Lower Makonikey with Beach Access

Lower Makonikey with Beach Access

8 guests·4 beds·4 baths

$6,050 week

House on 19 Ocean Avenue in Oak Bluffs

House on 19 Ocean Avenue in Oak Bluffs

13 guests·7 beds·3 baths

$12,250 week

Renovated Bayes Hill Home with Pool

Renovated Bayes Hill Home with Pool

8 guests·4 beds·2 baths

$14,500 week

House on 2 Bold Meadow in Edgartown

House on 2 Bold Meadow in Edgartown

4 guests·2 beds·2 baths

$7,350 week

9 Katama Farm South - Main House+Guest House

9 Katama Farm South - Main House+Guest House

14 guests·6 beds·6.5 baths

$39,250 week

27 Schoolhouse Rd

27 Schoolhouse Rd

8 guests·3 beds·2 baths

$5,000 week

14 Quammox Rd

14 Quammox Rd

6 guests·3 beds·1 bath

$4,250 week

4 Caleb Pond Lane - "Rudder"

4 Caleb Pond Lane - "Rudder"

4 guests·2 beds·1 bath

$3,700 week

17 High Meadow Lane

17 High Meadow Lane

8 guests·4 beds·4.5 baths

$7,000 week

Oak Bluffs Close to Town

Oak Bluffs Close to Town

6 guests·3 beds·2 baths

$3,400 week

86 Washington Ave

86 Washington Ave

5 guests·2 beds·2 baths

$2,800 week

Sun Filled Waterfront Home with Pond View

Sun Filled Waterfront Home with Pond View

8 guests·4 beds·2 baths

$5,550 week

6 Trails End

6 Trails End

8 guests·4 beds·3 baths

$8,750 week

MVCMA Campground cottage walk to beach

MVCMA Campground cottage walk to beach

8 guests·4 beds·2 baths

$4,300 week

Renovated Victorian steps from Inkwell with a/c

Renovated Victorian steps from Inkwell with a/c

8 guests·4 beds·2 baths

$5,600 week

3 Laura's Way

3 Laura's Way

9 guests·4 beds·2 baths

$4,550 week

Stand Along Condo with Pool and A/C

Stand Along Condo with Pool and A/C

2 guests·1 bed·1 bath

$2,600 week

Newly Renovated Top to Bottom Meadow View Farms

Newly Renovated Top to Bottom Meadow View Farms

8 guests·4 beds·3 baths

$9,650 week

Updated Salt Box Close to Town

Updated Salt Box Close to Town

6 guests·3 beds·2 baths

$3,900 week

2 Schoolhouse Rd

2 Schoolhouse Rd

8 guests·3 beds·2 baths

$4,800 week

House on 10 Katama Drive in Edgartown

House on 10 Katama Drive in Edgartown

4 guests·2 beds·1 bath

$3,250 week

3 Coral Ave

3 Coral Ave

6 guests·3 beds·2.5 baths

$3,100 week

37 Stoney Hill Lane

37 Stoney Hill Lane

5 guests·2 beds·1 bath

$3,850 week

4 Essex Court

4 Essex Court

6 guests·3 beds·2 baths

$3,850 week

House on 12 Samoset in Oak Bluffs

House on 12 Samoset in Oak Bluffs

8 guests·4 beds·1 bath

$4,700 week

7 Angevin Lane

7 Angevin Lane

6 guests·3 beds·2 baths

$5,800 week

Newly Renovated Top to Bottom for Summer 2023

Newly Renovated Top to Bottom for Summer 2023

8 guests·4 beds·2 baths

$6,150 week

House on 15 Pequot in Oak Bluffs

House on 15 Pequot in Oak Bluffs

10 guests·5 beds·3 baths

$7,000 week

Endless Summer in East Chop

Endless Summer in East Chop

8 guests·3 beds·2 baths

$4,900 week

61 Edgartown Meadows Rd

61 Edgartown Meadows Rd

10 guests·4 beds·4.5 baths

$22,500 week

175 Meetinghouse Way

175 Meetinghouse Way

8 guests·4 beds·2 baths

$4,550 week

12A Chasin Road

12A Chasin Road

4 guests·2 beds·2 baths

$4,500 week

15 Pinehurst ( REAR )

15 Pinehurst ( REAR )

6 guests·3 beds·3 baths

$5,200 week

28 Pequot Ave.

28 Pequot Ave.

10 guests·5 beds·2.5 baths

$9,400 week

709 Old County Road

709 Old County Road

8 guests·4 beds·2.5 baths

$4,500 week

5 Angevin Lane

5 Angevin Lane

4 guests·2 beds·2 baths

$5,600 week

Seaside Cottage near Inklwell

Seaside Cottage near Inklwell

2 guests·1 bed·1 bath

$3,200 week

Private lagoon beach

Private lagoon beach

7 guests·3 beds·2 baths

$4,000 week

6B Caleb Pond Lane-Mizzen

6B Caleb Pond Lane-Mizzen

4 guests·2 beds·1 bath

$3,400 week

380 Seaview Ave

380 Seaview Ave

12 guests·5 beds·4 baths

$9,000 week

Summer Tradewinds

Summer Tradewinds

10 guests·5 beds·3 baths

$6,900 week

Oak Bluffs/Niantic Park

Oak Bluffs/Niantic Park

8 guests·4 beds·2 baths

$6,650 week

50 Edgartown Bay Rd.

50 Edgartown Bay Rd.

12 guests·4 beds·3 baths

$27,000 week

12 Chickawaukee Street

12 Chickawaukee Street

4 guests·2 beds·1.5 baths

$2,500 week

26 Bridle Path Road

26 Bridle Path Road

8 guests·3 beds·3.5 baths

$5,900 week

5 Willow Run

5 Willow Run

10 guests·5 beds·3.5 baths

$6,300 week

House on 35 West Farm Road in West Tisbury

House on 35 West Farm Road in West Tisbury

8 guests·3 beds·2 baths

$3,250 week

3 Bedroom Campground Cottage

3 Bedroom Campground Cottage

6 guests·3 beds·2 baths

$3,500 week

Renovated Victorian Cottage with a/c

Renovated Victorian Cottage with a/c

6 guests·3 beds·2 baths

$6,400 week

Ocean Park Home with Water view 7 bedrooms

Ocean Park Home with Water view 7 bedrooms

14 guests·7 beds·4 baths

$13,150 week

7-A Katama Farm South

7-A Katama Farm South

8 guests·4 beds·2 baths

$6,200 week

36 Park Ave

36 Park Ave

5 guests·3 beds·1 bath

$3,850 week

80 Bellevue Ave VH

80 Bellevue Ave VH

8 guests·3 beds·2.5 baths

$8,650 week

10 Mayfield Way

10 Mayfield Way

14 guests·5 beds·4.5 baths

$13,650 week

50 Pondview Dr

50 Pondview Dr

6 guests·3 beds·2.5 baths

$6,100 week

26 Inca Road

26 Inca Road

8 guests·4 beds·3 baths

$8,800 week

Charming Farmhouse with Central A/C Close to Town

Charming Farmhouse with Central A/C Close to Town

8 guests·3 beds·3 baths

$4,050 week

189 Boulevard

189 Boulevard

6 guests·2 beds·2 baths

$13,200 week

23 Pierce Lane

23 Pierce Lane

9 guests·3 beds·2.5 baths

$8,300 week

17 Edgartown Bay Road

17 Edgartown Bay Road

10 guests·6 beds·4.5 baths

$12,250 week

53A Ocean Avenue

53A Ocean Avenue

14 guests·7 beds·4 baths

$21,000 week

Nashawena Park Steps from Inkwell Beach

Nashawena Park Steps from Inkwell Beach

8 guests·4 beds·2 baths

$6,800 week

House on 27 Ocean Avenue in Oak Bluffs

House on 27 Ocean Avenue in Oak Bluffs

10 guests·6 beds·3 baths

$14,650 week

41 Smith Hollow

41 Smith Hollow

10 guests·4 beds·3.5 baths

$6,550 week

12 Chasin Rd

12 Chasin Rd

18 guests·10 beds·5.5 baths

$16,000 week

East Chop Cottage

East Chop Cottage

7 guests·3 beds·2 baths

$3,500 week

16 Zoll Rd.

16 Zoll Rd.

6 guests·3 beds·2 baths

$4,200 week

Contemporary Cape with open floor plan

Contemporary Cape with open floor plan

5 guests·2 beds·2 baths

$2,800 week

Classic Vineyard home with Guest House

Classic Vineyard home with Guest House

8 guests·4 beds·3 baths

$8,000 week

9 Mattakesett Way

9 Mattakesett Way

8 guests·4 beds·2.5 baths

$15,900 week

63 Tradewinds Rd.

63 Tradewinds Rd.

4 guests·2 beds·2 baths

$4,250 week

House on 50 Pond View Drive in Oak Bluffs

House on 50 Pond View Drive in Oak Bluffs

6 guests·3 beds·2 baths

$6,300 week

2 Monahegan Ave.

2 Monahegan Ave.

8 guests·4 beds·2 baths

$4,500 week

Charming Cottage in Great Oak Bluffs Location

Charming Cottage in Great Oak Bluffs Location

6 guests·2 beds·3 baths

$4,600 week

Beautiful Renovation Close to Town

Beautiful Renovation Close to Town

6 guests·3 beds·2 baths

$4,800 week

Condo/Townhome on 21 Kennebec Avenue in Oak Bluffs

Condo/Townhome on 21 Kennebec Avenue in Oak Bluffs

4 guests·2 beds·1 bath

$3,700 week

House on 24 Winemack in Oak Bluffs

House on 24 Winemack in Oak Bluffs

6 guests·3 beds·2 baths

$8,500 week

House on 9 Pequot Avenue in Oak Bluffs

House on 9 Pequot Avenue in Oak Bluffs

8 guests·4 beds·2 baths

$6,750 week

206 Spring Hill Road

206 Spring Hill Road

10 guests·4 beds·2.5 baths

$7,700 week

11 Katama Farm South

11 Katama Farm South

6 guests·3 beds·2.5 baths

$7,950 week

Oak Bluffs Charm

Oak Bluffs Charm

6 guests·3 beds·2 baths

$3,000 week

16 Hillman Drive

16 Hillman Drive

6 guests·3 beds·2 baths

$3,900 week

In Town Victorian with large back yard

In Town Victorian with large back yard

10 guests·5 beds·2 baths

$6,300 week

Victorian on Ocean Park in Oak Bluffs

Victorian on Ocean Park in Oak Bluffs

9 guests·5 beds·3 baths

$7,300 week

Charming Home on Nashawena park Steps to Inkwell

Charming Home on Nashawena park Steps to Inkwell

8 guests·4 beds·2 baths

$7,000 week

19 Farms End Rd.

19 Farms End Rd.

10 guests·5 beds·3 baths

$9,800 week

House on 99 Marthas Road in Edgartown

House on 99 Marthas Road in Edgartown

6 guests·3 beds·2 baths

$4,350 week

5 Rock Ave

5 Rock Ave

8 guests·4 beds·2 baths

$4,400 week

80 Midland Avenue

80 Midland Avenue

10 guests·5 beds·4.5 baths

$5,600 week

Ocean Park 2 bedroom condo- waterview

Ocean Park 2 bedroom condo- waterview

4 guests·2 beds·1 bath

$2,500 week

73 Wing Road

73 Wing Road

6 guests·3 beds·2 baths

$4,250 week

Newly Renovated 8 Bedroom Home Steps to Beach

Newly Renovated 8 Bedroom Home Steps to Beach

16 guests·8 beds·3 baths

$11,400 week

Lovely Home in Fresh Pond Estates

Lovely Home in Fresh Pond Estates

8 guests·4 beds·3 baths

$6,550 week

67 Hidden Village Rd

67 Hidden Village Rd

22 guests·7 beds·5.5 baths

$18,850 week

27 Cormorant Circle

27 Cormorant Circle

9 guests·4 beds·2 baths

$8,300 week

Vineyard Haven Oasis

Vineyard Haven Oasis

6 guests·3 beds·2 baths

$4,200 week

Seaview Condo in Oak Bluffs

Seaview Condo in Oak Bluffs

4 guests·2 beds·2 baths

$3,300 week

1 Essex Court EDG

1 Essex Court EDG

14 guests·4 beds·4 baths

$7,200 week

Downtown Oak Bluffs Walk to beach and Town

Downtown Oak Bluffs Walk to beach and Town

12 guests·6 beds·3 baths

$18,900 week

13 Hubbard Lane

13 Hubbard Lane

6 guests·3 beds·2 baths

$4,750 week

10 Old Dunham Corner Way

10 Old Dunham Corner Way

10 guests·5 beds·3.5 baths

$6,800 week

Cinderella Cottage in Oak Bluffs

Cinderella Cottage in Oak Bluffs

8 guests·4 beds·2 baths

$8,400 week

Renovated Victorian Home near Oak Bluffs Harbor

Renovated Victorian Home near Oak Bluffs Harbor

10 guests·6 beds·2 baths

$6,500 week

Beautiful Beachy Classic with Reverse Floor Plan

Beautiful Beachy Classic with Reverse Floor Plan

8 guests·4 beds·2 baths

$5,050 week

In Town 3 Bedroom Cape Walk to everything!

In Town 3 Bedroom Cape Walk to everything!

6 guests·3 beds·1 bath

$3,850 week

House on 6 West Meadow Lane in Oak Bluffs

House on 6 West Meadow Lane in Oak Bluffs

12 guests·4 beds·2 baths

$9,200 week

10 Seaview Avenue

10 Seaview Avenue

10 guests·5 beds·5 baths

$14,850 week

29 Pine Street

29 Pine Street

9 guests·5 beds·3 baths

$10,000 week

House on 18 Swan Lane in Edgartown

House on 18 Swan Lane in Edgartown

7 guests·4 beds·2 baths

$2,350 week

8 Quammox Rd

8 Quammox Rd

11 guests·5 beds·2 baths

$6,000 week

22 Grove Avenue

22 Grove Avenue

12 guests·6 beds·2.5 baths

$4,650 week

Copeland Gem Downtown Oak Bluffs

Copeland Gem Downtown Oak Bluffs

10 guests·5 beds·2 baths

$8,200 week

House on 3 Canonicus in Oak Bluffs

House on 3 Canonicus in Oak Bluffs

8 guests·4 beds·1 bath

$7,200 week

House on 356 Winne Avenue in Oak Bluffs

House on 356 Winne Avenue in Oak Bluffs

6 guests·3 beds·3 baths

$8,250 week

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